OFF-FLAVOR SUPPRESSING AGENT

Information

  • Patent Application
  • 20220279826
  • Publication Number
    20220279826
  • Date Filed
    May 13, 2022
    2 years ago
  • Date Published
    September 08, 2022
    2 years ago
  • CPC
    • A23L27/84
    • A23L29/035
  • International Classifications
    • A23L27/00
    • A23L29/00
Abstract
Off-taste suppressing agents for an oral product containing an off-taste substance added thereto, wherein the agent contains at least one compound selected from the group consisting of (A) a compound represented by the following formula (I):
Description
BACKGROUND OF THE INVENTION
Field of the Invention

The present invention relates to agents for suppressing an off-taste of oral products, methods for suppressing an off-taste of oral products, and methods for producing an oral product with a suppressed off-taste. Particularly, the present invention relates to agents for suppressing an off-taste of an oral product containing an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto, methods for suppressing an off-taste of an oral product containing an off-taste substance added thereto, and methods for producing an oral product containing an off-taste substance added thereto in which the off-taste is suppressed.


Discussion of the Background

Due to health consciousness in recent years, there is an increasing need for foods with reduced salt content (salt-reduced food, etc.). However, foods with reduced salt content tend to cause less satisfaction due to the lack of salty taste. Conventionally, therefore, salt substitutes have been used for the purpose of supplementing the lack of salty taste.


Potassium chloride is one of the most frequently used salt substitutes. While potassium chloride supplements the salty taste, it also imparts off-tastes such as a bitter taste, a metallic taste, a harsh taste, and other tastes, and sometimes degrades the quality of taste of food as a whole.


As a means for suppressing the off-taste imparted by potassium chloride, addition of acetic acid, HEMF, isoamyl alcohol, and methional in combination (see JP-A-2015-092874, which is incorporated herein by reference in its entirety), addition of a predetermined acidulant, calcium salt, magnesium salt, and rice flour in combination (see Japanese Translation of PCT Application Publication No. 2010-521974, which is incorporated herein by reference in its entirety), and the like have been proposed. However, the off-taste suppressing effects of these are not sufficient.


SUMMARY OF THE INVENTION

In addition, amino acids or salts thereof, high-intensity sweeteners, vegetable proteins, flavonoid compounds, pH-adjusting or bacteriostatic agents, and thickening polysaccharides have been conventionally used in various foods. However, these substances impart off-tastes such as a bitter taste and the like to foods.


Accordingly, it is an object of the present invention to provide an off-taste suppressing agent, an off-taste suppressing method, and the like capable of effectively suppressing off-tastes caused by off-taste substances such as inorganic salt such as potassium chloride or the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.


This and other objects, which will become apparent during the following detailed description, have been achieved by the present inventors' discovery that the off-tastes derived from inorganic salts (e.g., potassium chloride) can be effectively suppressed by adding a predetermined compound (a compound represented by the following formula (I), cyclotene, fatty acid having 3 or 4 carbon atoms). The present inventors have also found that the off-tastes derived from off-taste substances such as amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc. can be effectively suppressed by adding the compound.


Accordingly, the present invention provides the following.


(1) An agent for suppressing an off-taste of an oral product to which an off-taste substance is added, which agent comprises at least one compound (hereinafter to be referred to as an off-taste suppressing compound) selected from the group consisting of


a compound represented by the following formula (I):




embedded image


wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




embedded image


wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms.


(2) The agent of (1), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(3) The agent of (1) or (2), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid.


(4) The agent of any one of (1) to (3), wherein the off-taste suppressing compound comprises furfural, 2-acetylfuran,


cyclotene, and propionic acid.


(5) The agent of any one of (1) to (4), wherein the off-taste substance comprises at least one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide.


(6) The agent of (5), wherein the inorganic salt comprises at least one selected from the group consisting of potassium chloride, magnesium chloride, and calcium chloride.


(7) The agent of (5) or (6), wherein the amino acid or a salt thereof comprises at least one selected from the group consisting of a branched chain amino acid, tryptophan, phenylalanine, arginine, cysteine, methionine, lysine, histidine, tyrosine, glycine, and salts thereof.


(8) The agent of any one of (5) to (7), wherein the high-intensity sweetener comprises at least one selected from the group consisting of acesulfame potassium, sucralose, aspartame, stevia, thaumatin, saccharin, saccharin sodium, licorice, neotame, and advantame.


(9) The agent of any one of (5) to (8), wherein the vegetable protein comprises at least one selected from the group consisting of soy protein, pea protein, fava bean protein, chickpea protein, almond protein, and sunflower protein.


(10) The agent of any one of (5) to (9), wherein the flavonoid compound comprises at least one selected from the group consisting of a flavanol compound, a flavanone compound, a flavone compound, a flavol compound, and an isoflavone compound.


(11) The agent of any one of (5) to (10), wherein the pH-adjusting or bacteriostatic agent comprises at least one selected from the group consisting of acetic acid or salts thereof, phosphoric acid or salts thereof, citric acid or salts thereof, and glycine.


(12) The agent of any one of (5) to (11), wherein the thickening polysaccharide comprises at least one selected from the group consisting of a cellulose derivative, alginic acids, xanthan gum, guar gum, locust bean gum, tara gum, gellan gum, carrageenan, gum tragacanth, gum arabic, caraya gum, tamarind seed gum, psyllium seed gum, curdlan, and pectin.


(13) The agent of any one of (1) to (12), wherein the off-taste substance comprises at least one selected from the group consisting of potassium chloride, a branched chain amino acid, acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound, sodium acetate, disodium phosphate, and a cellulose derivative.


(14) The agent of any one of (1) to (13), wherein, when the oral product is an oral product comprising at least a high-intensity sweetener added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(15) The agent of any one of (1) to (14), wherein, when the oral product is an oral product comprising at least potassium chloride added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, and butyric acid.


(16) The agent of any one of (1) to (15), wherein the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.005 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(17) The agent of any one of (1) to (16), wherein, when the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.005 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(18) The agent of any one of (1) to (17), wherein, when the off-taste suppressing compound comprises furfural, the agent is used such that an addition amount of the furfural to the oral product is 0.005 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(19) The agent of any one of (1) to (18), wherein, when the off-taste suppressing compound comprises 2-acetylfuran, the agent is used such that an addition amount of the 2-acetylfuran to the oral product is 0.01 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(20) The agent of any one of (1) to (19), wherein, when the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.005 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(21) The agent of any one of (1) to (20), wherein, when the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 0.05 to 8000 weight ppm with respect to the addition amount of the off-taste substance to the oral product.


(22) The agent of any one of (1) to (21), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.05 to 5000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(23) The agent of any one of (1) to (22), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.05 to 5000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(24) The agent of any one of (1) to (23), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises furfural, the agent is used such that an addition amount of the furfural to the oral product is 0.3 to 1000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(25) The agent of any one of (1) to (24), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises 2-acetylfuran, the agent is used such that an addition amount of the 2-acetylfuran to the oral product is 3 to 1000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(26) The agent of any one of (1) to (25), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.05 to 2000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(27) The agent of any one of (1) to (26), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 10 to 5000 weight ppm with respect to the addition amount of the inorganic salt to the oral product.


(28) The agent of any one of (1) to (27), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.005 to 1000 weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(29) The agent of any one of (1) to (28), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.005 to 100 weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(30) The agent of any one of (1) to (29), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises furfural, the agent is used such that an addition amount of the furfural to the oral product is 0.005 to weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(31) The agent of any one of (1) to (30), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises 2-acetylfuran, the agent is used such that an addition amount of the 2-acetylfuran to the oral product is 0.05 to 100 weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(32) The agent of any one of (1) to (31), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.005 to 50 weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(33) The agent of any one of (1) to (32), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 0.5 to 1000 weight ppm with respect to the addition amount of the amino acid or a salt thereof to the oral product.


(34) The agent of any one of (1) to (33), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.1 to 8000 weight ppm with respect to the addition amount of the high-intensity sweetener to the oral product.


(35) The agent of any one of (1) to (34), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.1 to 8000 weight ppm with respect to the addition amount of the high-intensity sweetener to the oral product.


(36) The agent of any one of (1) to (35), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.1 to 8000 weight ppm with respect to the addition amount of the high-intensity sweetener to the oral product.


(37) The agent of any one of (1) to (36), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 1 to 8000 weight ppm with respect to the addition amount of the high-intensity sweetener to the oral product.


(38) The agent of any one of (1) to (37), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.01 to 250 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(39) The agent of any one of (1) to (38), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.01 to 250 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(40) The agent of any one of (1) to (39), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises furfural, the agent is used such that an addition amount of the furfural to the oral product is 0.01 to 15 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(41) The agent of any one of (1) to (40), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises 2-acetylfuran, the agent is used such that an addition amount of the 2-acetylfuran to the oral product is 0.01 to 25 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(42) The agent of any one of (1) to (41), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.01 to 15 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(43) The agent of any one of (1) to (42), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 0.05 to 250 weight ppm with respect to the addition amount of the vegetable protein to the oral product.


(44) The agent of any one of (1) to (43), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.1 to 8000 weight ppm with respect to the addition amount of the flavonoid compound to the oral product.


(45) The agent of any one of (1) to (44), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.1 to 8000 weight ppm with respect to the addition amount of the flavonoid compound to the oral product.


(46) The agent of any one of (1) to (45), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the agent is used such that an addition amount of the furfural or 2-acetylfuran to the oral product is 0.1 to 1000 weight ppm with respect to the addition amount of the flavonoid compound to the oral product.


(47) The agent of any one of (1) to (46), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.1 to 1000 weight ppm with respect to the addition amount of the flavonoid compound to the oral product.


(48) The agent of any one of (1) to (47), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 1 to 8000 weight ppm with respect to the addition amount of the flavonoid compound to the oral product.


(49) The agent of any one of (1) to (48), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.01 to 500 weight ppm with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product.


(50) The agent of any one of (1) to (49), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.01 to 500 weight ppm with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product.


(51) The agent of any one of (1) to (50), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the agent is used such that an addition amount of the furfural or 2-acetylfuran to the oral product is 0.01 to 50 weight ppm with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product.


(52) The agent of any one of (1) to (51), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.01 to 50 weight ppm with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product.


(53) The agent of any one of (1) to (52), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 0.1 to 500 weight ppm with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product.


(54) The agent of any one of (1) to (53), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, the agent is used such that an addition amount of the off-taste suppressing compound to the oral product is 0.05 to 500 weight ppm with respect to the addition amount of the thickening polysaccharide to the oral product.


(55) The agent of any one of (1) to (54), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises compound (I), the agent is used such that an addition amount of the compound (I) to the oral product is 0.05 to 500 weight ppm with respect to the addition amount of the thickening polysaccharide to the oral product.


(56) The agent of any one of (1) to (55), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the agent is used such that an addition amount of the furfural or 2-acetylfuran to the oral product is 0.05 to 50 weight ppm with respect to the addition amount of the thickening polysaccharide to the oral product.


(57) The agent of any one of (1) to (56), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises cyclotene, the agent is used such that an addition amount of the cyclotene to the oral product is 0.05 to 50 weight ppm with respect to the addition amount of the thickening polysaccharide to the oral product.


(58) The agent of any one of (1) to (57), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the agent is used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is 0.5 to 500 weight ppm with respect to the addition amount of the thickening polysaccharide to the oral product.


(59) The agent of any one of (1) to (58), wherein the oral product is a food.


(60) The agent of any one of (1) to (59), wherein the off-taste of the oral product derives from an off-taste substance added to the oral product.


(61) The agent of any one of (1) to (60), wherein the off-taste is at least one selected from the group consisting of a bitter taste, a metallic taste, a harsh taste, an astringent taste, and a rough taste.


(62) A method for suppressing an off-taste of an oral product comprising an off-taste substance added thereto, comprising adding at least one compound (hereinafter to be referred to as an off-taste suppressing compound) selected from the group consisting of


a compound represented by the following formula (I):




embedded image


wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




embedded image


wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms.


(63) The method of (62), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(64) The method of (62) or (63), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid.


(65) The method of any one of (62) to (64), wherein the off-taste suppressing compound comprises furfural, 2-acetylfuran, cyclotene, and propionic acid.


(66) The method of any one of (62) to (65), wherein the off-taste substance comprises at least one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide.


(67) The method of (66), wherein the inorganic salt comprises at least one selected from the group consisting of potassium chloride, magnesium chloride, and calcium chloride.


(68) The method of (66) or (67), wherein the amino acid or a salt thereof comprises at least one selected from the group consisting of a branched chain amino acid, tryptophan, phenylalanine, arginine, cysteine, methionine, lysine, histidine, tyrosine, glycine, and salts thereof.


(69) The method of any one of (66) to (68), wherein the high-intensity sweetener comprises at least one selected from the group consisting of acesulfame potassium, sucralose, aspartame, stevia, thaumatin, saccharin, saccharin sodium, licorice, neotame, and advantame.


(70) The method of any one of (66) to (69), wherein the vegetable protein comprises at least one selected from the group consisting of soy protein, pea protein, fava bean protein, chickpea protein, almond protein, and sunflower protein.


(71) The method of any one of (66) to (70), wherein the flavonoid compound comprises at least one selected from the group consisting of a flavanol compound, a flavanone compound, a flavone compound, a flavol compound, and an isoflavone compound.


(72) The method of any one of (66) to (71), wherein the pH-adjusting or bacteriostatic agent comprises at least one selected from the group consisting of acetic acid or salts thereof, phosphoric acid or salts thereof, citric acid or salts thereof, and glycine.


(73) The method of any one of (66) to (72), wherein the thickening polysaccharide comprises at least one selected from the group consisting of a cellulose derivative, alginic acids, xanthan gum, guar gum, locust bean gum, tara gum, gellan gum, carrageenan, gum tragacanth, gum arabic, caraya gum, tamarind seed gum, psyllium seed gum, curdlan, and pectin.


(74) The method of any one of (62) to (73), wherein the off-taste substance comprises at least one selected from the group consisting of potassium chloride, a branched chain amino acid, acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound, sodium acetate, disodium phosphate, and a cellulose derivative.


(75) The method of any one of (62) to (74), wherein, when the oral product is an oral product comprising at least a high-intensity sweetener added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(76) The method of any one of (62) to (75), wherein, when the oral product is an oral product comprising at least potassium chloride added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, and butyric acid.


(77) The method of any one of (62) to (76), wherein the off-taste suppressing compound is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.


(78) The method of any one of (62) to (77), wherein, when the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.


(79) The method of any one of (62) to (78), wherein, when the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.


(80) The method of any one of (62) to (79), wherein, when the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.01 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.


(81) The method of any one of (62) to (80), wherein, when the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.005 to weight ppm with respect to the amount of the off-taste substance added to the oral product.


(82) The method of any one of (62) to (81), wherein, when the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.05 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.


(83) The method of any one of (62) to (82), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, the off-taste suppressing compound is added to the oral product in an amount of 0.05 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(84) The method of any one of (62) to (83), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.05 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(85) The method of any one of (62) to (84), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.3 to 1000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(86) The method of any one of (62) to (85), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 3 to 1000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(87) The method of any one of (62) to (86), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.05 to 2000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(88) The method of any one of (62) to (87), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 10 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(89) The method of any one of (62) to (88), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, the off-taste suppressing compound is added to the oral product in an amount of 0.005 to weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(90) The method of any one of (62) to (89), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.005 to 100 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(91) The method of any one of (62) to (90), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.005 to 50 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(92) The method of any one of (62) to (91), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.05 to 100 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(93) The method of any one of (62) to (92), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.005 to 50 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(94) The method of any one of (62) to (93), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.5 to 1000 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(95) The method of any one of (62) to (94), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, the off-taste suppressing compound is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(96) The method of any one of (62) to (95), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(97) The method of any one of (62) to (96), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(98) The method of any one of (62) to (97), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(99) The method of any one of (62) to (98), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, the off-taste suppressing compound is added to the oral product in an amount of 0.01 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(100) The method of any one of (62) to (99), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.01 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(101) The method of any one of (62) to (100), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.01 to 15 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(102) The method of any one of (62) to (101), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.01 to 25 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(103) The method of any one of (62) to (102), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.01 to 15 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(104) The method of any one of (62) to (103), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.05 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(105) The method of any one of (62) to (104), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, the off-taste suppressing compound is added to the oral product in an amount of 0.1 to 0000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(106) The method of any one of (62) to (105), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.1 to 0000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(107) The method of any one of (62) to (106), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.1 to weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(108) The method of any one of (62) to (107), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.1 to 1000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(109) The method of any one of (62) to (108), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 1 to 8000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(110) The method of any one of (62) to (109), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, the off-taste suppressing compound is added to the oral product in an amount of 0.01 to weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(111) The method of any one of (62) to (110), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.01 to 500 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(112) The method of any one of (62) to (111), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.01 to 50 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(113) The method of any one of (62) to (112), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.01 to 50 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(114) The method of any one of (62) to (113), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.1 to 500 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(115) The method of any one of (62) to (114), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, the off-taste suppressing compound is added to the oral product in an amount of 0.05 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(116) The method of any one of (62) to (115), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.05 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(117) The method of any one of (62) to (116), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.05 to 50 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(118) The method of any one of (62) to (117), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.05 to 50 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(119) The method of any one of (62) to (118), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.5 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(120) The method of any one of (62) to (119), wherein the oral product is a food.


(121) The method of any one of (62) to (120), wherein the off-taste of the oral product derives from an off-taste substance added to the oral product.


(122) The method of any one of (62) to (121), wherein the off-taste is at least one selected from the group consisting of a bitter taste, a metallic taste, a harsh taste, an astringent taste, and a rough taste.


(123) A method for producing an oral product, comprising adding at least one compound (hereinafter to be referred to as an off-taste suppressing compound) selected from the group consisting of


a compound represented by the following formula (I):




embedded image


wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




embedded image


wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms, and an off-taste substance.


(124) The method of (123), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(125) The method of (123) or (124), wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid.


(126) The method of any one of (123) to (125), wherein the off-taste suppressing compound comprises furfural, 2-acetylfuran, cyclotene, and propionic acid.


(127) The method of any one of (123) to (126), wherein the off-taste substance comprises at least one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide.


(128) The method of (127), wherein the inorganic salt comprises at least one selected from the group consisting of potassium chloride, magnesium chloride, and calcium chloride.


(129) The method of (127) or (128), wherein the amino acid or a salt thereof comprises at least one selected from the group consisting of a branched chain amino acid, tryptophan, phenylalanine, arginine, cysteine, methionine, lysine, histidine, tyrosine, glycine, and salts thereof.


(130) The method of any one of (127) to (129), wherein the high-intensity sweetener comprises at least one selected from the group consisting of acesulfame potassium, sucralose, aspartame, stevia, thaumatin, saccharin, saccharin sodium, licorice, neotame, and advantame.


(131) The method of any one of (127) to (130), wherein the vegetable protein comprises at least one selected from the group consisting of soy protein, pea protein, fava bean protein, chickpea protein, almond protein, and sunflower protein.


(132) The method of any one of (127) to (131), wherein the flavonoid compound comprises at least one selected from the group consisting of a flavanol compound, a flavanone compound, a flavone compound, a flavol compound, and an isoflavone compound.


(133) The method of any one of (127) to (132), wherein the pH-adjusting or bacteriostatic agent comprises at least one selected from the group consisting of acetic acid or salts thereof, phosphoric acid or salts thereof, citric acid or salts thereof, and glycine.


(134) The method of any one of (127) to (133), wherein the thickening polysaccharide comprises at least one selected from the group consisting of a cellulose derivative, alginic acids, xanthan gum, guar gum, locust bean gum, tara gum, gellan gum, carrageenan, gum tragacanth, gum arabic, caraya gum, tamarind seed gum, psyllium seed gum, curdlan, and pectin.


(135) The method of any one of (123) to (134), wherein the off-taste substance comprises at least one selected from the group consisting of potassium chloride, a branched chain amino acid, acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound, sodium acetate, disodium phosphate, and a cellulose derivative.


(136) The method of any one of (123) to (135), wherein, when the oral product is an oral product comprising at least a high-intensity sweetener added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.


(137) The method of any one of (123) to (136), wherein, when the oral product is an oral product comprising at least potassium chloride added thereto, the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, and butyric acid.


(138) The method of any one of (123) to (137), wherein the off-taste suppressing compound is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(139) The method of any one of (123) to (138), wherein, when the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(140) The method of any one of (123) to (139), wherein, when the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.005 to weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(141) The method of any one of (123) to (140), wherein, when the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.01 to 8000 weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(142) The method of any one of (123) to (141), wherein, when the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.005 to weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(143) The method of any one of (123) to (142), wherein, when the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.05 to 8000 weight ppm with respect to the amount of the off-taste substance to be added to the oral product.


(144) The method of any one of (123) to (143), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, the off-taste suppressing compound is added to the oral product in an amount of 0.05 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(145) The method of any one of (123) to (144), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.05 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(146) The method of any one of (123) to (145), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.3 to 1000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(147) The method of any one of (123) to (146), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 3 to 1000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(148) The method of any one of (123) to (147), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.05 to 2000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(149) The method of any one of (123) to (148), wherein, when the off-taste substance added to the oral product comprises an inorganic salt, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 10 to 5000 weight ppm with respect to the amount of the inorganic salt added to the oral product.


(150) The method of any one of (123) to (149), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, the off-taste suppressing compound is added to the oral product in an amount of 0.005 to weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(151) The method of any one of (123) to (150), where)n, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.005 to 100 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(152) The method of any one of (123) to (151), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.005 to 50 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(153) The method of any one of (123) to (152), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.05 to 100 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(154) The method of any one of (123) to (153), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.005 to 50 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(155) The method of any one of (123) to (154), wherein, when the off-taste substance added to the oral product comprises an amino acid or a salt thereof, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.5 to 1000 weight ppm with respect to the amount of the amino acid or a salt thereof added to the oral product.


(156) The method of any one of (123) to (155), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, the off-taste suppressing compound is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(157) The method of any one of (123) to (156), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(158) The method of any one of (123) to (157), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(159) The method of any one of (123) to (158), wherein, when the off-taste substance added to the oral product comprises a high-intensity sweetener, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 1 to 8000 weight ppm with respect to the amount of the high-intensity sweetener added to the oral product.


(160) The method of any one of (123) to (159), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, the off-taste suppressing compound is added to the oral product in an amount of 0.01 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(161) The method of any one of (123) to (160), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.01 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(162) The method of any one of (123) to (161), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises furfural, the furfural is added to the oral product in an amount of 0.01 to 15 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(163) The method of any one of (123) to (162), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises 2-acetylfuran, the 2-acetylfuran is added to the oral product in an amount of 0.01 to 25 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(164) The method of any one of (123) to (163), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.01 to 15 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(165) The method of any one of (123) to (164), wherein, when the off-taste substance added to the oral product comprises a vegetable protein, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.05 to 250 weight ppm with respect to the amount of the vegetable protein added to the oral product.


(166) The method of any one of (123) to (165), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, the off-taste suppressing compound is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(167) The method of any one of (123) to (166), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.1 to 8000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(168) The method of any one of (123) to (167), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.1 to weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(169) The method of any one of (123) to (168), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.1 to 1000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(170) The method of any one of (123) to (169), wherein, when the off-taste substance added to the oral product comprises a flavonoid compound, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 1 to 8000 weight ppm with respect to the amount of the flavonoid compound added to the oral product.


(171) The method of any one of (123) to (170), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, the off-taste suppressing compound is added to the oral product in an amount of 0.01 to weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(172) The method of any one of (123) to (171), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.01 to 500 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(173) The method of any one of (123) to (172), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.01 to 50 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(174) The method of any one of (123) to (173), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.01 to 50 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(175) The method of any one of (123) to (174), wherein, when the off-taste substance added to the oral product comprises a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.1 to 500 weight ppm with respect to the amount of the pH-adjusting or bacteriostatic agent added to the oral product.


(176) The method of any one of (123) to (175), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, the off-taste suppressing compound is added to the oral product in an amount of 0.05 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(177) The method of any one of (123) to (176), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises compound (I), the compound (I) is added to the oral product in an amount of 0.05 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(178) The method of any one of (123) to (177), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises furfural or 2-acetylfuran, the furfural or 2-acetylfuran is added to the oral product in an amount of 0.05 to 50 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(179) The method of any one of (123) to (178), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises cyclotene, the cyclotene is added to the oral product in an amount of 0.05 to 50 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(180) The method of any one of (123) to (179), wherein, when the off-taste substance added to the oral product comprises a thickening polysaccharide, and the off-taste suppressing compound comprises a fatty acid having 3 or 4 carbon atoms, the fatty acid having 3 or 4 carbon atoms is added to the oral product in an amount of 0.5 to 500 weight ppm with respect to the amount of the thickening polysaccharide added to the oral product.


(181) The method of any one of (123) to (180), wherein the oral product is a food.


(182) The method of any one of (123) to (181), wherein the off-taste of the oral product derives from an off-taste substance added to the oral product.


(183) The method of any one of (123) to (182), wherein the off-taste is at least one selected from the group consisting of a bitter taste, a metallic taste, a harsh taste, an astringent taste, and a rough taste.


(184) The method of any one of (123) to (183), wherein the oral product is an oral product with a suppressed off-taste.


Advantageous Effects of Invention

According to the present invention, an agent for suppressing an off-taste of an oral product containing an off-taste substance (e.g., potassium chloride and the like inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto can be provided.


In addition, the present invention can also provide a method for suppressing an off-taste of an oral product containing an off-taste substance (e.g., potassium chloride and the like inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto, and a method for producing an oral product containing an off-taste substance (e.g., potassium chloride and the like inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto in which the off-taste is suppressed.







DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
1. Off-Taste Suppressing Agent

One of the characteristics of the off-taste suppressing agent of the present invention (referred to as “the agent of the present invention” at times in the present specification) is that it contains at least one compound (sometimes referred to as an “off-taste suppressing compound” in the present specification) selected from the group consisting of a compound represented by the following formula (I):




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wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




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wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R5 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms.


In the present invention, the “off-taste” refers to an uncomfortable taste and flavor that are not felt when ingesting or taking ordinary foods, oral medicines, or the like. Specific examples thereof include a bitter taste, a rough taste, a harsh taste, a metallic taste, an astringent taste (straining, feeling that the tongue is squeezed) and the like. The presence or absence and the degree thereof can be evaluated, for example, by sensory evaluation or the like by an expert panel.


In the present invention, “suppression” of the off-taste means making the intensity of the off-taste of a substance causing the off-taste (e.g., potassium chloride, etc.) partially or completely undetectable.


The agent of the present invention may contain one, or two or more of the compounds represented by the following formula (I) (hereinafter referred to as compound (I) at times) as the off-taste suppressing compound.


Formula (I):



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wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group or an acetoxy group;


R2 and R4 are each independently a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




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wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms.


Each group in the formula (I) is explained below.


In the formula (I), R1 and R3 are each independently a hydrogen atom, a hydroxy group (i.e., a group represented by —OH), a methyl group (i.e., a group represented by —CH3), a formyl group (i.e., a group represented by —CHO), an acetyl group (i.e., a group represented by —C(═O)—CH3), or an acetoxy group (i.e., a group represented by —O—C(═O)—CH3).


R1 is preferably a hydrogen atom, a methyl group, a formyl group, or an acetyl group, more preferably a methyl group, a formyl group, or an acetyl group, particularly preferably a formyl group or an acetyl group.


In one embodiment, R1 may be a hydrogen atom, a methyl group, or an acetyl group, preferably a methyl group or an acetyl group, more preferably an acetyl group.


R3 is preferably a hydrogen atom, a hydroxy group, an acetyl group, or an acetoxy group, more preferably a hydrogen atom or an acetyl group, particularly preferably a hydrogen atom.


In the formula (I), R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond (i.e., when a doublet consisting of a solid line and a broken line between a carbon atom bonded to R1 and a carbon atom bonded to R3 is a double bond).


In the formula (I), R5 is a hydrogen atom or an oxo group (i.e., a group represented by ═O), preferably a hydrogen atom.


R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms. In this case, a doublet consisting of a solid line and a broken line between the carbon atoms bonded to R5 and X is a single bond.


In the formula (I), one of X and Y is an oxy group (i.e., a group represented by —O—), and the other is a group represented by the following formula (II):




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wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond.


X and Y are not oxy groups at the same time, and are not groups represented by the formula (II) at the same time.


In the formula (II), R6 is a hydrogen atom or a methyl group, preferably a hydrogen atom.


In the formula (II), R7 is a hydrogen atom, or is absent when X is a group represented by the formula (II), and a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond (i.e., when X is a group represented by the formula (II), and a doublet consisting of a solid line and a broken line between the carbon atoms bonded to R5 and X is a double bond).


When a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a single bond or a double bond, X is a group represented by the formula (II) and Y is an oxy group.


In the formula (I), a doublet consisting of a solid line and a broken line (i.e., part denoted by custom-character) is a single bond or a double bond.


A doublet consisting of a solid line and a broken line between the carbon atoms bonded to R5 and X is a double bond when R5 is a hydrogen atom, and is a single bond when R5 is an oxo group.


Compound (I) may exclude a compound wherein R1 is a formyl group, R3 is a hydrogen atom, a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R1 and the carbon atom bonded to R3 is a double bond), R2 and R4 are absent, R5 is a hydrogen atom, X is a group represented by the formula (II), R6 is a methyl group, a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atoms bonded to R5 an X is a double bond), R7 is absent, and Y is an oxy group; and a compound wherein R1 is a methyl group, R3 is a hydrogen atom, a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R1 and a carbon atom bonded to R3 is a double bond), R2 and R4 are absent, R5 is a hydrogen atom, X is a group represented by the formula (II), R6 is a hydrogen atom, a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atoms bonded to R5 and X is a double bond), R7 is absent, and Y is an oxy group.


Examples of the preferable compound (I) include compound (I) wherein


R1 is a hydrogen atom, a methyl group, a formyl group, or an acetyl group;


R3 is a hydrogen atom, a hydroxy group, an acetyl group or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




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wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond);


a doublet consisting of a solid line and a broken line is a single bond or a double bond, and the like.


The preferred embodiment of compound (I) is a compound represented by the following formula (III) (hereinafter referred to as compound (III) at times).


Formula (III):



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wherein


R1A and R3A are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2A and R4A are each a hydrogen atom, or are absent when a carbon atom bonded to R1A and a carbon atom bonded to R3A are bonded to each other to form a double bond;


R5A is a hydrogen atom or an oxo group;


R6A is a hydrogen atom or a methyl group;


R7A is a hydrogen atom, or is absent when a carbon atom bonded to R5A and a carbon atom bonded to R6A are bonded to each other to form a double bond;


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5A is an oxo group when R1A and R3A are simultaneously hydrogen atoms.


Each group in the formula (III) is described below.


R1A, R2A, R3A, R4A and R5A in the formula (III) are respectively as defined for R1, R2, R3, R4 and R5 in the formula (I), and preferred embodiment is also the same.


R6A in the formula (III) is as defined for R6 in the formula (II), and preferred embodiment is also the same.


In the formula (III), R7A is a hydrogen atom, or is absent when a carbon atom bonded to R5A and a carbon atom bonded to R6A are bonded to each other to form a double bond (i.e., when a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5A and the carbon atom bonded to R6A is a double bond).


A doublet consisting of a solid line and a broken line in the formula (III) is as defined for the doublet consisting of a solid line and a broken line in the formula (I).


A doublet consisting of a solid line and a broken line between the carbon atom bonded to R5A and the carbon atom bonded to R6A is a double bond when R5A is a hydrogen atom, and a single bond when R5A is an oxo group.


Compound (III) may exclude a compound wherein R1A is a formyl group, R3A is a hydrogen atom, a carbon atom bonded to R1A and a carbon atom bonded to R3A are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R1A and the carbon atom bonded to R3A is a double bond), R2A and R4A are absent, R5A is a hydrogen atom, R6A is a methyl group, a carbon atom bonded to RA and a carbon atom bonded to R5A are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5A and the carbon atom bonded to R6A is a double bond), and R7A is absent; and a compound wherein R1A is a methyl group, R3A is a hydrogen atom, a carbon atom bonded to R1A and a carbon atom bonded to R3A are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R1A and the carbon atom bonded to R3A is a double bond), R2A and R4A are absent, R5A is a hydrogen atom, R6A is a hydrogen atom, a carbon atom bonded to R5A and a carbon atom bonded to R6A are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5A and the carbon atom bonded to R6A is a double bond), and R7A is absent.


Examples of a preferred compound (III) include compound (III) wherein


R1A is a hydrogen atom, a methyl group, a formyl group, or an acetyl group;


R3A is a hydrogen atom, a hydroxy group, an acetyl group, or an acetoxy group;


R2A and R4A are each a hydrogen atom, or are absent when a carbon atom bonded to R1A and a carbon atom bonded to R3A are bonded to each other to form a double bond;


R5A is a hydrogen atom or an oxo group;


R6A is a hydrogen atom or a methyl group;


R7A is a hydrogen atom, or is absent when a carbon atom bonded to R5A and a carbon atom bonded to R6A are bonded to each other to form a double bond; and


a doublet consisting of a solid line and a broken line is a single bond or a double bond, and the like.


A more preferred embodiment of compound (I) is a compound represented by the following formula (IV) (hereinafter referred to as compound (IV) at times).


Formula (IV):



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wherein


R1B and R3B are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R5B is a hydrogen atom or an oxo group;


R6B is a hydrogen atom or a methyl group;


R7B is a hydrogen atom, or is absent when a carbon atom bonded to R5B and a carbon atom bonded to R6B are bonded to each other to form a double bond; and


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5B is an oxo group when R1B and R3B are simultaneously hydrogen atoms.


Each group in the formula (IV) is described below.


R1B, R3B, and R5B in the formula (IV) are respectively as defined for R1, R3, and R5 in the formula (I), and preferred embodiment is also the same.


R6B in the formula (IV) is as defined for R6 in the formula (II), and preferred embodiment is also the same.


In the formula (IV), R7B is a hydrogen atom, or is absent when a carbon atom bonded to R5B and a carbon atom bonded to R6B are bonded to each other to form a double bond (i.e., when a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5B and the carbon atom bonded to R6B is a double bond).


A doublet consisting of a solid line and a broken line in the formula (IV) is as defined for the doublet consisting of a solid line and a broken line in the formula (I).


A doublet consisting of a solid line and a broken line between the carbon atom bonded to R5B and the carbon atom bonded to R6B is a double bond when R5B is a hydrogen atom, and a single bond when R5B is an oxo group.


Compound (IV) may exclude a compound wherein R1B is a formyl group, R3B is a hydrogen atom, R5B is a hydrogen atom, R6B is a methyl group, a carbon atom bonded to R5B and a carbon atom bonded to R6B are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5B and the carbon atom bonded to R6B is a double bond), and R7B is absent; and a compound wherein R1B is a methyl group, R3B is a hydrogen atom, R5B is a hydrogen atom, R6B is a hydrogen atom, a carbon atom bonded to R5B and a carbon atom bonded to R6B are bonded to each other to form a double bond (i.e., a doublet consisting of a solid line and a broken line between the carbon atom bonded to R5B and the carbon atom bonded to R6B is a double bond), and R7B is absent.


Examples of a preferred compound (IV) include compound (IV) wherein


R1B is a hydrogen atom, a methyl group, a formyl group, or an acetyl group;


R3B is a hydrogen atom, a hydroxy group, an acetyl group, or an acetoxy group;


R5B is a hydrogen atom or an oxo group;


R6B is a hydrogen atom or a methyl group;


R7B is a hydrogen atom, or is absent when a carbon atom bonded to R5B and a carbon atom bonded to R6B are bonded to each other to form a double bond; and


a doublet consisting of a solid line and a broken line is a single bond or a double bond, and the like.


Particularly preferred one embodiment of compound (I) is a compound represented by the following formula (V) (hereinafter referred to as compound (V) at times).


Formula (V):



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wherein


R1C and R3C are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group; and


R6C is a hydrogen atom or a methyl group, provided that R1C and R3C are not hydrogen atoms at the same time.


Each group in the formula (V) is described below.


R1C and R3C in the formula (V) are respectively as defined for R1 and R3 in the formula (I).


R1C is preferably a methyl group, a formyl group, or an acetyl group, more preferably a formyl group or an acetyl group.


R3C is preferably a hydrogen atom or an acetyl group, more preferably a hydrogen atom.


R1C and R3C are not hydrogen atoms at the same time.


R6C in the formula (V) is as defined for R6 in the formula (II), and preferred embodiment is also the same.


Compound (V) may exclude a compound wherein R1C is a formyl group, R3C is a hydrogen atom, and R6C is a methyl group; and a compound wherein R1C is a methyl group, R3C is a hydrogen atom, and R6C is a hydrogen atom.


Examples of the preferred compound (V) include compound (V) wherein


R1C is a methyl group, a formyl group, or an acetyl group (preferably a formyl group or an acetyl group);


R3C is a hydrogen atom or an acetyl group (preferably a hydrogen atom); and


R6C is a hydrogen atom or a methyl group (preferably a hydrogen atom), and the like.


Another particularly preferred embodiment of compound (I) is a compound represented by the following formula (VI) (hereinafter referred to as compound (VI) at times).


Formula (VI):



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wherein


R1D and R3D are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group; and


R6D is a hydrogen atom or a methyl group.


Each group in the formula (VI) is described below.


R1D and R3D in the formula (VI) are respectively as defined for R1 and R3 in the formula (I).


R1D is preferably a methyl group.


R3D is preferably a hydroxy group or an acetoxy group.


R6D in the formula (VI) is as defined for R6 in the formula (II), and preferred embodiment is also the same.


Examples of preferred compound (VI) include compound (VI) wherein


R1D is a methyl group;


R3D is a hydroxy group or an acetoxy group; and


R6D is a hydrogen atom or a methyl group, and the like.


Specific examples of preferred compound (I) include the following compounds and the like.


Furfural (CAS Registry Number:98-01-1)



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2-acetylfuran (CAS Registry Number:1192-62-7)



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2-acetyl-5-methylfuran (CAS Registry Number:1193-79-9)



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3-acetyl-2,5-dimethylfuran (CAS Registry Number:10599-70-9)



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4,5-dimethyl-3-hydroxy-2(5H)-furanone (Referred to as Sotolon at Times) (CAS Registry Number:28664-35-9)



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2-methyltetrahydrofuran-3-one (Referred to as 4,5-dihydro-2-methyl-3(2H)-furanone at Times) (CAS Registry Number:3188-00-9)



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4-hydroxy-5-methyl-3(2H)-furanone (CAS Registry Number:19322-27-1)



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4-hydroxy-2,5-dimethyl-3(2H)-furanone (Referred to as Furaneol at Times) (CAS Registry Number:3658-77-3)



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4-acetoxy-2,5-dimethyl-3(2H)-furanone (Referred to as Furaneol Acetate at Times) (CAS Registry Number:4166-20-5)



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Among these, furfural and 2-acetylfuran are preferred because they suppress off-tastes particularly effectively.


Only one kind of compound (I) may be used or two or more kinds thereof may be used in combination.


Cyclotene (referred to as methylcyclopentenolone at times) used as an off-taste suppressing compound in the present invention is a compound represented by the following formula (CAS Registry Number:80-71-7).




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Fatty acid (aliphatic monocarboxylic acid) used as an off-taste suppressing compound in the present invention may be saturated or unsaturated, preferably saturated fatty acid. The fatty acid may be linear or branched chain, preferably linear. The fatty acid preferably has 3 or 4, more preferably 3, carbon atoms.


Specific examples of the fatty acid used as an off-taste suppressing compound in the present invention include propionic acid (represented by CH3CH2COOH, and referred to as propanoic acid at times, CAS Registry Number:79-09-4), butyric acid (represented by CH3CH2CH2COOH, and referred to as butanoic acid at times, CAS Registry Number:107-92-6) and the like. Propionic acid is preferred because it can suppress off-tastes particularly effectively. Only one kind of the fatty acid may be used or two or more kinds thereof may be used in combination.


Examples of the preferred off-taste suppressing compound include furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, butyric acid and the like can be mentioned, preferably, furfural, 2-acetylfuran, cyclotene, and propionic acid. Only one kind of these off-taste suppressing compounds may be used or two or more kinds thereof may be used in combination. For example, as the off-taste suppressing compound, furfural, 2-acetylfuran, and cyclotene and propionic acid may be used in combination.


The method for producing the off-taste suppressing compound is not particularly limited, and a compound produced by a method known per se (e.g., chemical synthesis method, enzyme method, fermentation method, extraction method, etc.) or a method analogous thereto may be used. A commercially available product may be used as the off-taste suppressing compound.


One embodiment of the off-taste suppressing compound used in the present invention may be a chemically synthesized product produced by a chemical synthesis method or an isolated product obtained by extraction and purification from a material containing an off-taste suppressing compound. Examples of the material containing an off-taste suppressing compound include naturally occurring substances such as agricultural/livestock/aquatic products and the like; fermentation products such as culture medium, bacterial cells and the like obtained by culturing microorganisms; and processed products thereof, and the like.


In the present invention, a material containing an off-taste suppressing compound may be used as it is or purified to a desired degree and used in place of a chemically synthesized product or isolated product of the off-taste suppressing compound, or in addition to the chemically synthesized product or isolated product.


The amount of the off-taste suppressing compound contained in the agent of the present invention is generally not less than 0.001 wt %, preferably not less than 0.1 wt %, particularly preferably not less than 1 wt %, with respect to the agent of the present invention. The amount is generally not more than 100 wt %, preferably not more than 99 wt %, more preferably not more than 90 wt %, with respect to the agent of the present invention.


The form of the agent of the present invention is not particularly limited, and examples thereof include solid (including powder, granule, etc.), liquid (including slurry, etc.), gel, paste, and the like.


The agent of the present invention may consist only of an off-taste suppressing compound, or may further contain, in addition to the compound, a conventional base depending on the form of the agent of the present invention.


When the agent of the present invention is in the form of a solid, the base includes, for example, starch, dextrin, cyclodextrin, various saccharides such as sucrose and glucose, protein, peptide, salt, solid fat, silicon dioxide, mixtures thereof, yeast bacterial cell, various powder extracts, and the like.


When the agent of the present invention is in the form of a liquid, the base includes, for example, water, ethanol, glycerol, propylene glycol, various animal and vegetable oils, and the like.


The agent of the present invention may further contain, in addition to the off-taste suppressing compound, for example, excipient, antioxidant, thickening stabilizer, emulsifier, sweetener (e.g., sugar, etc.), salt, organic salts, nucleic acid, seasoning (e.g., umami seasoning such as sodium glutamate and the like, etc.), acidulant, colorant, food color former, and the like, as long as the object of the present invention is not impaired.


The agent of the present invention can be produced by a method known per se or a method analogous thereto.


The agent of the present invention can be used to suppress the off-taste of an oral product (e.g., food, oral medicine, etc.) to which an off-taste substance is added. In the present invention, the “off-taste substance” refers to a substance capable of exhibiting an off-taste (e.g., bitter taste, metallic taste, harsh taste, astringent taste, rough taste, etc.) in the mouth.


Specific examples of the off-taste substance include, but are not limited to, inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, and the like.


The inorganic salt that may become an off-taste substance is not particularly limited as long as it is used in food, and examples thereof include inorganic chlorine compounds such as potassium chloride, magnesium chloride, and calcium chloride, and the like.


Examples of the amino acid that may become an off-taste substance include branched chain amino acid (valine, leucine, isoleucine), tryptophan, phenylalanine, arginine, cysteine, methionine, lysine, histidine, tyrosine, glycine, and the like. These amino acids may be in the form of salts. The salt of amino acid is not particularly limited as long as it can exhibit an off-taste, and examples thereof include salts with inorganic acids (e.g., chloride hydrogen, hydrogen bromide, sulfuric acid, phosphoric acid, etc.); salts with organic acids (e.g., acetic acid, lactic acid, citric acid, tartaric acid, maleic acid, fumaric acid, mono methylsulfuric acid, etc.); salts with inorganic bases (e.g., sodium, potassium, calcium, ammonia, etc.); and salts with organic bases (e.g., ethylenediamine, propylenediamine, ethanolamine, monoalkyl ethanolamine, dialkyl ethanolamine, diethanolamine, triethanolamine, etc.). The salt of amino acid may be hydrate (hydrate salt), and examples of the hydrate include 1 to 6 hydrates and the like.


In the present invention, the “high-intensity sweetener” is a generic term for non-carbohydrate sweeteners having higher sweetness as compared with sucrose (specifically, 10 times or more sweeter than sucrose). The high-intensity sweetener that may become an off-taste substance may be a natural sweetener or a synthetic sweetener, and examples thereof include acesulfame potassium, sucralose, aspartame, stevia (rebaudioside, stevioside), thaumatin, saccharin, saccharin sodium, licorice, neotame, advantame, and the like.


In the present invention, the “vegetable protein” means a product having an enhanced protein content obtained by processing plants (e.g., grain, vegetable, etc.) containing proteins. Examples of the vegetable protein that may become an off-taste substance include soy protein, pea protein, fava bean protein, chickpea protein, almond protein, sunflower protein, and the like. The form of the vegetable protein is not particularly limited, and it may be, for example, powder, granule, fiber, paste, or the like.


In the present invention, the “flavonoid compound” is a generic term for compounds having a flavonoid skeleton. Examples of the flavonoid compound that may become an off-taste substance include flavanol (catechin) compounds (e.g., catechin, epicatechin, epigallocatechin, epicatechin gallate, epigallocatechin gallate, etc.), flavanone compounds (e.g., naringin, hesperidin etc.), flavone compounds, flavol compounds, isoflavone compounds, and the like.


In the present invention, the “pH-adjusting or bacteriostatic agent” means a food additive having an action to adjust the degree of acidity or alkalinity for the purpose of preventing putrefaction or preventing discoloration, or an action to suppress bacterial proliferation, and is a concept encompassing pH adjusters and bacteriostatic agents. The pH-adjusting or bacteriostatic agent that may become an off-taste substance is not particularly limited as long as it can be used in foods, and examples thereof include acetic acid or a salt thereof (e.g., sodium acetate, etc.), phosphoric acid or a salt thereof (e.g., disodium phosphate, etc.), citric acid or a salt thereof, glycine, and the like.


Examples of the thickening polysaccharide that may become an off-taste substance include cellulose derivatives (e.g., methyl cellulose, carboxymethyl cellulose, hydroxypropyl methylcellulose, etc.), alginic acids (e.g., alginic acid, alginic acid salt, alginic acid ester, etc.), xanthan gum, guar gum, locust bean gum, tara gum, gellan gum, carrageenan, gum tragacanth, gum arabic, caraya gum, tamarind seed gum, psyllium seed gum, curdlan, pectin, and the like. As used herein, the “cellulose derivative” means a derivative in which a part or all of the hydroxy groups of cellulose is/are chemically modified (e.g., esterification, etherification, etc.).


The agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which one selected from the group consisting of a inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide added to an oral product.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which an inorganic salt (e.g., potassium chloride, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from an inorganic salt (e.g., potassium chloride, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from an inorganic salt (e.g., potassium chloride, etc.), and examples of the specific kind thereof include bitter taste, metallic taste, harsh taste, astringent taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which an amino acid (e.g., branched chain amino acid, etc.) or a salt thereof has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from an amino acid (e.g., branched chain amino acid, etc.) or a salt thereof added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from an amino acid (e.g., branched chain amino acid, etc.) or a salt thereof, and examples of the specific kind thereof include bitter taste, harsh taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which a high-intensity sweetener (e.g., acesulfame potassium, sucralose, aspartame, stevia, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from a high-intensity sweetener (e.g., acesulfame potassium, sucralose, aspartame, stevia, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from a high-intensity sweetener (e.g., acesulfame potassium, sucralose, aspartame, stevia, etc.), and examples of the specific kind thereof include bitter taste, harsh taste, metallic taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which a vegetable protein (e.g., soy protein, pea protein, fava bean protein, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from a vegetable protein (e.g., soy protein, pea protein, fava bean protein, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from a vegetable protein (e.g., soy protein, pea protein, fava bean protein, etc.), and examples of the specific kind thereof include bitter taste, harsh taste, astringent taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which a flavonoid compound (e.g., flavanol compound, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from a flavonoid compound (e.g., flavanol compound, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from a flavonoid compound (e.g., flavanol compound, etc.), and examples of the specific kind thereof include bitter taste, rough taste, harsh taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which a pH-adjusting or bacteriostatic agent (e.g., sodium acetate, disodium phosphate, glycine, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from a pH-adjusting or bacteriostatic agent (e.g., sodium acetate, disodium phosphate, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from a pH-adjusting or bacteriostatic agent (e.g., sodium acetate, disodium phosphate, glycine, etc.), and examples of the specific kind thereof include bitter taste, harsh taste, astringent taste, and the like.


In one embodiment, the agent of the present invention can be preferably used to suppress an off-taste of an oral product (e.g., food, oral medicine, etc.) to which a thickening polysaccharide (e.g., cellulose derivative, etc.) has been added. Particularly, the agent of the present invention can be more preferably used to suppress an off-taste derived from a thickening polysaccharide (e.g., cellulose derivative, etc.) added to an oral product.


In one embodiment, the off-taste that may be suppressed by the agent of the present invention is preferably derived from a thickening polysaccharide (e.g., cellulose derivative, etc.), and examples of the specific kind thereof include bitter taste, harsh taste, astringent taste, and the like.


The oral product for which the agent of the present invention is used is preferably one to which an off-taste substance has been added. The agent of the present invention can be particularly preferably used for an oral product having an off-taste derived from an off-taste substance.


In the present invention, the “oral product” means a substance that can be ingested or taken orally, and specific examples thereof include food, oral medicine, and the like. In the present invention, the “food” broadly includes foods that can be ingested orally (excluding medicine), and unless otherwise specified, also includes so-called foods, beverages, seasonings, supplements, and the like. Food is a concept also including food compositions.


The oral product for which the agent of the present invention is used is preferably an oral product containing one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide added thereto, more preferably an oral product containing one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound (e.g., catechin, etc.), sodium acetate, disodium phosphate, and cellulose derivative (e.g., methyl cellulose, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least an inorganic salt (e.g., potassium chloride, etc.) added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from an inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least an amino acid (e.g., branched chain amino acid, etc.) or a salt thereof added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from an amino acid (e.g., branched chain amino acid, etc.) or a salt thereof.


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least a high-intensity sweetener (e.g., acesulfame potassium, sucralose, aspartame, stevia, etc.) added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from a high-intensity sweetener (e.g., acesulfame potassium, sucralose, aspartame, stevia, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least a vegetable protein (e.g., soy protein, pea protein, fava bean protein, etc.) added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from a vegetable protein (e.g., soy protein, pea protein, fava bean protein, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least a flavonoid compound (e.g., flavanol compound, etc.) added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from a flavonoid compound (e.g., flavanol compound, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least a pH-adjusting or bacteriostatic agent added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from a pH-adjusting or bacteriostatic agent (e.g., sodium acetate, disodium phosphate, etc.).


In one embodiment, the oral product for which the agent of the present invention is used is preferably an oral product containing at least a thickening polysaccharide (e.g., cellulose derivative, etc.) added thereto. The agent of the present invention can be particularly preferably used in an oral product having an off-taste derived from a thickening polysaccharide (e.g., cellulose derivative, etc.).


When the oral product for which the agent of the present invention is used is an oral product containing at least a high-intensity sweetener (e.g., stevia, etc.) added thereto, the agent of the present invention may contain, as an off-taste suppressing compound, at least one compound selected from the group consisting of compound (I) (excluding furfural), cyclotene, and a fatty acid having 3 or 4 carbon atoms. In this case, the agent of the present invention preferably contains at least one compound selected from the group consisting of 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid, more preferably at least one compound selected from the group consisting of 2-acetylfuran, cyclotene, and propionic acid.


When the oral product for which the agent of the present invention is used is an oral product containing at least potassium chloride added thereto, the agent of the present invention may contain, as an off-taste suppressing compound, at least one compound selected from the group consisting of compound (I), cyclotene, and butyric acid. In this case, the agent of the present invention preferably contains at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3 (2H)-furanone, 4-acetoxy-2,5-dimethyl-3 (2H)-furanone, cyclotene, and butyric acid, more preferably at least one compound selected from the group consisting of furfural, 2-acetylfuran, and cyclotene.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of compound (I), cyclotene, and a fatty acid having 3 or 4 carbon atoms, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide added thereto.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of compound (I), cyclotene, and a fatty acid having 3 or 4 carbon atoms, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, a flavanol compound (e.g., catechin, etc.), sodium acetate, disodium phosphate, and a cellulose derivative (e.g., methyl cellulose, etc.) added thereto.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide added thereto.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, a flavanol compound (e.g., catechin etc.), sodium acetate, disodium phosphate, and a cellulose derivative (e.g., methyl cellulose etc.) added thereto.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide added thereto.


In one embodiment, the agent of the present invention is an off-taste suppressing agent containing at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid, and may be an off-taste suppressing agent for an oral product containing one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, a flavanol compound (e.g., catechin etc.), sodium acetate, disodium phosphate, and a cellulose derivative (e.g., methyl cellulose etc.) added thereto.


The food for which the agent of the present invention is used is preferably a food to which an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) can be added. Examples thereof include, but are not limited to, corn soup, consomme soup (e.g., chicken, pork, beef, etc.), potage, chicken broth, soup with egg, soup with Wakame seaweed, soup with shark fin, Chinese-style soup, curry flavor soup, ramen noodle soup, Japanese-style clear soup, Miso soup and the like; meat processed foods such as ham, sausage, Gyoza dumpling, Shumai dumpling, hamburg steak, deep-fried food, pork cutlet and the like; marine processed foods such as steamed fish paste cake, tube shaped fish paste cake and the like; dairy products such as butter and the like; rice processed foods such as Chinese fried rice and the like; seasonings such as savory seasoning, flavor seasoning, menu seasoning, mayonnaise, dressing, sauce (e.g., demi-glace sauce, Japanese Worcestershire-style sauce, white sauce, cheese sauce, etc.) and the like; other processed foods such as noodles, gratin, croquette, pickles, hamburg steak-like food and the like; frozen foods (frozen products of the aforementioned foods (e.g., Gyoza dumpling, Shumai dumpling, Chinese fried rice, hamburg steak, deep-fried food, gratin, pork cutlet, croquette, etc.), etc.) and the like.


In the present specification, the “savory seasoning” refers to a seasoning produced from a natural substance as a material according to a method such as extraction, decomposition, heating, fermentation, and the like. Concrete examples thereof include various meat extracts such as chicken meat extract, beef meat extract, pork meat extract, sheep meat extract, and the like; various bone extracts such as chicken bone extract, beef bone extract, pork bone extract, and the like; various seafood extracts such as bonito extract, mackerel extract, croaker extract, scallop extract, crab extract, shrimp extract, dried sardine extract, dried adductor extract, and the like; various dried fish extracts such as dried bonito extract, dried mackerel extract, dried bullet mackerel extract, and the like; various vegetable extracts such as onion extract, Chinese cabbage extract, celery extract, and the like; various seaweed extracts such as kelp extract and the like; various spice extracts such as garlic extract, chili extract, pepper extract, cacao extract, and the like; yeast extracts; various protein hydrolysates; various fermentation seasonings such as soy sauce, fish sauce, shrimp sauce, Miso and the like, and the like, and mixtures thereof, processed product (e.g., soy sauce processed product such as Japanese noodle soup base, citrus seasoned soy sauce, and the like), and the like. The “flavor seasoning” refers to a seasoning used to impart aroma, flavor and taste of a flavor material to a food, and can be produced by, for example, adding sugar, salt and the like to a savory seasoning, or the like. Specific examples of the flavor seasoning include various meat flavor seasonings such as chicken flavor seasoning, beef flavor seasoning, pork flavor seasoning, and the like; various seafood flavor seasonings such as bonito flavor seasoning, dried sardine flavor seasoning, dried adductor flavor seasoning, crustacean flavor seasoning, and the like; various spicy vegetable flavor seasonings; kelp flavor seasoning and the like. The “menu seasoning” refers to a seasoning suitable for cooking a particular menu (Chinese-style menu, etc.). Concrete examples thereof include Chinese-style combined seasoning, combined seasoning, generic paste seasoning, seasoning mix for cooked rice mixed with ingredients, seasoning mix for Chinese fried rice, spice mix, and the like.


The food for which the agent of the present invention is used may be provided (sold, distributed) in a form suitable for eating, or may be provided in a form that requires a predetermined processing or cooking to have a form suitable for eating. For example, the food to which the agent of the present invention is used may be provided (sold, distributed) as a concentrate or the like that requires diluting with water, etc. to become a form suitable for eating.


The food for which the agent of the present invention is used may be provided, for example, as a food with health claims, a food for specified health uses, a food with nutrient function claims, a dietary supplement, a nutritional supplementary food, a health supplementary food, a food for medical use, a medical food, or the like.


In one embodiment, the food for which the agent of the present invention is used may be a salt-reduced food. In the present invention, the “salt-reduced food” refers to a food whose salt concentration (salt content) at the time of eating is adjusted to be lower than the general salt concentration of the food. Potassium chloride can be used in salt-reduced foods for the purpose of, for example, compensating for the lack of salty taste of salt-reduced foods.


Examples of the oral medicine to which the agent of the present invention is used include tablet, granule, powder, capsule (including soft capsule), elixir, syrup, microcapsule, drink, emulsion, suspension, and the like.


In the present invention, a production method of the off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) that can be contained in the oral product is not particularly limited as long as it can be orally ingested, and an off-taste substance produced by a method known per se or a method analogous thereto may be used. The off-taste substance may be a commercially available product.


In the present invention, one embodiment of the off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) that can be contained in the oral product may be a chemically synthesized product produced by a chemical synthesis method, or an isolated product extracted and purified from a material containing an off-taste substance. In addition, a material containing an off-taste substance may be used as it is or after purification to a desired degree.


The method and conditions for adding the agent of the present invention to an oral product (e.g., food, oral medicine, etc.) are not particularly limited, and addition can be performed by a method known per se or a method analogous thereto, according to the form of the agent of the present invention, the kind of the oral product to which the agent of the present invention is added, and the like. The time when the agent of the present invention is added to an oral product is not particularly limited, and the agent can be added, for example, during the production of the oral product, after the production of the oral product, or the like. The agent of the present invention may be added to a raw material before producing the oral product.


The agent of the present invention can be used such that an off-taste suppressing compound in a specific amount is added to an oral product.


In the present invention, the amount of the off-taste suppressing compound to be added to the oral product can be set according to the amount of an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to be added to the oral product.


For example, in one embodiment, when additional addition of an off-taste substance to “an oral product containing an off-taste substance but not exhibiting an unacceptable off-taste” (that is, increasing the amount of the off-taste substance contained in the oral product) causes an unacceptable off-taste of the composition, the amount of the off-taste suppressing compound to be added to the oral product may be set according to the amount (increased amount) of the additionally added off-taste substance. It is not necessary to consider the amount of an off-taste substance originally contained in the oral product (oral product that does not exhibit an unacceptable off-taste) before the additional addition of the off-taste substance.


In another embodiment, when an oral product produced by adding an off-taste substance as one of the materials exhibits an off-taste, the amount of the off-taste suppressing compound to be added to the oral product can be set according to the amount of the off-taste substance used as the material.


In still another embodiment, when an off-taste substance is additionally added to an oral product having an off-taste produced by adding an off-taste substance as one of the materials, the amount of the off-taste suppressing compound to be added to the oral product can be set according to the total amount of the off-taste substance used as the material and the amount of the off-taste substance added additionally.


Specifically, the agent of the present invention is preferably used such that the addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, further preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the off-taste substance to the oral product (amount of the off-taste substance added to the oral product). The agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 8000 weight ppm (more preferably not more than 5000 weight ppm, still more preferably not more than 1000 weight ppm, further preferably not more than 500 weight ppm, particularly preferably not more than 250 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, further preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the off-taste substance to the oral product. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 8000 weight ppm (more preferably not more than 5000 weight ppm, further preferably not more than 500 weight ppm, particularly preferably not more than 250 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste suppressing compound contains furfural, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, further preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the off-taste substance to the oral product. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not more than 8000 weight ppm (more preferably not more than 1000 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste suppressing compound contains 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.05 weight ppm, further preferably not less than 0.1 weight ppm, particularly preferably not less than 3 weight ppm) with respect to the addition amount of the off-taste substance to the oral product. In this case, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not more than 8000 weight ppm (more preferably not more than 1000 weight ppm, further preferably not more than 100 weight ppm, particularly preferably not more than 50 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, further preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the off-taste substance to the oral product. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 8000 weight ppm (more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 50 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, further preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the off-taste substance to the oral product. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 8000 weight ppm (more preferably not more than weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 500 weight ppm) with respect to the addition amount of the off-taste substance to the oral product.


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.05 weight ppm (more preferably not less than 0.07 weight ppm, still more preferably not less than 0.09 weight ppm, further preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the inorganic salt to the oral product (amount of the inorganic salt added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). The agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 5000 weight ppm (more preferably not more than 4000 weight ppm, further preferably not more than 3000 weight ppm, particularly preferably not more than 2500 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.07 weight ppm, still more preferably not less than 0.09 weight ppm, further preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 5000 weight ppm (more preferably not more than 4000 weight ppm, further preferably not more than 3000 weight ppm, particularly preferably not more than 2500 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), and the off-taste suppressing compound contains furfural, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not less than 0.3 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). In this case, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not more than 1000 weight ppm (more preferably not more than 500 weight ppm, still more preferably not more than 300 weight ppm, further preferably not more than 200 weight ppm, particularly preferably not more than 40 weight ppm, most preferably not more than 8 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), and the off-taste suppressing compound contains 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not less than 3 weight ppm (more preferably not less than 5 weight ppm, particularly preferably not less than 10 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). In this case, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not more than 1000 weight ppm (more preferably not more than 750 weight ppm, still more preferably not more than 500 weight ppm, further preferably not more than 250 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, further preferably not less than 0.2 weight ppm, particularly preferably not less than 0.3 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 2000 weight ppm (more preferably not more than 1000 weight ppm, still more preferably not more than 750 weight ppm, further preferably not more than 500 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an inorganic salt (e.g., potassium chloride, etc.), and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 10 weight ppm (more preferably not less than 50 weight ppm, further preferably not less than 75 weight ppm, particularly preferably not less than 100 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.). In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 5000 weight ppm (more preferably not more than 4000 weight ppm, further preferably not more than 3000 weight ppm, particularly preferably not more than 2500 weight ppm) with respect to the addition amount of the inorganic salt to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the inorganic salt (e.g., potassium chloride, etc.).


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, particularly preferably not less than 0.05 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product (amount of the amino acid or a salt thereof added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the amino acid or a salt thereof. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 1000 weight ppm (more preferably not more than 500 weight ppm, still more preferably not more than 300 weight ppm, further preferably not more than 100 weight ppm, particularly preferably not more than 50 ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, particularly preferably not less than 0.05 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 100 weight ppm (more preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, and the off-taste suppressing compound contains furfural, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, particularly preferably not less than 0.05 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not more than 50 weight ppm (more preferably not more than 25 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, and the off-taste suppressing compound contains 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof. In this case, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not more than 100 weight ppm (more preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.005 weight ppm (more preferably not less than 0.01 weight ppm, particularly preferably not less than 0.05 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 50 weight ppm (more preferably not more than 25 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains an amino acid or a salt thereof, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 0.5 weight ppm (more preferably not less than 1 weight ppm, particularly preferably not less than 5 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the amino acid or a salt thereof. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 1000 weight ppm (more preferably not more than 500 weight ppm, particularly preferably not more than 300 weight ppm) with respect to the addition amount of the amino acid or a salt thereof to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the amino acid or a salt thereof.


In one embodiment, when the off-taste substance added to the oral product contains a high-intensity sweetener, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.1 weight ppm (more preferably not less than 1 weight ppm, still more preferably not less than 5 weight ppm, further preferably not less than 10 weight ppm, particularly preferably not less than 50 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product (amount of the high-intensity sweetener added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the high-intensity sweetener. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, still more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 250 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the high-intensity sweetener.


In one embodiment, when the off-taste substance added to the oral product contains a high-intensity sweetener, and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.1 weight ppm (more preferably not less than 1 weight ppm, still more preferably not less than 5 weight ppm, further preferably not less than 10 weight ppm, particularly preferably not less than 50 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the high-intensity sweetener. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, still more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 250 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the high-intensity sweetener.


In one embodiment, when the off-taste substance added to the oral product contains a high-intensity sweetener, and the off-taste suppressing compound comprises cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.1 weight ppm (more preferably not less than 1 weight ppm, still more preferably not less than 5 weight ppm, further preferably not less than 10 weight ppm, particularly preferably not less than 50 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the high-intensity sweetener. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, still more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 250 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the high-intensity sweetener.


In one embodiment, when the off-taste substance added to the oral product contains a high-intensity sweetener, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 1 weight ppm (more preferably not less than 5 weight ppm, still more preferably not less than 10 weight ppm, further preferably not less than 50 weight ppm, particularly preferably not less than 100 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the high-intensity sweetener. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, further preferably not more than 2000 weight ppm, particularly preferably not more than 1000 weight ppm) with respect to the addition amount of the high-intensity sweetener to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the high-intensity sweetener.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.01 weight ppm (more preferably not less than 0.02 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the vegetable protein to the oral product (amount of the vegetable protein added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the vegetable protein. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 250 weight ppm (more preferably not more than 150 weight ppm, still more preferably not more than 100 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 25 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.02 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 250 weight ppm (more preferably not more than 150 weight ppm, still more preferably not more than 100 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 25 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, and the off-taste suppressing compound contains furfural, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.02 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural to the oral product is not more than 15 weight ppm (more preferably not more than 10 weight ppm, particularly preferably not more than 5 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, and the off-taste suppressing compound contains 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.02 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein. In this case, the agent of the present invention is preferably used such that an addition amount of the 2-acetylfuran to the oral product is not more than 25 weight ppm (more preferably not more than 15 weight ppm, particularly preferably not more than 10 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.02 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 15 weight ppm (more preferably not more than 10 weight ppm, particularly preferably not more than 5 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a vegetable protein, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the vegetable protein. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 250 weight ppm (more preferably not more than 150 weight ppm, still more preferably not more than 100 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 25 weight ppm) with respect to the addition amount of the vegetable protein to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the vegetable protein.


In one embodiment, when the off-taste substance added to the oral product contains a flavonoid compound, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.1 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product (amount of the flavonoid compound added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the flavonoid compound. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, still more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 100 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the flavonoid compound.


In one embodiment, when the off-taste substance added to the oral product contains a flavonoid compound, and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.1 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the flavonoid compound. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, still more preferably not more than 2000 weight ppm, further preferably not more than 1000 weight ppm, particularly preferably not more than 100 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the flavonoid compound.


In one embodiment, when the off-taste substance added to the oral product contains a flavonoid compound, and the off-taste suppressing compound contains furfural or 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not less than 0.1 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the flavonoid compound. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not more than 1000 weight ppm (more preferably not more than 500 weight ppm, particularly preferably not more than 100 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the flavonoid compound.


In one embodiment, when the off-taste substance added to the oral product contains a flavonoid compound, and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.1 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the flavonoid compound. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 1000 weight ppm (more preferably not more than 500 weight ppm, particularly preferably not more than 100 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the flavonoid compound.


In one embodiment, when the off-taste substance added to the oral product contains a flavonoid compound, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 1 weight ppm (more preferably not less than 5 weight ppm, particularly preferably not less than 10 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the flavonoid compound. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 8000 weight ppm (more preferably not more than 4000 weight ppm, further preferably not more than 2000 weight ppm, particularly preferably not more than 1000 weight ppm) with respect to the addition amount of the flavonoid compound to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the flavonoid compound.


In one embodiment, when the off-taste substance added to the oral product contains a pH-adjusting or bacteriostatic agent, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.01 weight ppm (more preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product (amount of the pH-adjusting or bacteriostatic agent added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, still more preferably not more than 150 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent.


In one embodiment, when the off-taste substance added to the oral product contains a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound contains compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, still more preferably not more than 150 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent.


In one embodiment, when the off-taste substance added to the oral product contains a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound contains furfural or 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not more than 50 weight ppm (more preferably not more than 30 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent.


In one embodiment, when the off-taste substance added to the oral product contains a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.01 weight ppm (more preferably not less than 0.05 weight ppm, particularly preferably not less than 0.1 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 50 weight ppm (more preferably not more than 30 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent.


In one embodiment, when the off-taste substance added to the oral product contains a pH-adjusting or bacteriostatic agent, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 0.1 weight ppm (more preferably not less than 0.5 weight ppm, particularly preferably not less than 1 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, particularly preferably not more than 150 weight ppm) with respect to the addition amount of the pH-adjusting or bacteriostatic agent to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the pH-adjusting or bacteriostatic agent.


In one embodiment, when the off-taste substance added to the oral product contains a thickening polysaccharide, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product (amount of the thickening polysaccharide added to the oral product), because the agent of the present invention can effectively suppress an off-taste derived from the thickening polysaccharide. In addition, the agent of the present invention is preferably used such that an addition amount of the off-taste suppressing compound to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, still more preferably not more than 150 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the thickening polysaccharide.


In one embodiment, when the off-taste substance added to the oral product contains a thickening polysaccharide, and the off-taste suppressing compound comprises compound (I), the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the thickening polysaccharide. In this case, the agent of the present invention is preferably used such that an addition amount of the compound (I) to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, still more preferably not more than 150 weight ppm, further preferably not more than 50 weight ppm, particularly preferably not more than 30 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the thickening polysaccharide.


In one embodiment, when the off-taste substance added to the oral product contains a thickening polysaccharide, and the off-taste suppressing compound contains furfural or 2-acetylfuran, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the thickening polysaccharide. In this case, the agent of the present invention is preferably used such that an addition amount of the furfural or 2-acetylfuran to the oral product is not more than 50 weight ppm (more preferably not more than 30 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the thickening polysaccharide.


In one embodiment, when the off-taste substance added to the oral product contains a thickening polysaccharide, and the off-taste suppressing compound contains cyclotene, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not less than 0.05 weight ppm (more preferably not less than 0.1 weight ppm, particularly preferably not less than 0.5 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the thickening polysaccharide. In this case, the agent of the present invention is preferably used such that an addition amount of the cyclotene to the oral product is not more than 50 weight ppm (more preferably not more than 30 weight ppm, particularly preferably not more than 15 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the thickening polysaccharide.


In one embodiment, when the off-taste substance added to the oral product contains a thickening polysaccharide, and the off-taste suppressing compound contains a fatty acid having 3 or 4 carbon atoms (e.g., propionic acid, butyric acid, etc.), the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not less than 0.5 weight ppm (more preferably not less than 1 weight ppm, particularly preferably not less than 5 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can more effectively suppress an off-taste derived from the thickening polysaccharide. In this case, the agent of the present invention is preferably used such that an addition amount of the fatty acid having 3 or 4 carbon atoms to the oral product is not more than 500 weight ppm (more preferably not more than 300 weight ppm, particularly preferably not more than 150 weight ppm) with respect to the addition amount of the thickening polysaccharide to the oral product, because the agent of the present invention can particularly effectively suppress an off-taste derived from the thickening polysaccharide.


The amount of the off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to be added to the oral product may be appropriately set according to the purpose of the addition (e.g., substitute for salt, etc.) and is not particularly limited.


By adding the agent of the present invention to an oral product (e.g., food, oral medicine, etc.) containing an off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.), the off-taste (particularly, bitter taste, metallic taste, harsh taste, astringent taste, etc. derived from off-taste substances such as potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, or the like) of the oral product can be suppressed.


According to the present invention, an oral product containing the agent of the present invention and an off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) can also be provided.


2. Production Method of Oral Product

The present invention also provides a production method of an oral product (simply referred to as “the production method of the present invention” at times in the present specification), including adding at least one compound selected from the group consisting of a compound represented by the following formula (I):




embedded image


wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




embedded image


wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond; and


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms


(referred to as “off-taste suppressing compound” at times in the present specification) and an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.).


The off-taste suppressing compound and the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) that may be used in the production method of the present invention are the same as the off-taste suppressing compound and the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) explained in the aforementioned “1. Off-taste suppressing agent”, and preferred embodiments are also the same.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of compound (I), cyclotene, and a fatty acid having 3 or 4 carbon atoms as an off-taste suppressing compound, and may include adding one selected from the group consisting of inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, and thickening polysaccharide as an off-taste substance.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of compound (I), cyclotene, and a fatty acid having 3 or 4 carbon atoms as an off-taste suppressing compound, and may include adding one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound (e.g., catechin, etc.), sodium acetate, disodium phosphate, and cellulose derivative (e.g., methyl cellulose, etc.) as an off-taste substance.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid as an off-taste suppressing compound, and may include adding one selected from the group consisting of inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, and thickening polysaccharide as an off-taste substance.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid as an off-taste suppressing compound, and may include adding one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound (e.g., catechin, etc.), sodium acetate, disodium phosphate, cellulose derivative (e.g., methyl cellulose, etc.) as an off-taste substance.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid as an off-taste suppressing compound, and may include adding at least one selected from the group consisting of inorganic salt, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, and thickening polysaccharide as an off-taste substance.


In one embodiment, the production method of the present invention includes adding at least one compound selected from the group consisting of furfural, 2-acetylfuran, cyclotene, and propionic acid as an off-taste suppressing compound, and may include adding one selected from the group consisting of potassium chloride, branched chain amino acid (leucine, isoleucine, valine), acesulfame potassium, sucralose, aspartame, stevia, soy protein, pea protein, fava bean protein, flavanol compound (e.g., catechin, etc.), sodium acetate, disodium phosphate, cellulose derivative (e.g., methyl cellulose, etc.) as an off-taste substance.


When the production method of the present invention includes adding at least a high-intensity sweetener (e.g., stevia, etc.) as an off-taste substance, the off-taste suppressing compound used in the production method of the present invention may be one compound selected from the group consisting of compound (I) (excluding furfural), cyclotene, and a fatty acid having 3 or 4 carbon atoms. In this case, the off-taste suppressing compound used in the production method of the present invention is preferably at least one compound selected from the group consisting of 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid, more preferably at least one compound selected from the group consisting of 2-acetylfuran, cyclotene, and propionic acid.


When the production method of the present invention includes adding at least potassium chloride as the off-taste substance, the off-taste suppressing compound used in the production method of the present invention may be at least one compound selected from the group consisting of compound (I), cyclotene, and butyric acid. In this case, the off-taste suppressing compound used in the production method of the present invention is preferably at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, and butyric acid, more preferably at least one compound selected from the group consisting of furfural, 2-acetylfuran, and cyclotene.


The addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) in the production method of the present invention is the same as the addition amount (mentioned above) of the off-taste suppressing compound to the oral product when the agent of the present invention is added to the oral product, and the preferable range is also the same.


The addition amount of the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to the oral product (amount of the off-taste substance to be added to the oral product) in the production method of the present invention may be appropriately set according to the purpose of the addition (e.g., substitute for salt, etc.) and is not particularly limited.


The method and conditions for adding the off-taste suppressing compound and the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to the oral product are not particularly limited and can be appropriately set according to the kind of the oral product, and the like. The time when the off-taste suppressing compound and the off-taste substance are added to an oral product is not particularly limited, and, for example, the off-taste suppressing compound and the off-taste substance may be added to the materials before production of an oral product.


The order of addition of the off-taste suppressing compound and the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to the oral product is not particularly limited, and they may be added in the order of, for example, the off-taste substance and then the off-taste suppressing compound, or may be added in the reverse order. Alternatively, the off-taste suppressing compound and the off-taste substance may be simultaneously added to the oral product.


The production method of the present invention may appropriately include, in addition to the addition of an off-taste suppressing compound and an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) to an oral product, a treatment step, a production step, and a cooking step, which are conventionally used in the production of oral products, according to the kind of the oral product to be produced, and the like.


Examples of the oral product to be produced by the production method of the present invention include those similar to the oral products exemplified in the description of the oral product to which the agent of the present invention may be added (mentioned above).


According to the production method of the present invention, an oral product (e.g., food, oral medicament, etc.) in which an off-taste (particularly, bitter taste, metallic taste, harsh taste, astringent taste, etc. derived from off-taste substances such as inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, and the like) is suppressed can be produced.


3. Off-Taste Suppressing Method

The present invention also provides a method for suppressing an off-taste of an oral product (simply referred to as “the suppression method of the present invention” at times in the present specification), including adding at least one compound selected from the group consisting of a compound represented by the following formula (I):




embedded image


wherein


R1 and R3 are each independently a hydrogen atom, a hydroxy group, a methyl group, a formyl group, an acetyl group, or an acetoxy group;


R2 and R4 are each a hydrogen atom, or are absent when a carbon atom bonded to R1 and a carbon atom bonded to R3 are bonded to each other to form a double bond;


R5 is a hydrogen atom or an oxo group;


one of X and Y is an oxy group, and the other is a group represented by the following formula (II):




embedded image


wherein R6 is a hydrogen atom or a methyl group;


R7 is a hydrogen atom, or is absent when a carbon atom bonded to R5 and a carbon atom bonded to R6 are bonded to each other to form a double bond; and


a doublet consisting of a solid line and a broken line is a single bond or a double bond,


provided that R5 is an oxo group when R1 and R3 are simultaneously hydrogen atoms,


cyclotene, and


a fatty acid having 3 or 4 carbon atoms


(referred to as “off-taste suppressing compound” at times in the present specification).


The off-taste suppressing compound that may be used in the suppression method of the present invention is the same as the off-taste suppressing compound described in the aforementioned “1. off-taste suppressing agent”, and preferred embodiments are also the same.


The addition amount of the off-taste suppressing compound to the oral product (amount of the off-taste suppressing compound to be added to the oral product) in the suppression method of the present invention is the same as the addition amount (mentioned above) of the off-taste suppressing compound to the oral product when the agent of the present invention is added to the oral product, and the preferable range is also the same.


The method and conditions for adding the off-taste suppressing compound to an oral product are not particularly limited, and can be appropriately set according to the kind of the oral product, and the like. The time when the off-taste suppressing compound is added to an oral product is not particularly limited, and, for example, during production of an oral product, after completion of the oral product, or the like can be mentioned. The off-taste suppressing compound and the off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) may be added to the materials before production of an oral product.


Examples of the oral product to be produced by the production method of the present invention include those similar to the oral products exemplified in the description of the oral product to which the agent of the present invention may be added (mentioned above).


According to the suppression method of the present invention, the off-taste (particularly, bitter taste, metallic taste, harsh taste, astringent taste, etc. derived from off-taste substances such as potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, and the like) of an oral product (e.g., food, oral medicine, etc.) containing an off-taste substance (e.g., inorganic salts such as potassium chloride and the like, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) can be suppressed.


Other features of the invention will become apparent in the course of the following descriptions of exemplary embodiments which are given for illustration of the invention and are not intended to be limiting thereof.


EXAMPLES

When “%”, “ppm”, “ppb” are indicated in the present specification, they mean “wt %”, “weight ppm”, and “weight ppb”, respectively, unless otherwise specified.


Unless otherwise specified, the materials, reagents, compounds, and the like used in the Examples can be easily obtained or prepared according to methods generally employed in the art, or are commercially available.


Experimental Example 1
Preparation of Evaluation Sample

Each compound shown in the following Tables 1 to 13 was added to a 0.8 wt % potassium chloride aqueous solution at the concentration (addition concentration) shown in the following Tables 1 to 13 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of two experts determined by consensus the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride in each evaluation sample, by reference to each potassium chloride aqueous solution adjusted to 0.8 wt %, 0.75 wt %, 0.7 wt %, or 0.65 wt %.


Evaluation Criteria

−: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.8 wt %


+: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.75 wt % and less than 0.8 wt %


++: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.7 wt % and less than 0.75 wt %


+++: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.65 wt % and less than 0.7 wt %


The results are shown in the following Tables 1 to 13.









TABLE 1







compound name: furfural











addition concentration






(weight ppb)
5
10
50
100





addition amount of
0.625
1.25
6.25
12.5


compound (weight ppm) with






respect to potassium






chloride contained in






potassium chloride aqueous






solution






off-taste suppressing
+
+++
+++
+


effect
















TABLE 2







compound name: 2-acetylfuran










addition concentration





(weight ppb)
50
100
500





addition amount of compound
6.25
12.5
62.5


(weight ppm) with respect to





potassium chloride contained





in potassium chloride





aqueous solution





off-taste suppressing effect
++
+++
+
















TABLE 3







compound name: cyclotene












addition concentration (weight ppb)
1
5
10
50
100





addition amount of compound (weight
0.125
0.625
1.25
6.25
12.5


ppm) with respect to potassium







chloride contained in potassium







chloride aqueous solution







off-taste suppressing effect
+
++
+++
+++
++
















TABLE 4







compound name: 2-acetyl-5-methylfuran











addition concentration (weight ppb)
100
500
1000
2000





addition amount of compound (weight
12.5
62.5
125
250


ppm) with respect to potassium






chloride contained in potassium






chloride aqueous solution






off-taste suppressing effect
+
++
+
+
















TABLE 5







compound name: 3-acetyl-2,5-dimethylfuran












addition concentration (weight ppb)
1
5
10







addition amount of compound (weight
0.125
0.625
1.25



ppm) with respect to potassium






chloride contained in potassium






chloride aqueous solution






off-taste suppressing effect
+
++
+

















TABLE 6







compound name: 4,5-dimethyl-3-hydroxy-2(5H)-furanone








addition concentration















(weight ppb)
1
5
10
50
100
500
1000





addition amount of
0.125
0.625
1.25
6.25
12.5
62.5
125


compound (weight ppm)









with respect to









potassium chloride









contained in potassium









chloride aqueous









solution









off-taste suppressing
+
++
++
+
+
+
+


effect
















TABLE 7







compound name: 2-methyltetrahydrofuran-3-one











addition concentration (weight ppb)
10
50
100
500





addition amount of compound (weight
1.25
6.25
12.5
62.5


ppm) with respect to potassium






chloride contained in potassium






chloride aqueous solution






off-taste suppressing effect
++
++
++
+
















TABLE 8







compound name: 4-hydroxy-5-methyl-3(2H)-furanone













addition concentration
1
5
10
50
100
500





(weight ppb)
0.125
0.625
1.25
6.25
12.5
62.5


addition amount of








compound (weight ppm) with








respect to potassium








chloride contained in








potassium chloride aqueous








solution








off-taste suppressing
+
+
+
++
++
+


effect
















TABLE 9







compound name: 4-hydroxy-2,5-dimethyl-3(2H)-furanone












addition concentration (weight ppb)
1
5
10
50
100





addition amount of compound (weight
0.125
0.625
1.25
6.25
12.5


ppm) with respect to potassium







chloride contained in potassium







chloride aqueous solution







off-taste suppressing effect
+
+
++
++
++
















TABLE 10







compound name: 4-acetoxy-2,5-dimethyl-3(2H)-furanone










addition concentration (weight ppb)
50
100
500





addition amount of compound (weight ppm)
6.25
12.5
62.5


with respect to potassium chloride contained





in potassium chloride aqueous solution





off-taste suppressing effect
+
++
+
















TABLE 11







compound name: 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone














addition concentration
1
5
10
50
100
500
1000





(weight ppb)
0.125
0.625
1.25
6.25
12.5
62.5
125


addition amount of









compound (weight ppm)









with respect to









potassium chloride









contained in potassium









chloride aqueous









solution









off-taste suppressing

+
+






effect
















TABLE 12







compound name: 5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone (HEMF)










addition concentration (weight ppb)
10
50
100





addition amount of compound (weight ppm)
1.25
6.25
12.5


with respect to potassium chloride contained in





potassium chloride aqueous solution





off-taste suppressing effect

+




















TABLE 13







addition amount of





compound (weight





ppm) with respect





to potassium




addition
chloride contained
off-taste



concentration
in potassium chloride
suppressing


compound name
(weight ppb)
aqueous solution
effect







2-ethylfuran
100
12.5



2-pentylfuran
100
12.5










As is clear from the results shown in Tables 1 to 13, the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride decreased in potassium chloride aqueous solutions to which furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3 (2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, and cyclotene were added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from potassium chloride. Among these, furfural, 2-acetylfuran, and cyclotene each had a high off-taste suppressing effect.


On the other hand, an off-taste suppressing effect could be hardly confirmed in 5-ethyl-3-hydroxy-4-methyl-2(5H)-furanone and 5-ethyl-4-hydroxy-2-methyl-3 (2H)-furanone (HEMF), and even if the effect could be confirmed, it was weaker than in the above-mentioned compounds.


In addition, the potassium chloride aqueous solutions to which 2-ethylfuran and 2-pentylfuran were added did not show changes in the intensity of the off-tastes derived from potassium chloride, and an off-taste suppressing effect could not be confirmed in these compounds.


Experimental Example 2
(Preparation of Evaluation Sample)

Each compound shown in the following Table 14 was added to a 0.8 wt % potassium chloride aqueous solution at the concentration (addition concentration) shown in the following Table 14 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

By a method similar to that in Experimental Example 1, a panel of two experts determined the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride in each evaluation sample.


The results are shown in the following Table 14.











TABLE 14









addition concentration




(weight ppb)














100
500
1000
2000











addition amount of




compound (weight ppm) with




respect to potassium chloride




contained in potassium




chloride aqueous solution












compound name

12.5
62.5
125
250





formic acid
off-taste






acetic acid
suppressing






propionic acid
effect
+
++
++
++


butyric acid


+
+



pentanoic acid







hexanoic acid













As is clear from the results shown in Table 14, the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride decreased in potassium chloride aqueous solutions to which butyric acid or propionic acid was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from potassium chloride. In particular, propionic acid had a high off-taste suppressing effect.


On the other hand, the potassium chloride aqueous solutions to which formic acid, acetic acid, pentanoic acid, or hexanoic acid was added did not show changes in the intensity of the off-tastes derived from potassium chloride, and an off-taste suppressing effect could not be confirmed in these compounds.


Experimental Example 3
Preparation of Base Solution

As shown in the following (1) to (3) below, 0.8 wt % of potassium chloride was added to a food base powder corresponding to 0.5 wt % of sodium chloride to prepare each base solution having an off-taste derived from potassium chloride. When each base solution is prepared without adding potassium chloride, it does not exhibit an off-taste (bitter taste, metallic taste, harsh taste, astringent taste).


(1) Ramen Noodle Soup Solution

Potassium chloride (0.8 g) was added to a soup powder (1.1 g) of a commercially available instant ramen noodle (manufactured by SANYO FOODS Co., Ltd., trade name “Sapporo Ichiban Shouyuaji”), hot water (98.1 g) was added to dissolve the mixture to prepare a base solution (ramen noodle soup solution).


(2) Chicken Broth Solution

Potassium chloride (0.8 g) was added to a commercially available powdered chicken broth mix (manufactured by Ajinomoto Co., Inc., trade name “Marutorigara Soup”) (1.0 g), hot water (98.2 g) was added to dissolve the mixture to prepare a base solution (chicken broth soup solution).


(3) Potage Solution

Potassium chloride (0.8 g) was added to a commercially available powdered instant potage (manufactured by Ajinomoto Co., Inc., trade name “Knorr (registered trade mark) Cup Soup Potage”) (7.1 g), hot water (92.1 g) was added to dissolve the mixture to prepare a base solution (potage solution).


Preparation of Evaluation Sample

Each compound shown in the following Tables 15 to 17 was added to each base solution (ramen noodle soup solution, chicken broth solution, potage solution) so as to achieve the concentration (addition concentration) shown in the following Tables 15 to 17 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

By a method similar to that in Experimental Example 1, a panel of two experts determined the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride in each evaluation sample.


The results are shown in the following Tables 15 to 17.










TABLE 15








Ramen noodle soup solution












addition amount





of compound





(weight ppm)





with respect to





potassium
off-taste



addition
chloride added
suppressing


compound name
concentration
to base solution
effect













cyclotene
 10 ppb
1.25
+++


propionic acid
   1 ppm
125
++


furfural
 10 ppb
1.25
++


2-acetylfuran
100 ppb
12.5
+++


4,5-dimethyl-3-hydroxy-
 10 ppb
1.25
++


2(5H)-furanone





4-hydroxy-2,5-dimethyl-
 10 ppb
1.25
++


3(2H)-furanone





4-hydroxy-5-methyl-3(2H)-
100 ppb
12.5
++


furanone

















TABLE 16








chicken broth solution












addition amount





of compound





(weight ppm)





with respect to





potassium
off-taste



addition
chloride added
suppressing


compound name
concentration
to base solution
effect













cyclotene
 10 ppb
1.25
+++


propionic acid
   1 ppm
125
+++


furfural
 10 ppb
1.25
+++


2-acetylfuran
100 ppb
12.5
++


4,5-dimethyl-3-hydroxy-
 10 ppb
1.25
++


2(5H)-furanone





4-hydroxy-2,5-dimethyl-
 10 ppb
1.25
++


3(2H)-furanone





4-hydroxy-5-methyl-3(2H)-
100 ppb
12.5
++


furanone

















TABLE 17








Potage solution












addition amount





of compound





(weight ppm)





with respect to





potassium
off-taste



addition
chloride added
suppressing


compound name
concentration
to base solution
effect













cyclotene
 10 ppb 
1.25
+++


propionic acid
  1 ppm
125
++


furfural
 10 ppb 
1.25
++


2-acetylfuran
100 ppb 
12.5
++


4,5-dimethyl-3-hydroxy-
 10 ppb 
1.25
++


2(5H)-furanone





4-hydroxy-2,5-dimethyl-
 10 ppb 
1.25
++


3(2H)-furanone





4-hydroxy-5-methyl-3(2H)-
100 ppb 
12.5
++


furanone









As is clear from the results shown in Tables 15 to 17, the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride decreased in the base solutions to which cyclotene, propionic acid, furfural, 2-acetylfuran, 4,5-dimethyl-3-hydroxy-2 (5H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, or 4-hydroxy-5-methyl-3(2H)-furanone was added. Therefore, it was confirmed that these compounds can suppress off-tastes derived from potassium chloride even in actual foods.


Experimental Example 4
Preparation of Base Solution

Potassium chloride (0.1 g) was added to a commercially available Japanese noodle soup base (manufactured by Yamaki Co., Ltd.) (11.1 g), and dissolved by adding hot water (88.0 g) to prepare a base solution. When the base solution is prepared without adding potassium chloride, it does not exhibit an off-taste (bitter taste, metallic taste, harsh taste, astringent taste).


Preparation of Evaluation Sample

Each compound shown in the following Table 18 was added to the base solution prepared above so as to achieve the concentration (addition concentration) shown in the following Table 18 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of two experts determined by consensus the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride in each evaluation sample, by reference to each potassium chloride aqueous solution adjusted to 0.1 wt % or 0.05 wt %.


Evaluation Criteria

−: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.1 wt %


+: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.05 wt % and less than 0.1 wt %


++: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of less than 0.05 wt %


The results are shown in the following Table 18.












TABLE 18







addition amount of





compound (weight





ppm) with respect




addition
to potassium
off-taste



concentration
chloride added to
suppressing


compound name
(weight ppb)
base solution
effect







propionic acid
1000
1000
+



2000
2000
++


2-acetyl-5-methylfuran
1000
1000
+



2000
2000
++









As is clear from the results shown in Table 18, the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride decreased in the base solutions to which propionic acid or 2-acetyl-5-methylfuran was added. Therefore, it was confirmed that these compounds can suppress off-tastes derived from potassium chloride even in actual foods.


Experimental Example 5
Preparation of Base Solution

Potassium chloride (0.2 g) was added to a commercially available Japanese noodle soup base (manufactured by Yamaki Co., Ltd.) (11.1 g), and dissolved by adding hot water (88.7 g) to prepare a base solution. When the base solution is prepared without adding potassium chloride, it does not exhibit an off-taste (bitter taste, metallic taste, harsh taste, astringent taste).


Preparation of Evaluation Sample

Each compound shown in the following Table 19 was added to the base solution prepared above so as to achieve the concentration (addition concentration) shown in the following Table 19 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of two experts determined by consensus the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride in each evaluation sample, by reference to each potassium chloride aqueous solution adjusted to 0.2 wt %, 0.15 wt % or 0.1 wt %.


Evaluation Criteria

−: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.2 wt %


+: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.15 wt % and less than 0.2 wt %


++: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of not less than 0.1 wt % and less than 0.15 wt %


+++: intensity of the same level as potassium chloride aqueous solution with potassium chloride concentration of less than 0.1 wt %


The results are shown in the following Table 19.












TABLE 19







addition amount





of compound





(weight ppm)





with respect to




addition
potassium
off-taste



concentration
chloride added
suppressing


compound name
(weight ppb)
to base solution
effect


















cyclotene
25
12.5
+++


propionic acid
1000
500
++


furfural
50
25
+++


2-acetylfuran
100
50
++


3-acetyl-2,5-dimethylfuran
5
2.5
+++


2-methyltetrahydrofuran-
100
50
+


3-one





4-acetoxy-2,5-dimethyl-
100
50
+


3(2H)-furanone









As is clear from the results shown in Table 19, the intensity of off-tastes (bitter taste, metallic taste, harsh taste, astringent taste) derived from potassium chloride decreased in the base solutions to which cyclotene, propionic acid, furfural, 2-acetylfuran, 3-acetyl-2,5-dimethylfuran, 2-methyltetrahydrofuran-3-one, or 4-acetoxy-2,5-dimethyl-3(2H)-furanone was added. Therefore, it was confirmed that these compounds can suppress off-tastes derived from potassium chloride even in actual foods.


Experimental Example 6
Preparation of Evaluation Sample

Each compound shown in the following Table 20 was added to an aqueous solution prepared by dissolving leucine (0.50 parts by weight), isoleucine (0.25 parts by weight), valine (0.25 parts by weight), and granulated sugar (4 parts by weight) in ion exchange water (95 parts by weight) (hereinafter at times referred to as BCAA sweetness aqueous solution) so as to achieve the concentration (addition concentration) shown in the following Table 20 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste) derived from amino acid in each evaluation sample, by comparison with a BCAA sweetness aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as BCAA sweetness aqueous solution in which total concentration of leucine, isoleucine, and valine (weight ratio=2:1:1) exceeds 0.8 wt % and is not more than 0.9 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as BCAA sweetness aqueous solution in which total concentration of leucine, isoleucine, and valine (weight ratio=2:1:1) is not more than 0.8 wt %)


The results are shown in the following Table 20.












TABLE 20







addition amount





of compound





(weight ppm) with





respect to amino




addition
acid contained
off-taste



concentration
in BCAA sweetness
suppressing


compound name
(weight ppb)
aqueous solution
effect


















cyclotene
1
0.1
−−



10
1
−−



50
5
−−



100
10
−−


propionic acid
100
10




500
50
−−



1000
100
−−



2000
200
−−


furfural
1
0.1




10
1
−−



50
5
−−



100
10
−−


2-acetylfuran
10
1




50
5
−−



100
10
−−



200
20
−−









As is clear from the results shown in Table 20, the intensity of off-tastes (bitter taste, harsh taste) derived from amino acid (branched chain amino acid) was suppressed in the BCAA sweetness aqueous solution to which cyclotene, propionic acid, furfural, or 2-acetylfuran was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from amino acid (branched chain amino acid).


Experimental Example 7
Preparation of Evaluation Sample

Each compound shown in the following Table 21 was added 1.5 to an aqueous solution prepared by dissolving stevia (manufactured by PureCircle) (0.073 parts by weight) in ion exchange water (99.93 parts by weight) (hereinafter at times referred to as stevia aqueous solution) so as to achieve the concentration (addition concentration) shown in the following Table 21 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from stevia in each evaluation sample, by comparison with a stevia aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as stevia aqueous solution having stevia concentration exceeding 0.0584 wt % and not more than 0.0657 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as stevia aqueous solution having stevia concentration of not more than 0.0584 wt %)


The results are shown in the following Table 21.












TABLE 21







addition amount





of compound





(weight ppm)





with respect





to stevia





contained




addition
in stevia
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
  1
1.4




 10
13.7 




 100
137.0 



propionic acid
 10
13.7 




 100
137.0 




1000
1369.9  



furfural
  1
1.4




 10
13.7 




 100
137.0 



2-acetylfuran
  1
1.4




 10
13.7 




 100
137.0 



2-acetyl-5-methylfuran
 10
13.7 




 100
137.0 




1000
1369.9  



2-methyltetrahydrofuran-
 10
13.7 



3-one
 100
137.0 




1000
1369.9  










As is clear from the results shown in Table 21, the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from stevia was suppressed in the stevia aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from stevia.


Experimental Example 8
Preparation of Evaluation Sample

Each compound shown in the following Table 22 was added to an aqueous solution prepared by dissolving powdered pea protein (6 parts by weight) and granulated sugar (4 parts by weight) in ion exchange water (90 parts by weight) (hereinafter at times referred to as pea protein aqueous solution) so as to achieve the concentration (addition concentration) shown in the following Table 22 to prepare each evaluation sample. Here, the powdered pea protein manufactured by Cosucra was used.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from pea protein in each evaluation sample, by comparison with a pea protein aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as pea protein aqueous solution having powdered pea protein content exceeding 4.8 wt % and not more than 5.4 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as pea protein aqueous solution having powdered pea protein content of not more than 4.8 wt %


The results are shown in the following Table 22.












TABLE 22







addition amount





of compound





(weight ppm)





with respect





to powdered





pea protein





contained in




addition
pea protein
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
0.2




 100
1.7



propionic acid
 100
1.7




1000
16.7 



furfural
 10
0.2




 100
1.7



2-acetylfuran
 10
0.2




 100
1.7



2-acetyl-5-methylfuran
 100
1.7




1000
16.7 



2-methyltetrahydrofuran-
 100
1.7



3-one
1000
16.7 










As is clear from the results shown in Table 22, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from pea protein was suppressed in the pea protein aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from pea protein.


Experimental Example 9
Preparation of Evaluation Sample

Each compound shown in the following Table 23 was added to a 0.15 wt % catechin aqueous solution (an aqueous solution prepared by dissolving catechin (0.15 parts by weight) in ion exchange water (99.85 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 23 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, rough taste, harsh taste) derived from catechin in each evaluation sample, by comparison with a 0.15 wt % catechin aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as catechin aqueous solution having catechin concentration exceeding 0.12 wt % and not more than 0.135 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as catechin aqueous solution having catechin concentration of not more than 0.12 wt %)


The results are shown in the following Table 23.












TABLE 23







addition amount





of compound





(weight ppm)





with respect





to catechin





contained in




addition
catechin
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
6.7




 100
66.7 



propionic acid
 100
66.7 




1000
666.7 



furfural
 10
6.7




 100
66.7 



2-acetylfuran
 10
6.7




 100
66.7 



2-acetyl-5-methylfuran
 100
66.7 




1000
666.7 



2-methyltetrahydrofuran-
 100
66.7 



3-one
1000
666.7 










As is clear from the results shown in Table 23, the intensity of off-tastes (bitter taste, rough taste, harsh taste) derived from catechin was suppressed in the catechin aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from catechin.


Experimental Example 10
Preparation of Evaluation Sample

Each compound shown in the following Table 24 was added to a 0.06 wt % acesulfame potassium aqueous solution (an aqueous solution prepared by dissolving acesulfame potassium (0.06 parts by weight) in water (99.94 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 24 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste) derived from acesulfame potassium in each evaluation sample, by comparison with a 0.06 wt % acesulfame potassium aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as acesulfame potassium aqueous solution having acesulfame potassium concentration exceeding 0.048 wt % and not more than 0.054 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as acesulfame potassium aqueous solution having acesulfame potassium concentration of not more than 0.048 wt %)


The results are shown in the following Table 24.












TABLE 24







addition amount





of compound





(weight ppm)





with respect to





acesulfame





potassium





contained in





acesulfame




addition
potassium
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
16.7 




 100
166.7 



propionic acid
 100
166.7 




1000
1666.7  



furfural
 10
16.7 




 100
166.7 



2-acetylfuran
 10
16.7 




 100
166.7 



2-acetyl-5-methylfuran
 100
166.7 




1000
1666.7  



2-methyltetrahydrofuran-
 100
166.7 



3-one
1000
1666.7  










As is clear from the results shown in Table 24, the intensity of off-tastes (bitter taste) derived from acesulfame potassium was suppressed in the acesulfame potassium aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from acesulfame potassium.


Experimental Example 11
Preparation of Evaluation Sample

Each compound shown in the following Table 25 was added to a 0.007 wt % sucralose aqueous solution (an aqueous solution prepared by dissolving sucralose (0.007 parts by weight) in water (99.993 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 25 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of three experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from sucralose in each evaluation sample, by comparison with a 0.007 wt % sucralose aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as sucralose aqueous solution having sucralose concentration exceeding 0.0056 wt % and not more than 0.0063 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as sucralose aqueous solution having sucralose concentration of not more than 0.0056 wt %)


The results are shown in the following Table 25.












TABLE 25







addition amount





of compound





(weight ppm)





with respect to





sucralose





contained in




addition
sucralose
off-taste



concentration
agueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
 143




100
1429



propionic acid
100
1429



furfural
 10
 143




100
1429



2-acetylfuran
 10
 143




100
1429



2-acetyl-5-methylfuran
100
1429



2-methyltetrahydrofuran-
100
1429



3-one









As is clear from the results shown in Table 25, the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from sucralose was suppressed in the sucralose aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from sucralose.


Experimental Example 12
Preparation of Evaluation Sample

Each compound shown in the following Table 26 was added to a 0.12 wt % aspartame aqueous solution (an aqueous solution prepared by dissolving aspartame (0.12 parts by weight) in ion exchange water (99.88 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 26 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of three experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from aspartame in each evaluation sample, by comparison with a 0.12 wt % aspartame aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as aspartame aqueous solution having aspartame concentration exceeding 0.096 wt % and not more than 0.108 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as aspartame aqueous solution having aspartame concentration of not more than 0.096 wt %)


The results are shown in the following Table 26.












TABLE 26







addition amount





of compound





(weight ppm)





with respect to





aspartame





contained in




addition
aspartame
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
 8




 100
 83



propionic acid
 100
 83




1000
833



furfural
 10
 8




 100
 83



2-acetylfuran
 10
 8




 100
 83



2-acetyl-5-methylfuran
 100
 83




1000
833



2-methyltetrahydrofuran-
 100
 83



3-one
1000
833










As is clear from the results shown in Table 26, the intensity of off-tastes (bitter taste, harsh taste, metallic taste) derived from aspartame was suppressed in the aspartame aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from aspartame.


Experimental Example 13
Preparation of Evaluation Sample

Each compound shown in the following Table 27 was added to an aqueous solution prepared by dissolving powdered soy protein (4 parts by weight) in water (96 parts by weight) (hereinafter at times referred to as soy protein aqueous solution) so as to achieve the concentration (addition concentration) shown in the following Table 27 to prepare each evaluation sample. Here, the powdered soy protein manufactured by FUJI OIL CO., LTD. was used.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein in each evaluation sample, by comparison with a soy protein aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as soy protein aqueous solution having powdered soy protein content exceeding 3.2 wt % and not more than 3.6 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as soy protein aqueous solution having powdered soy protein content of not more than 3.2 wt %)


The results are shown in the following Table 27.












TABLE 27







addition amount





of compound





(weight ppm)





with respect to





powdered





soy protein





contained in




addition
soy protein
off-taste



concentration
agueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
 0.25




 100
 2.50



propionic acid
 100
 2.50




1000
25.00



furfural
 10
 0.25




 100
 2.50



2-acetylfuran
 10
 0.25




 100
 2.50



2-acetyl-5-methylfuran
 100
 2.50




1000
25.00



2-methyltetrahydrofuran-
 100
 2.50



3-one
1000
25.00










As is clear from the results shown in Table 27, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein was suppressed in the soy protein aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from soy protein.


Experimental Example 14
Preparation of Evaluation Sample

Each compound shown in the following Table 28 was added to granular soy protein (manufactured by FUJI OIL CO., LTD.) so as to achieve the concentration (addition concentration) shown in the following Table 28 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein in each evaluation sample, by comparison with granular soy protein without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control


−−−: considerably suppressed compared to negative control


The results are shown in the following Table 28.












TABLE 28







addition amount





of compound





(weight ppm)




addition
with respect to
off-taste



concentration
granular soy
suppressing


compound name
(weight ppb)
protein
effect







cyclotene
 250
0.3



propionic acid
10000
10.0 



furfural
 500
0.5



2-acetylfuran
 1000
1.0



2-acetyl-5-methylfuran
 500
0.5



2-methyltetrahydrofuran-
10000
10.0 



3-one









As is clear from the results shown in Table 28, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein was suppressed in the granular soy protein to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from soy protein.


Experimental Example 15
Preparation of Evaluation Sample

Each compound shown in the following Table 29 was added to granular pea protein (manufactured by Roquette) so as to achieve the concentration (addition concentration) shown in the following Table 29 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from pea protein in each evaluation sample, by comparison with granular pea protein without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control


−−−: considerably suppressed compared to negative control


The results are shown in the following Table 29.












TABLE 29







addition amount





of compound





(weight ppm)




addition
with respect to
off-taste



concentration
granular pea
suppressing


compound name
(weight ppb)
protein
effect







cyclotene
 250
0.3



propionic acid
10000
10.0 



furfural
 500
0.5



2-acetylfuran
 1000
1.0



2-acetyl-5-methylfuran
 500
0.5



2-methyltetrahydrofuran-
10000
10.0 



3-one









As is clear from the results shown in Table 29, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from pea protein was suppressed in the granular pea protein to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from pea protein.


Experimental Example 16
Preparation of Evaluation Sample

Each compound shown in the following Table 30 was added to granular fava bean protein (manufactured by Schouten) so as to achieve the concentration (addition concentration) shown in the following Table 30 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from fava bean protein in each evaluation sample, by comparison with granular fava bean protein without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control


−−−: considerably suppressed compared to negative control


The results are shown in the following Table 30.












TABLE 30







addition amount





of compound





(weight ppm)




addition
with respect to
off-taste



concentration
granular fava
suppressing


compound name
(weight ppb)
bean protein
effect







cyclotene
 250
0.3



propionic acid
10000
10.0 



furfural
 500
0.5



2-acetylfuran
 1000
1.0



2-acetyl-5-methylfuran
 500
0.5



2-methyltetrahydrofuran-
10000
10.0 



3-one









As is clear from the results shown in Table 30, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from fava bean protein was suppressed in the granular fava bean protein to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from fava bean protein.


Experimental Example 17
Production of Soy Protein Hamburg Steak

Of the materials shown in the following Table 31, the materials of category 1 were first mixed, and the materials of category 2 were further mixed. The obtained mixture was formed into a circular shape of about 100 g per piece, and then baked at 180° C. for 2 minutes and 30 seconds for each of the front and back sides on an iron plate to produce a soy protein hamburg steak. Here, the granular soy protein manufactured by FUJI OIL CO., LTD. was used.











TABLE 31







blended


category
materials
(wt %)

















1
granular soy protein
21



water
41.1



canola oil
7.5


2
wheat protein
1



methyl cellulose
1.0



canola oil
2.5



water
10



shortening
8



margarine
2



salt
0.3



sugar
0.2



onion powder
0.4



garlic powder
0.4



black pepper
0.3



nutmeg
0.3



Western-style seasoning
4








total (wt %)
100









Preparation of Evaluation Sample

Each compound shown in the following Table 32 was added to soy protein hamburg steak so as to achieve the concentration (addition concentration) shown in the following Table 32 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of five experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein in each evaluation sample, by comparison with soy protein hamburg steak without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control


−−−: considerably suppressed compared to negative control


The results are shown in the following Table 32.












TABLE 32







addition amount





of compound





(weight ppm)





with respect





to granular





soy protein





contained in




addition
soy protein
off-taste



concentration
hamburg
suppressing


compound name
(weight ppb)
steak
effect







cyclotene
 250
1.2



propionic acid
10000
47.6 



furfural
 500
2.4



2-acetylfuran
 1000
4.8



2-acetyl-5-methylfuran
 500
2.4



2-methyltetrahydrofuran-
10000
47.6 



3-one









As is clear from the results shown in Table 32, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from soy protein was suppressed in the soy protein hamburg steak to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from soy protein.


Experimental Example 18
Preparation of Evaluation Sample

Each compound shown in the following Table 33 was added to an aqueous solution prepared by dissolving sodium acetate (1 part by weight) and acetic acid (0.3 parts by weight) in water (98.7 parts by weight) (hereinafter at times referred to as sodium acetate aqueous solution) so as to achieve the concentration (addition concentration) shown in the following Table 33 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from sodium acetate in each evaluation sample, by comparison with a sodium acetate aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as sodium acetate aqueous solution having sodium acetate concentration exceeding 0.8 wt % and not more than 0.9 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as sodium acetate aqueous solution having sodium acetate concentration of not more than 0.8 wt %)


The results are shown in the following Table 33.












TABLE 33







addition amount





of compound





(weight ppm)





with respect to





sodium acetate




addition
contained in
off-taste



concentration
sodium acetate
suppressing


compound name
(weight ppb)
aqueous solution
effect







cyclotene
 10
 1




 100
 10



propionic acid
 100
 10




1000
100



furfural
 10
 1




 100
 10



2-acetylfuran
 10
 1




 100
 10



2-acetyl-5-methylfuran
 100
 10




1000
100



2-methyltetrahydrofuran-
 100
 10



3-one
1000
100










As is clear from the results shown in Table 33, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from sodium acetate was suppressed in the sodium acetate aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from sodium acetate.


Experimental Example 19
Preparation of Evaluation Sample

Each compound shown in the following Table 34 was added to a 1.5 wt % disodium phosphate aqueous solution (aqueous solution prepared by dissolving disodium phosphate (1.5 parts by weight) in water (98.5 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 34 to prepare each evaluation sample.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from disodium phosphate in each evaluation sample, by comparison with a 1.5 wt % disodium phosphate aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as disodium phosphate aqueous solution having disodium phosphate concentration exceeding 1.2 wt % and not more than 1.35 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as disodium phosphate aqueous solution having disodium phosphate concentration of not more than 1.2 wt %)


The results are shown in the following Table 34.












TABLE 34







addition amount





of compound





(weight ppm)





with respect to





disodium





phosphate





contained in





disodium




addition
phosphate
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
0.7




 100
6.7



propionic acid
 100
6.7




1000
66.7 



furfural
 10
0.7




 100
6.7



2-acetylfuran
 10
0.7




 100
6.7



2-acetyl-5-methylfuran
 100
6.7




1000
66.7 



2-methyltetrahydrofuran-
 100
6.7



3-one
1000
66.7 










As is clear from the results shown in Table 34, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from disodium phosphate was suppressed in the disodium phosphate aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from disodium phosphate.


Experimental Example 20
Preparation of Evaluation Sample

Each compound shown in the following Table 35 was added to a 1 wt % methyl cellulose aqueous solution (aqueous solution prepared by dissolving methyl cellulose (1 part by weight) in water (99 parts by weight)) so as to achieve the concentration (addition concentration) shown in the following Table 35 to prepare each evaluation sample. Here, the methyl cellulose manufactured by Unitec Foods Co., Ltd. was used.


Evaluation of Off-Taste Suppressing Effect

Based on the following evaluation criteria, a panel of four experts determined by consensus the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from methyl cellulose in each evaluation sample, by comparison with a 1 wt % methyl cellulose aqueous solution without addition of any compound (negative control).


Evaluation Criteria

±: no change from negative control


−: slightly suppressed compared to negative control


−−: suppressed compared to negative control (same level of intensity as methyl cellulose aqueous solution having methyl cellulose concentration exceeding 0.8 wt % and not more than 0.9 wt %)


−−−: considerably suppressed compared to negative control (same level of intensity as methyl cellulose aqueous solution having methyl cellulose concentration of not more than 0.8 wt %)


The results are shown in the following Table 35.












TABLE 35







addition amount





of compound





(weight ppm)





relative to





methyl





cellulose





contained in





methyl




addition
cellulose
off-taste



concentration
aqueous
suppressing


compound name
(weight ppb)
solution
effect







cyclotene
 10
 1




 100
 10



propionic acid
 100
 10




1000
100



furfural
 10
 1




 100
 10



2-acetylfuran
 10
 1




 100
 10



2-acetyl-5-methylfuran
 100
 10




1000
100



2-methyltetrahydrofuran-
 100
 10



3-one
1000
100










As is clear from the results shown in Table 35, the intensity of off-tastes (bitter taste, harsh taste, astringent taste) derived from methyl cellulose was suppressed in the methyl cellulose aqueous solution to which cyclotene, propionic acid, furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, or 2-methyltetrahydrofuran-3-one was added. Therefore, it was confirmed that these compounds have an effect of suppressing off-tastes derived from methyl cellulose.


INDUSTRIAL APPLICABILITY

According to the present invention, an agent for suppressing an off-taste of an oral product containing an off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto can be provided.


In addition, the present invention can also provide a method for suppressing an off-taste of an oral product containing an off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto, and a method for producing an oral product containing an off-taste substance (e.g., potassium chloride, amino acid or a salt thereof, high-intensity sweetener, vegetable protein, flavonoid compound, pH-adjusting or bacteriostatic agent, thickening polysaccharide, etc.) added thereto in which the off-taste is suppressed.


Where a numerical limit or range is stated herein, the endpoints are included. Also, all values and subranges within a numerical limit or range are specifically included as if explicitly written out.


As used herein the words “a” and “an” and the like carry the meaning of “one or more.”


Obviously, numerous modifications and variations of the present invention are possible in light of the above teachings. It is therefore to be understood that, within the scope of the appended claims, the invention may be practiced otherwise than as specifically described herein.


All patents and other references mentioned above are incorporated in full herein by this reference, the same as if set forth at length.

Claims
  • 1. An agent for suppressing an off-taste of an oral product to which an off-taste substance is added, which agent comprises at least one compound selected from the group consisting of: (A) a compound represented by formula (I):
  • 2. The agent according to claim 1, wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3 (2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.
  • 3. A method for suppressing an off-taste of an oral product comprising an off-taste substance added thereto, comprising adding at least one compound selected from the group consisting of: (A) a compound represented by formula (I):
  • 4. The suppression method according to claim 3, wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.
  • 5. The suppression method according to claim 3, wherein the off-taste substance comprises at least one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide.
  • 6. The suppression method according to claim 3, wherein the off-taste suppressing compound is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance added to the oral product.
  • 7. A method for producing an oral product, comprising adding: (I) At least one compound selected from the group consisting of:(A) a compound represented by formula (I):
  • 8. The production method according to claim 7, wherein the off-taste suppressing compound is at least one compound selected from the group consisting of furfural, 2-acetylfuran, 2-acetyl-5-methylfuran, 3-acetyl-2,5-dimethylfuran, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 2-methyltetrahydrofuran-3-one, 4-hydroxy-5-methyl-3 (2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 4-acetoxy-2,5-dimethyl-3(2H)-furanone, cyclotene, propionic acid, and butyric acid.
  • 9. The production method according to claim 7, wherein the off-taste substance comprises at least one selected from the group consisting of an inorganic salt, an amino acid or a salt thereof, a high-intensity sweetener, a vegetable protein, a flavonoid compound, a pH-adjusting or bacteriostatic agent, and a thickening polysaccharide.
  • 10. The production method according to claim 7, wherein the off-taste suppressing compound is added to the oral product in an amount of 0.005 to 8000 weight ppm with respect to the amount of the off-taste substance to be added to the oral product.
  • 11. The production method according to claim 7, wherein the oral product is an oral product with a suppressed off-taste.
Priority Claims (1)
Number Date Country Kind
2019-208858 Nov 2019 JP national
CROSS REFERENCES TO RELATED APPLICATIONS

This application is a continuation of International Patent Application No. PCT/JP2020/042890, filed on Nov. 18, 2020, and claims priority to Japanese Patent Application No. 2019-208858, filed on Nov. 19, 2019, both of which are incorporated herein by reference in their entireties.

Continuations (1)
Number Date Country
Parent PCT/JP2020/042890 Nov 2020 US
Child 17743873 US