一种高氯代三苯甲基（三苯甲基）三酯自由基的合成与表征：生物系统中超氧化物和氧气的潜在传感器。
Synthesis and characterization of a perchlorotriphenylmethyl (trityl) triester radical: a potential sensor for superoxide and oxygen in biological systems.
作者信息
Dang Vinh, Wang Jinhua, Feng Song, Buron Christophe, Villamena Frederick A, Wang Peng George, Kuppusamy Periannan
机构信息
Center for Biomedical EPR Spectroscopy and Imaging, Davis Heart and Lung Research Institute, Division of Cardiovascular Medicine, Department of Internal Medicine, The Ohio State University, Columbus, OH 43210, USA.
出版信息
Bioorg Med Chem Lett. 2007 Jul 15;17(14):4062-5. doi: 10.1016/j.bmcl.2007.04.070. Epub 2007 Apr 27.
Abstract
Synthesis and characterization of an inert perchlorotriphenylmethyl 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.
摘要
报道了一种惰性三苯甲基三酯高氯自由基（PTM - TE）的合成与表征。PTM - TE通过一种简便的三步合成法制备，该方法利用四氯苯与氯仿的傅克反应，接着进行乙氧羰基化反应，随后进行氧化。PTM - TE具有顺磁性，呈现出单一尖锐的电子顺磁共振（EPR）谱。在溶液中，PTM - TE的EPR线宽对溶解氧含量高度敏感，从而能够精确测量氧浓度（血氧测定法）。此外，该自由基对超氧化物也表现出高反应活性。这种酯自由基有潜力用作测定生物体系中氧浓度和超氧化物的高灵敏度探针。
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