Development of reversible fluorescence probes based on redox oxoammonium cation for hypobromous acid detection in living cells

被引:69
作者
Yu, Fabiao [1 ,2 ]
Song, Ping [1 ]
Li, Peng [1 ]
Wang, Bingshuai [1 ]
Han, Keli [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Beijing, Peoples R China
[2] Dalian Univ Technol, Sch Chem Engn, Dalian 116024, Peoples R China
关键词
PROFLUORESCENT NITROXIDES; OXIDATION;
D O I
10.1039/c2cc33264g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We describe the synthesis, properties, and application of two reversible fluorescent probes, mCy-TemOH and Cy-TemOH, for HOBr sensing and imaging in live cells. The two probes contain a hydroxylamine functional group for the monitoring of HOBr oxidation/ascorbic acid reduction events. Confocal fluorescence microscopy has established the HOBr detection in live-cells.
引用
收藏
页码:7735 / 7737
页数:3
相关论文
共 21 条
[1]   Two-Photon Fluorescence Microscopy Imaging of Cellular Oxidative Stress Using Profluorescent Nitroxides [J].
Ahn, Hyo-Yang ;
Fairfull-Smith, Kathryn E. ;
Morrow, Benjamin J. ;
Lussini, Vanessa ;
Kim, Bosung ;
Bondar, Mykhailo V. ;
Bottle, Steven E. ;
Belfield, Kevin D. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (10) :4721-4730
[2]   TEMPO reacts with oxygen-centered radicals under acidic conditions [J].
Amorati, Riccardo ;
Pedulli, Gian Franco ;
Pratt, Derek A. ;
Valgimigli, Luca .
CHEMICAL COMMUNICATIONS, 2010, 46 (28) :5139-5141
[3]   Profluorescent Nitroxides as Sensitive Probes of Oxidative Change and Free Radical Reactions [J].
Blinco, James P. ;
Fairfull-Smith, Kathryn E. ;
Morrow, Benjamin J. ;
Bottle, Steven E. .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2011, 64 (04) :373-389
[4]   Fluorescent and colorimetric probes for detection of thiols [J].
Chen, Xiaoqiang ;
Zhou, Ying ;
Peng, Xiaojun ;
Yoon, Juyoung .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (06) :2120-2135
[5]   Mammalian heme peroxidases: From molecular mechanisms to health implications [J].
Davies, Michael J. ;
Hawkins, Clare L. ;
Pattison, David I. ;
Rees, Martin D. .
ANTIOXIDANTS & REDOX SIGNALING, 2008, 10 (07) :1199-1234
[6]   Measuring reactive species and oxidative damage in vivo and in cell culture:: how should you do it and what do the results mean? [J].
Halliwell, B ;
Whiteman, M .
BRITISH JOURNAL OF PHARMACOLOGY, 2004, 142 (02) :231-255
[7]   A TEMPO-conjugated fluorescent probe for monitoring mitochondrial redox reactions [J].
Hirosawa, Shota ;
Arai, Satoshi ;
Takeoka, Shinji .
CHEMICAL COMMUNICATIONS, 2012, 48 (40) :4845-4847
[8]   Phthalocyanine-based fluorescence probes for detecting ascorbic acid: phthalocyaninatosilicon covalently linked to TEMPO radicals [J].
Ishii, Kazuyuki ;
Kubo, Kensuke ;
Sakurada, Tomoya ;
Komori, Kikuo ;
Sakai, Yasuyuki .
CHEMICAL COMMUNICATIONS, 2011, 47 (17) :4932-4934
[9]   A reversible near-infrared fluorescence probe for reactive oxygen species based on Te-rhodamine [J].
Koide, Yuichiro ;
Kawaguchi, Mitsuyasu ;
Urano, Yasuteru ;
Hanaoka, Kenjiro ;
Komatsu, Toru ;
Abo, Masahiro ;
Teraia, Takuya ;
Nagano, Tetsuo .
CHEMICAL COMMUNICATIONS, 2012, 48 (25) :3091-3093
[10]   Boronate Oxidation as a Bioorthogonal Reaction Approach for Studying the Chemistry of Hydrogen Peroxide in Living Systems [J].
Lippert, Alexander R. ;
De Bittner, Genevieve C. Van ;
Chang, Christopher J. .
ACCOUNTS OF CHEMICAL RESEARCH, 2011, 44 (09) :793-804