ω-芋螺毒素GVIA和MVIIA的二硫键桥连片段的合成。在芴甲氧羰基（Fmoc）合成中使用Npys作为半胱氨酸的保护/活化基团。

Synthesis of disulfide-bridged fragments of omega-conotoxins GVIA and MVIIA. Use of Npys as a protecting/activating group for cysteine in Fmoc syntheses.

作者信息

Simmonds R G, Tupper D E, Harris J R

机构信息

Lilly Research Centre Ltd., Eli Lilly & Co., Windlesham, Surrey, UK.

出版信息

Int J Pept Protein Res. 1994 Apr;43(4):363-6.

PMID:8045682

Abstract

The 3-nitro-2-pyridinesulphenyl (Npys) moiety is finding increasing utility as a protecting-activating group for cysteine, particularly in the synthesis of cyclic and unsymmetrical disulfides using the Boc strategy. This chemistry has been extended to peptides assembled by the Fmoc strategy. N-Terminal Cys(Npys) is introduced via Boc-Cys(Npys)-OPfp. Non-N-terminal Cys(Npys) is incorporated by reacting a resin-bound, fully protected Cys(Acm) peptide with NpysCl. This approach has been applied to the synthesis of four disulfide-bridged fragments of omega-conotoxins GVIA and MVIIA.

摘要

3-硝基-2-吡啶基硫代（Npys）部分作为半胱氨酸的保护-活化基团正得到越来越广泛的应用，特别是在使用Boc策略合成环状和不对称二硫键时。这种化学方法已扩展到通过Fmoc策略组装的肽。通过Boc-Cys（Npys）-OPfp引入N端Cys（Npys）。非N端Cys（Npys）通过使树脂结合的、完全保护的Cys（Acm）肽与NpysCl反应来引入。该方法已应用于合成ω-芋螺毒素GVIA和MVIIA的四个二硫键桥连片段。