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
Categorie Soggetti
Chemistry Inorganic & Nuclear
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.