Development of efficient methods for accomplishing cysteine-free peptide and glycopeptide coupling

被引：65

作者：

Chen, Gong ^{[1
]}

Wan, Qian ^{[1
]}

Tan, Zhongping ^{[1
]}

Kan, Cindy ^{[1
]}

Hua, Zihao ^{[1
]}

Ranganathan, Krishnakumar ^{[1
]}

Danishefsky, Samuel J. ^{[1
]}

机构：

[1] Mem Sloan Kettering Canc Ctr, Bioorgan Chem Lab, New York, NY 10021 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 39期

关键词：

coupling reactions; glycopeptides; glycoproteins; peptides; synthetic methods;

D O I：

10.1002/anie.200702865

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP = tris (2-carboxyethyl)phosphine. (Chemical Equation Presented) © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7383 / 7387

页数：5

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