Claims
- 1. A labeled nucleic acid probe comprising a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, or a label substance of the following formula (II): wherein A2 and A3 are the same or different and each is an aromatic group, R2 and R3 are the same or different and each is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, bonded to a nucleic acid probe via a crossing-linking group.
- 2. The labeled nucleic acid probe of claim 1, wherein the label substance has the formula (III): wherein n is an integer of 1-6.
- 3. The labeled nucleic acid probe of claim 1, wherein the cross-linking group is a sulfonyl group or a carbonyl group.
- 4. The labeled nucleic acid probe of claim 1, wherein the label substance is bonded to the nucleic acid probe via a conjugating group.
- 5. The labeled nucleic acid probe of claim 4, wherein the conjugating group is a divalent aliphatic hydrocarbon having 5 to 25 carbon atoms and optionally having 7 or less amide bonds between carbons.
- 6. The labeled nucleic acid probe of claim 5, wherein the conjugating group has the formula (IV):—CH═CH&Parenopenst;CO—NH&Parenclosest;b&Parenopenst;CH2&Parenclosest;a&Parenopenst;CO—NH&Parenclosest;b&Parenopenst;CH2&Parenclosest;a&Parenopenst;CO—NH&Parenclosest;b (IV) wherein a is an integer of 0-6 and b is 0 or 1.
- 7. The labeled nucleic acid probe of claim 4, wherein the conjugating group comprises an affinity-bound biotin and an avidin.
- 8. The labeled nucleic acid probe of claim 7, wherein the biotin is amide-bound with a divalent aliphatic hydrocarbon having 5 to 25 carbon atoms and optionally having 7 or less amide bonds between carbons.
- 9. The labeled nucleic acid probe of claim 8, wherein the aliphatic hydrocarbon is —CH═CH—CO—NH—CH2—CH2—NH—(CO—CH2—CH2—CH2—CH2—CH2—NH)2— which is bonded to a probe.
- 10. A fluorescent complex comprising the labeled nucleic acid probe of claim 1 and a heavy metal ion.
- 11. The fluorescent complex of claim 10, wherein the heavy metal ion is a lanthanoide metal ion or radium ion.
- 12. The fluorescent complex of claim 11, wherein the lanthanoide metal ion is a member selected from the group consisting of ions of europium, samarium, terbium, dysprosium and a mixture thereof.
- 13. A reagent for analyzing a nucleic acid, comprising the labeled nucleic acid probe of claim 1.
- 14. The reagent for analyzing claim 13, comprising a heavy metal ion.
- 15. The reagent for analyzing of claim 14, wherein the heavy metal ion is a lanthanoide metal ion or radium ion.
- 16. A labeled nucleotide comprising a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, which is bonded to a nucleotide via a cross-linking group.
- 17. The labeled nucleotide of claim 16, wherein the nucleotide is dUTP.
- 18. The labeled nucleotide of claim 16, wherein the cross-linking group is a sulfonyl group or carbonyl group.
- 19. The labeled nucleotide of claim 16, wherein the label substance is bonded to a nucleotide via a conjugating group.
- 20. The labeled nucleotide of claim 19, wherein the conjugating group is a divalent aliphatic hydrocarbon having 5 to 25 carbon atoms and optionally having 7 or less amide bonds between carbons.
- 21. The labeled nucleotide of claim 20, wherein the conjugating group has the formula (IV):—CH═CH&Parenopenst;CO—NH&Parenclosest;b&Parenopenst;CH2&Parenclosest;a&Parenopenst;CO—NH&Parenclosest;b&Parenopenst;CH2&Parenclosest;a&Parenopenst;CO—NH&Parenclosest;b (IV) wherein a is an integer of 0-6 and b is 0 or 1.
- 22. The labeled nucleotide of claim 19, wherein the conjugating group comprises an affinity-bound biotin and avidin.
- 23. The labeled nucleotide of claim 22, wherein the biotin is amide-bound with a divalent aliphatic hydrocarbon having 5 to 25 carbon atoms and optionally having 7 or less amide bonds between carbons.
- 24. The labeled nucleotide of claim 22, wherein the aliphatic hydrocarbon is —CH═CH—CO—NH—CH2—CH2—NH—(CO—CH2—CH2—CH2—CH2—CH2—NH)2— which is bonded to a probe.
- 25. A fluorescent complex comprising the labeled nucleotide of claim 16 and a heavy metal ion.
- 26. The fluorescent complex of claim 25, wherein the heavy metal ion is a lanthanoide metal ion or radium ion.
- 27. The fluorescent complex of claim 26, wherein the lanthanoide metal ion is a member selected from the group consisting of ions of europium, samarium, terbium, dysprosium and a mixture thereof.
- 28. A method for producing a labeled nucleic acid probe comprising reacting the labeled nucleotide of claim 16, dNTPs and a single strand DNA in the presence of a primer and a DNA polymerase.
- 29. A labeled nucleic acid probe obtained by the production method of claim 28.
- 30. A method for producing a labeled nucleic acid probe comprising reacting the labeled nucleotide of claim 16, dNTPs and a double stranded DNA in the presence of 5′-exonuclease, DNase and a DNA polymerase.
- 31. A reagent for analyzing nucleic acid comprising a label substance of the formula (I): wherein A1 is an aromatic group, R1 is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, or a label substance of the following formula (III): wherein A2 and A3 are the same or different and each is an aromatic group, R2 and R3 are the same or different and each is a hydrogen or —COCH2COCnF2n+1 and n is an integer of 1-6, to which avidin is covalently bonded via a cross-linking group, and a nucleotide to which biotin is bonded via a linkage group.
- 32. The reagent for analysis of nucleic acid of claim 31, comprising a dNTP primer, a DNA polymerase and a heavy metal.
- 33. The reagent for analysis of nucleic acid of claim 31, comprising dNTPs, 5′-exonuclease, DNase, a DNA polymerase and a heavy metal.
- 34. The reagent for analysis of nucleic acid of claim 31, wherein the cross-linking group is a sulfonyl group or carbonyl group.
- 35. The reagent for analysis of nucleic acid of claim 31, wherein the nucleotide is dUTP.
Priority Claims (2)
Number |
Date |
Country |
Kind |
10-119768 |
Apr 1998 |
JP |
|
10-184852 |
Jun 1998 |
JP |
|
CROSS REFERENCE TO RELATED APPLICATIONS
This patent application is a divisional of U.S. patent application Ser. No. 09/301,406, filed Apr. 28, 1999, now U.S. Pat No. 6,339,172.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
5859297 |
Matsumoto et al. |
Jan 1999 |
A |