Second-generation sugar-assisted ligation: A method for the synthesis of cysteine-containing glycopeptides

被引：58

作者：

Ficht, Simon

Payne, Richard J.

Brik, Ashraf

Wong, Chi-Huey

机构：

[1] Scripps Res Inst, La Jolla, CA 92037 USA

[2] Acad Sinica, Taipei 115, Taiwan

[3] Ben Gurion Univ Negev, Dept Chem, Beer Sheva, Israel

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 31期

关键词：

acyl transfer; auxiliaries; carbohydrates; glycopeptides; ligation;

D O I：

10.1002/anie.200700546

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Sweet ligations: A second-generation sugar-assisted ligation is described that incorporates a sugar moiety with an ester-linked thiol auxiliary. Efficient auxiliary removal leads to native glycopeptides without the use of protecting groups. Extended glycopeptides also facilitate efficient ligation reactions by this method, therefore making it possible to scan a target sequence until a synthetically viable ligation junction is found. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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收藏

页码：5975 / 5979

页数：5

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