Pyroacm Resin: An Acetamidomethyl Derived Resin for Solid Phase Synthesis of Peptides through Side Chain Anchoring of C-Terminal Cysteine Residues

被引：6

作者：

Juvekar, Vinayak ^{[1
]}

Gong, Young Dae ^{[1
]}

机构：

[1] Dongguk Univ, Res Ctr, Innovat Drug Lib, Seoul 100715, South Korea

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 04期

基金：

新加坡国家研究基金会;

关键词：

DISULFIDE BOND FORMATION; THIOL PROTECTING GROUP; PARALLEL SYNTHESIS; CHEMICAL-SYNTHESIS; A-FACTOR; POLYPEPTIDES; STRATEGY; OXIDATION; LIGATION; PROTEINS;

D O I：

10.1021/acs.orglett.6b00115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The design, synthesis and utilization of an efficient acetamidomethyl derived resin for the peptide synthesis is presented using established Fmoc and Boc protocols via side chain anchoring. Cleavage of the target peptide from the resin is performed using carboxymethylsulfenyl chloride under mild conditions which gave in situ thiol-sulfenyl protection of the cysteine residues. The utility of the resin is successfully demonstrated through applications to the syntheses of model peptides and natural products Riparin 1.1 and Riparin 1.2.

引用

页码：836 / 839

页数：4

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