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
收藏
页码：6531 / 6538
页数：8
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