New design concepts for constraining glycosylated amino acids

被引：14

作者：

Lane, JW ^{[1
]}

Halcomb, RL ^{[1
]}

机构：

[1] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 30期

基金：

美国国家科学基金会;

关键词：

glycoproteins; constrained glycopeptides; spiroketalization;

D O I：

10.1016/S0040-4020(01)00545-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In an effort to probe the mechanism by which glycosyltransferases recognize glycoproteins and assemble the core structures of O-linked oligosaccharides, two constrained glycopeptides based on the alpha -N-acetylgalactosaminyl serine substructure were chosen for synthesis. These compounds representing one of the two possible gauche conformations of the D-serine and L-serine configurations of the parent substructure were successfully prepared in reasonable overall yield through a convergent strategy. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6531 / 6538

页数：8

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