Chemoselective acylation of hydrazinopeptides: a novel and mild method for the derivatization of peptides with sensitive fatty acids

被引：20

作者：

Bonnet, D

Rommens, C

Gras-Masse, H

Melnyk, O

机构：

[1] Inst Pasteur Lille, F-59021 Lille, France

[2] Inst Biol Lille, F-59021 Lille, France

[3] Univ Lille 2, F-59021 Lille, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 01期

关键词：

lipopeptide; alpha-hydrazinoacetyl; acylation; fatty acids; hydrazinopeptide;

D O I：

10.1016/S0040-4039(99)02024-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-terminal alpha-hydrazinoacetylpeptides were synthesized and chemoselectively acylated on the hydrazine moiety with various fatty acid succinimidyl esters or N-(cholesterylcarbonyloxy) succinimide. The acylation was performed in water/2-methyl-propane-2-ol mixtures buffered at pH 5.1. The mild reaction conditions allow the derivatization of peptides by sensitive fatty acids. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：45 / 48

页数：4

共 14 条

[1]

AMOUR A, 1994, INT J PEPT PROT RES, V43, P297

[2] Synthesis of hydrazinopeptides using solid-phase N-electrophilic amination:: extension to the Fmoc/tert-butyl strategy and chemistry of the N-N bond in strong acid media [J].