'O-Acyl isopeptide method' for the efficient synthesis of difficult sequence-containing peptides:: use of 'O-acyl isodipeptide unit'

被引：56

作者：

Sohma, Y ^{[1
]}

Taniguchi, A ^{[1
]}

Skwarczynski, M ^{[1
]}

Yoshiya, T ^{[1
]}

Fukao, F ^{[1
]}

Kimura, T ^{[1
]}

Hayashi, Y ^{[1
]}

Kiso, Y ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Dept Med Chem, Ctr Frontier Res Med Sci, 21st Century COE Program,Yamashina Ku, Kyoto 6078412, Japan

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 18期

基金：

日本学术振兴会;

关键词：

O-acyl isodipeptide unit; O-acyl isopeptide method; difficult sequence; O-N intramolecular acyl migration;

D O I：

10.1016/j.tetlet.2006.03.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel 'O-acyl isodipeptide unit', Boc-Thr(Fmoe-Val)-OH 5 has been successfully used for the efficient synthesis of a difficult sequence-containing pentapeptide based on the 'O-acyl isopeptide method', in which racemization-inducible esterification could be omitted, suggesting that the use Of O-acyl isodipeptide units allows the application of this method to fully automated protocols for the synthesis of long peptides or proteins. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3013 / 3017

页数：5

共 19 条

[1] The formation and stabillity of spiro-compounds. Part I. Spiro-compounds from cyclo-hexane. [J].