Synthesis and characterization of a perchlorotriphenylmethyl (trityl) triester radical: A potential sensor for superoxide and oxygen in biological systems

被引：21
作者：
Dang, Vinh
Wang, Jinhua
Feng, Song
Buron, Christophe
Villamena, Frederick A.
Wang, Peng George
Kuppusamy, Periannan [1 ]
机构：
[1] Ohio State Univ, Davis Heart & Lung Res Inst, Ctr Biomed EPR Spect & Imaging, Columbus, OH 43210 USA
[2] Ohio State Univ, Dept Internal Med, Div Cardiovasc Med, Columbus, OH 43210 USA
[3] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 14期
关键词：
perchlorotriphenylmethyl radical; perchlorotriphenylmethyl triester; superoxide; free radicals; EPR; oximetry; spectrophotometry;
D O I：
10.1016/j.bmcl.2007.04.070
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Synthesis and characterization of an inert perchlo rotriphenylmethyl triester radical, PTM-TE, are reported. PTM-TE was prepared by a facile 3-step synthesis using Friedel-Crafts reaction of tetrachlorobenzene with chloroform followed by ethoxycarbonylation and subsequent oxidation. PTM-TE is paramagnetic and exhibits a single sharp EPR spectrum. In solution, the EPR linewidth of PTM-TE is highly sensitive to the dissolved oxygen content, thus enabling accurate measurement of oxygen concentration (oximetry). In addition, the radical also shows high reactivity towards superoxide. The ester radical has the potential for use as a high-sensitive probe for determination of oxygen concentration and superoxide in biological systems. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4062 / 4065
页数：4
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