Synthesis of Fish Antifreeze Neoglycopeptides Using Microwave-Assisted "Click Chemistry"

被引：66
|
作者：
Miller, Nicole [1 ]
Williams, Geoffrey M. [1 ]
Brimble, Margaret A. [1 ]
机构：
[1] Univ Auckland, Dept Chem, Auckland, New Zealand
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 11期
关键词：
SELECTIVE GLYCOSYLATION; CYCLOADDITION; GLYCOPROTEINS; PROTEINS; ANALOGS;
D O I：
10.1021/ol9005536
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Microwave-enhanced click glycoconjugation of a propargylated alpha-GaINAc sugar moiety with an azido-functionalized amino acid or multiazido-functionalized peptides using a catalytic quantity of Cu(I) enabled a high-yielding and rapid synthesis of a "Tn-antigen mimic" and click analogues of antifreeze glycopeptides, thus demonstrating a valuable synthetic platform for the synthesis of biologically relevant neoglycopeptides.
引用
收藏
页码：2409 / 2412
页数：4
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