Ratiometric Detection of Mitochondrial Thiols with a Two-Photon Fluorescent Probe

被引:346
作者
Lim, Chang Su [3 ]
Masanta, Goutam [1 ]
Kim, Hyung Joong [2 ]
Han, Ji Hee [3 ]
Kim, Hwan Myung [1 ,2 ]
Cho, Bong Rae [3 ]
机构
[1] Ajou Univ, Mol Sci & Technol Res Ctr, Suwon 443749, South Korea
[2] Ajou Univ, Div Energy Syst Res, Suwon 443749, South Korea
[3] Korea Univ, Dept Chem, Seoul 136701, South Korea
关键词
GLUTATHIONE; ANTIOXIDANTS; HOMOCYSTEINE; BOND; CELL;
D O I
10.1021/ja205081s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a ratiometric two-photon probe (SSH-Mito) for mitochondrial thiols. This probe shows a marked blue-to-yellow emission color change in response to RSH, a significant two-photon cross section, good mitochondrial thiol selectivity, low cytotoxicity, and insensitivity to pH over the biologically relevant pH range, allowing the direct visualization of RSH levels in live cells as well as in living tissues at 90-190 mu m depth without interference from other biologically relevant species through the use of two-photon microscopy.
引用
收藏
页码:11132 / 11135
页数:4
相关论文
共 38 条
[1]   Combinatorial rosamine library and application to in vivo glutathione probe [J].
Ahn, Young-Hoon ;
Lee, Jun-Seok ;
Chang, Young-Tae .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (15) :4510-+
[2]  
[Anonymous], 2005, INVITROGEN MOL PROBE
[3]  
Carmel R, 2001, HOMOCYSTEINE HLTH DI
[4]   Selective phosphorescence chemosensor for homocysteine based on an iridium(III) complex [J].
Chen, Huili ;
Zhao, Qiang ;
Wu, Yanbo ;
Li, Fuyou ;
Yang, Hong ;
Yi, Tao ;
Huang, Chunhui .
INORGANIC CHEMISTRY, 2007, 46 (26) :11075-11081
[5]   A thiol-specific fluorescent probe and its application for bioimaging [J].
Chen, Xiaoqiang ;
Ko, Sung-Kyun ;
Kim, Min Jung ;
Shin, Injae ;
Yoon, Juyoung .
CHEMICAL COMMUNICATIONS, 2010, 46 (16) :2751-2753
[6]   Mitochondrially targeted antioxidants and thiol reagents [J].
Coulter, CV ;
Kelso, GF ;
Lin, TK ;
Smith, RAJ ;
Murphy, MP .
FREE RADICAL BIOLOGY AND MEDICINE, 2000, 28 (10) :1547-1554
[7]   Regulation of gene expression by reactive oxygen [J].
Dalton, TD ;
Shertzer, HG ;
Puga, A .
ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1999, 39 :67-101
[8]   A targetable fluorescent probe for imaging hydrogen peroxide in the mitochondria of living cells [J].
Dickinson, Bryan C. ;
Chang, Christopher J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (30) :9638-+
[9]   Mitochondrial-targeted fluorescent probes for reactive oxygen species [J].
Dickinson, Bryan C. ;
Srikun, Duangkhae ;
Chang, Christopher J. .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2010, 14 (01) :50-56
[10]   Design and Synthesis of Highly Sensitive Fluorogenic Substrates for Glutathione S-Transferase and Application for Activity Imaging in Living Cells [J].
Fujikawa, Yuuta ;
Urano, Yasuteru ;
Komatsu, Toru ;
Hanaoka, Kenjiro ;
Kojima, Hirotatsu ;
Terai, Takuya ;
Inoue, Hideshi ;
Nagano, Tetsuo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (44) :14533-14543