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高氯酸三苯甲基自由基-荧光团缀合物作为超氧阴离子自由基的双荧光和 EPR 探针。

Perchlorotrityl radical-fluorophore conjugates as dual fluorescence and EPR probes for superoxide radical anion.

机构信息

Davis Heart and Lung Research Institute, Department of Chemistry, The Ohio State University, Columbus, OH 43210, USA.

出版信息

Bioorg Med Chem. 2010 Jan 15;18(2):922-9. doi: 10.1016/j.bmc.2009.11.034. Epub 2009 Dec 4.

Abstract

Perchlorotrityl radicals, mono-substituted with a fluorophore using an amide linker of varying chain length, were synthesized and characterized. Electron paramagnetic resonance (EPR) spectroscopic study indicated free-electron coupling with the aromatic hydrogen nuclei and long-range coupling with the methylene hydrogens of the linker group. Reactivity of the fluorophore-conjugated trityls with superoxide radical anion showed quenching of EPR signal and enhancement of fluorescence emission spectrum. This work presents the first example of a perchlorotrityl-fluorophore conjugate that can potentially be employed as a dual probe for the detection of superoxide under oxidative stress-mediated conditions in biological systems.

摘要

全氯三苯甲基自由基经酰胺键连接不同链长的荧光团单取代后合成并进行了表征。电子顺磁共振(EPR)谱学研究表明,与芳氢核存在自由电子偶合,与连接基团的亚甲基氢存在远程偶合。与超氧自由基阴离子的反应表明,荧光团偶联的三苯甲基的 EPR 信号猝灭和荧光发射光谱增强。本工作首次报道了全氯三苯甲基-荧光团偶联物,该偶联物有望成为生物体系氧化应激条件下检测超氧的双重探针。

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