Design and synthesis of conformationally constrained glycosylated amino acids

被引:35
作者
Koviach, JL [1 ]
Chappell, MD [1 ]
Halcomb, RL [1 ]
机构
[1] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA
关键词
D O I
10.1021/jo001512z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
To probe the conformational requirements of O-linked glycoproteins for binding to various enzymes and receptors, two conformationally constrained glycosylated amino acids, 2 and 3, were designed. The analogues were found to represent two potential low energy conformations of the parent conjugate, 1, by molecular modeling. A convergent synthesis of both 2 and 3 from D-galactose and L-methionine is presented.
引用
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页码:2318 / 2326
页数:9
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