Salicylaldehyde Ester-Induced Chemoselective Peptide Ligations: Enabling Generation of Natural Peptidic Linkages at the Serine/Threonine Sites

被引：157

作者：

Li, Xuechen ^{[1
]}

Lam, Hiu Yung ^{[1
]}

Zhang, Yinfeng ^{[1
]}

Chan, Chun Kei ^{[1
]}

机构：

[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 08期

关键词：

NATIVE CHEMICAL LIGATION; CYSTEINE; PROTEINS; STRATEGY; SERINE; BOND;

D O I：

10.1021/ol1003109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A serine/threonine-based chemoselective ligation method is described. It uses an O-salicylaldehyde ester at the C-terminus, reacting with N-terminal serine or threonine to realize peptide ligations. The utility of the O-salicylaldehyde ester enables the rapid coupling reaction and the production of an N,O-benzylidene acetal intermediate, which is readily converted into natural peptidic linkages (Xaa-Ser/Thr) at the ligation site.

引用

页码：1724 / 1727

页数：4

共 35 条

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