A class of novel nitronyl nitroxide labeling basic and acidic amino acids: Synthesis, application for preparing ESR optionally labeling peptides, and bioactivity investigations

被引：12

作者：

Zhang, Jianwei ^{[1
]}

Zhao, Ming ^{[1
]}

Cui, Guohui ^{[1
]}

Peng, Shiqi ^{[1
]}

机构：

[1] Capital Med Univ, Coll Pharmaceut Sci, Beijing 100069, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 07期

基金：

中国国家自然科学基金;

关键词：

nitronyl nitroxide; label; basic and acidic amino acids; incorporating; peptide;

D O I：

10.1016/j.bmc.2008.01.022

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Aimed at optional ESR label 2-(4'-hydroxyl) phenyl-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl was introduced into the guanido of L-Arg-OH, the omega-amino group of L-Lys-OH with methylcarboxyl as a linker, and into the beta-carboxyl of L-Asp-OH and the gamma-carboxyl of L-Glu-OH with ethylamino as a linker. It was explored that the synthetic 30 novel ESR labeling amino acid derivatives were stable enough to the reaction conditions of peptide synthesis. Their incorporation led to 12 novel ESR optionally labeling PAK, RGDS, RGDV, and ECG. A series of NO related chemical tests, the in vitro and in vivo assays of these peptides confirmed that this strategy was practical. (C) 2008 Published by Elsevier Ltd.

引用

页码：4019 / 4028

页数：10