EDTA bis-(methyl tyrosinate): A chelating peptoid peroxynitrite scavenger

被引：9

作者：

Fisher, AEO ^{[1
]}

Naughton, DP ^{[1
]}

机构：

[1] Univ Brighton, Sch Pharm & Biomed Sci, Brighton BN2 4GJ, E Sussex, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 10期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0960-894X(03)00250-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Conjugation of ethylenediaminetetra-acetic acid (EDTA) to methyl tyrosinate generates a chelating peptoid EDTA bis-(methyl tyrosinate), (EBMT). Peroxynitrite-mediated nitration was studied for the free peptoid and its ferric and cupric complexes. The nitration products were monitored by electronic absorption spectroscopy at lambda(max) of 420 nm (mono-nitrated) and 440 mn. (di-nitrated). Peak deconvolution was effected by pH manipulation as the mono-nitrated analogue of tyrosine exhibited a bathochromic shift from 365nm (below its pK(a) of 6.8) to 420nm. Rates of nitration were: free peptoid <Cu(II) complex <<Fe(III) complex. These results demonstrate the potential of EBMT to act as a radical scavenging chelating peptoid antioxidant. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1733 / 1735

页数：3

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