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A `Glycosynthase'-assisted synthesis of some epoxyalkyl beta-C-oligosaccharides

TitleA `Glycosynthase'-assisted synthesis of some epoxyalkyl beta-C-oligosaccharides
Publication TypeJournal Article
Year of Publication2000
AuthorsFairweather, JK, Stick, RV, Withers, SG
JournalAUSTRALIAN JOURNAL OF CHEMISTRY
Volume53
Pagination913-916
ISSN0004-9425
Abstract

A series of alkenyl beta -D-C-glucopyranosides has been glycosylated with alpha -D-glucopyranosyl fluoride in a `Glycosynthase' reaction to yield a range of alkenyl beta -C-cellobiosides and -triosides and in one case a beta -C-cellotetraoside. Conversion of some of the alkenyl beta -D-C-oligosaccharide products into their corresponding epoxides and subsequent deprotection under standard conditions have afforded a panel of epoxyalkyl beta -C-oligosaccharides for evaluation as inhibitors of retaining beta -glycan hydrolases.

DOI10.1071/CH00125