Claims
- 1. A process for the preparation of a compound of the formula ##STR13## wherein the configuration of the substituent --OR on the anomeric carbon atom is alpha; n is an integer from 0 to 2; and R is a substituted aromatic group selected from the group consisting of ##STR14## wherein R.sub.1 , R.sub.2 , R.sub.3 , R.sub.4 , R.sub.5 and R.sub.6 are independently hydrogen, halogen, NO.sub.2, SO.sub.3 H, COH, ##STR15## wherein R.sub.7 is loweralkyl which comprises (a) contacting a compound of the formula ##STR16## wherein the configuration of the substituent --OR on the anomeric carbon atom is alpha and R has the significance as above with a glucosyl donor in the presence of a cycloglucanotransferase to provide a mixture comprising compounds of the formula ##STR17## wherein the configuration of the substituent --OR on the anomeric carbon is alpha; R is as above; and n is 0 to 7; (b) contacting the mixture obtained in (a), without isolation, with an amylase to provide a second mixture comprising compounds of the formula ##STR18## wherein the configuration of the substituent --OR in the anomeric carbon atom is alpha; R is as above and n is 0 to 2; and (c) separating the second mixture.
- 2. The process as defined in claim 1 wherein n is 1.
- 3. The process as defined in claim 1 wherein R is a group of the formula ##STR19## wherein R.sub.1 is hydrogen or halogen.
- 4. The process as defined in claim 3 wherein halogen is chloro.
- 5. The process as defined in claim 1 wherein the cycloglucanotransferase in bacillus alkalophilic cycloglucanotransferase.
- 6. The process as defined in claim 1 wherein the cycloglucanotransferase is Klebsiella pneumoniae cycloglucanotransferase.
- 7. The process as defined in claim 1 wherein the amylase is an alpha-amylase.
- 8. The process as defined in claim 7 wherein the origin of the alpha-amylase is bacterial.
- 9. The process as defined in claim 7 wherein the origin of the alpha-amylase is fungal.
- 10. The process as defined in claim 7 wherein the origin of the alpha-amylase is mammalian.
- 11. The process as defined in claim 8 wherein the bacterial amylase is Bacillus subtilus alpha-amylase.
- 12. The process as defined in claim 9 wherein the fungal amylase is Aspergilus osyzae alpha-amylase.
- 13. The process as defined in claim 1 wherein the amylase is beta-amylase.
- 14. The process as defined in claim 13 wherein the beta-amylase is of plant origin.
- 15. The process as defined in claim 14 wherein plant amylase is sweet potato beta-amylase.
- 16. The process as defined in claim 14 wherein the plant amylase is malt beta-amylase.
- 17. The process as defined in claim 1 wherein the glucosyl donor is a cyclodextrin.
- 18. The process as defined in claim 17 wherein the cyclodextrin is beta-cyclodextrin.
- 19. The process as defined in claim 1 wherein the mixture obtained in step (a) is isolated and then treated as in step (b).
- 20. A process for the preparation of a compound of the formula ##STR20## wherein the configuration of the substituent --OR on the anomeric carbon atom is alpha; n is an integer from 0 to 2; and R is a substituted aromatic group selected form the group consisting of ##STR21## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are independently hydrogen, halogen, NO.sub.2 , SO.sub.3 H, ##STR22## wherein R.sub.7 is loweralkyl which comprises (a) contacting a mixture comprising compounds of the formula ##STR23## wherein the configuration of the substituent --OR on the anomeric carbon is alpha; R is as above; and n is an integer from 0 to 7 with an amylase to provide a second mixture comprising compounds of the formula ##STR24## wherein the configuration of the substituent --OR on the anomeric carbon atom is alpha; R is as above and n is an integer from 0 to 2; and (b) separating the second mixture.
- 21. The process as defined in claim 19 wherein n is 1.
- 22. The process as defined in claim 19 wherein R is a group of the formula ##STR25## wherein R.sub.1 is hydrogen or halogen.
- 23. The process as defined in claim 22 wherein halogen is chloro.
- 24. The process as defined in claim 19 wherein the amylase is an alpha amylase.
- 25. The process as defined in claim 24 wherein the origin of the alpha-amylase is bacterial.
- 26. The process as defined in claim 24 wherein the origin of the alpha-amylase is fungal.
- 27. The process as defined in claim 24 wherein the origin of the alpha-amylase is mammalian.
- 28. The process as defined in claim 25 wherein the bacterial amylase is Bacillus substilus alpha-amylase.
- 29. The process as defined in claim 25 wherein the fungal amylase is Aspergillus oryzae alpha-amylase.
- 30. The process as defined in claim 19 wherein the amylase is a beta-amylase.
- 31. The process as defined in claim 30 wherein the beta-amylase is of plant origin.
- 32. The process as defined in claim 31 wherein the plant amylase is sweet potato beta-amylase.
- 33. The process as defined in claim 31 wherein the plant amylase is malt beta-amylase.
Parent Case Info
This is a division of application Ser. No. 07/565,092 filed Aug. 10, 1990, now U.S. Pat. No. 5,158,872 which is a division of application Ser. No. 91,861 filed Sep. 4, 1987, now U.S. Pat. No. 4,963,479 which is a continuation-in-part of application Ser. No. 916,262 filed Oct. 7, 1986 now abandoned.
US Referenced Citations (21)
Non-Patent Literature Citations (2)
Entry |
E. S. Winn-Deen, et al., Clinical Chemistry, vol. 346, No. 10, published 1988, pp. 2005-2008, entitled "Development of a Direct Assay for alpha -Amylase". |
K. Wallenfels, et al., Carbohydrate Research, vol. 61, pp. 359-368, published 1978, entitled "The Enzymic Synthesis, by Transglucosylation of a Homologous Series of Glycosidically Substituted Maltooligosaccharides, and Their Use as Amylase Substrates". |
Divisions (2)
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Number |
Date |
Country |
Parent |
565092 |
Aug 1990 |
|
Parent |
91861 |
Sep 1987 |
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Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
916262 |
Oct 1986 |
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