A FACILE ENZYMATIC-SYNTHESIS OF CELLOOLIGOSACCHARIDE DERIVATIVES USING BETA-LACTOSYL FLUORIDE

Citation
S. Shoda et al., A FACILE ENZYMATIC-SYNTHESIS OF CELLOOLIGOSACCHARIDE DERIVATIVES USING BETA-LACTOSYL FLUORIDE, Carbohydrate research, 249(1), 1993, pp. 127-137
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00086215
Volume
249
Issue
1
Year of publication
1993
Pages
127 - 137
Database
ISI
SICI code
0008-6215(1993)249:1<127:AFEOCD>2.0.ZU;2-I
Abstract
A convenient method for the preparation of cellooligosaccharide deriva tives has been developed that uses beta-lactosyl fluoride as the glyco syl donor, The reaction consists of the following enzymatic processes; (1) a cellulase-catalyzed regio- and stereo-selective lactosylation o f a beta-cellobioside as the glycosyl acceptor, utilizing the transgly cosylating ability of an enzyme-substrate complex formed from beta-lac tosyl fluoride and cellulase; (2) beta-D-galactosidase-catalyzed regio selective cleavage of the terminal D-galactose unit from the lactosyla ted product, giving rise to a beta-cellotrioside derivative. A cellote traoside derivative has successfully been prepared in a stereo- and re gio-selective manner by repeating these enzymatic reactions and using the resulting beta-cellotrioside as starting material.