Towards oligosaccharide libraries: A study of the random galactosylation of unprotected N-acetylglucosamine

被引：53

作者：

Ding, YL ^{[1
]}

Labbe, J ^{[1
]}

Kanie, O ^{[1
]}

Hindsgaul, O ^{[1
]}

机构：

[1] UNIV ALBERTA,DEPT CHEM,EDMONTON,AB T6G 2G2,CANADA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1996年 / 4卷 / 05期

关键词：

D O I：

10.1016/0968-0896(96)00064-8

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A single reaction of an unprotected beta-D-GlcNAc glycoside with tetra-O-acetyl-alpha-D-galactopyranosyl trichloroacetimidate in dioxane, catalyzed by BF3-etherate, was shown to yield all six possible Gal-GlcNAc disaccharides. This result is surprising not only because significant amounts of alpha-linked disaccharides were formed, despite the presence of a participating group at O-2 of the glycosyl donor, but also because glycosylation of the primary OH-6 is not the dominant reaction. These results suggest 'random-glycosylation' to be a valid strategy for the rapid production of oligosaccharide libraries. Copyright (C) 1996 Elsevier Science Ltd.

引用

页码：683 / 692

页数：10

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