Enhanced Fluorescence Turn-on Imaging of Hypochlorous Acid in Living Immune and Cancer Cells

被引:97
作者
Mulay, Sandip V. [1 ,2 ]
Choi, Minsuk [3 ]
Jang, Yoon Jeong [2 ]
Kim, Youngsam [1 ,2 ]
Jon, Sangyong [3 ]
Churchill, David G. [1 ,2 ]
机构
[1] Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 305701, South Korea
[2] Korea Adv Inst Sci & Technol, Dept Chem, Mol Logic Gate Lab, Daejeon 305701, South Korea
[3] Korea Adv Inst Sci & Technol, Dept Biol Sci, Daejeon 305701, South Korea
基金
新加坡国家研究基金会;
关键词
biosensing; BODIPY; fluorescence; hypochlorous acid; photoinduced electron transfer; HUMAN ATHEROSCLEROTIC LESIONS; INDUCED HOCL PRODUCTION; SELECTIVE DETECTION; RUTHENIUM(II) COMPLEX; NEUTROPHIL PHAGOSOME; OXIDATIVE STRESS; REACTIVE OXYGEN; BODIPY DYES; LIVE CELLS; PROBE;
D O I
10.1002/chem.201601270
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two closely related phenyl selenyl based boron-di-pyrromethene (BODIPY) turn-on fluorescent probes for the detection of hypochlorous acid (HOCl) were synthesized for studies in chemical biology; emission intensity is modulated by a photoinduced electron-transfer (PET) process. Probe 2 intrinsically shows a negligible background signal; however, after reaction with HOCl, chemical oxidation of selenium forecloses the PET process, which evokes a significant increase in fluorescence intensity. The fluorescence intensity of probes 1 and 2 with HOCl involves an similar to 18 and similar to 50-fold enhancement compared with the respective responses from other reactive oxygen/nitrogen species (ROS/RNS) and low detection limits (30.9 nM for 1 and 4.5 nM for 2). Both probes show a very fast response with HOCl; emission intensity reached a maximum within 1 s. These probes show high selectivity for HOCl, as confirmed by confocal microscopy imaging when testing with RAW264.7 and MCF-7 cells.
引用
收藏
页码:9642 / 9648
页数:7
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