Patent · US Expired

Transglycosylation reactions employing .beta.-galactosidase

US5876981A · kind A · utility

0Cited by
2References
14Claims
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Assignee

Inventors

Key dates

Filing dateOct 17, 1996
Grant dateMar 2, 1999
Priority date
Expiry dateOct 17, 2016

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC12P19/14
  • WIPO fieldBiotechnology
  • WIPO sectorChemistry

Abstract

.beta.-Galactosides are synthesized using a transglycosylation reaction catalyzed by .beta.-galactosidase. The reaction employs a carbohydrate donor having a glycosidic leaving group attached to its anomeric carbon and an oxo group attached to the C-6 carbon. Strong leaving groups are preferred over weak leaving groups. The method can be carried out in aqueous solution without organic solvents to give the transglycosylation product in high yields and high regioselectivity. The synthesis of lactosamine using this methodology with galactose oxidase (GO) and .beta.-galactosidase has been accomplished. (FIG. 3). The methodology affords simple reaction conditions and minimal purification steps. In addition, the intermediate substrates maintain high stability, the process affords high yields and the enzymes and reagents employed are commercially available with high stability and low costs.

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