Rhodamine-propargylic esters for detection of mitochondrial hydrogen sulfide in living cells

被引：30
作者：
Chen, Xi [1 ,2 ]
Wu, Shuqi [1 ,2 ]
Han, Jiahuai [3 ,4 ]
Han, Shoufa [1 ,2 ]
机构：
[1] Xiamen Univ, Dept Biol Chem, Coll Chem & Chem Engn, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Key Lab Chem Biol Fujian Prov, Xiamen 361005, Peoples R China
[3] Xiamen Univ, State Key Lab Cellular Stress Biol, Xiamen 361005, Peoples R China
[4] Xiamen Univ, Sch Life Sci, Xiamen 361005, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 19期
关键词：
Rhodamine; Propargylic ester; Hydrogen sulfide; Mitochondria; Bioimaging; Flow cytometry; RATIOMETRIC FLUORESCENT-PROBE;
D O I：
10.1016/j.bmcl.2013.07.072
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Flow cytometric detection of mitochondrial H2S was achieved with propargylic esters of rhodamine B which selectively react with H2S via cationic rhodamine-moiety directed thiolysis of the propargylic esters to give nonfluorescent rhodamine thio-spirolactone. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5295 / 5299
页数：5
相关论文
共 34 条
[1]   A CRITICAL-REVIEW OF THE LITERATURE ON HYDROGEN-SULFIDE TOXICITY [J].
BEAUCHAMP, RO ;
BUS, JS ;
POPP, JA ;
BOREIKO, CJ ;
ANDJELKOVICH, DA .
CRC CRITICAL REVIEWS IN TOXICOLOGY, 1984, 13 (01) :25-97
[2]   H2S induces a suspended animation-like state in mice [J].
Blackstone, E ;
Morrison, M ;
Roth, MB .
SCIENCE, 2005, 308 (5721) :518-518
[3]   Novel Insights Into Hydrogen Sulfide-Mediated Cytoprotection [J].
Calvert, John W. ;
Coetzee, William A. ;
Lefer, David J. .
ANTIOXIDANTS & REDOX SIGNALING, 2010, 12 (10) :1203-1217
[4]   A near-infrared fluorescent turn-on probe for fluorescence imaging of hydrogen sulfide in living cells based on thiolysis of dinitrophenyl ether [J].
Cao, Xiaowei ;
Lin, Weiying ;
Zheng, Kaibo ;
He, Longwei .
CHEMICAL COMMUNICATIONS, 2012, 48 (85) :10529-10531
[5]  
Chazotte B., 2011, COLD SPRING HABROR P, P892
[6]  
Chazotte B., 2011, COLD SPRING HARB PRO, P895
[7]   A red emission fluorescent probe for hydrogen sulfide and its application in living cells imaging [J].
Chen, Tao ;
Zheng, Yi ;
Xu, Zhaochao ;
Zhao, Miao ;
Xu, Yongnan ;
Cui, Jingnan .
TETRAHEDRON LETTERS, 2013, 54 (23) :2980-2982
[8]   A Ratiometric Fluorescent Probe for Rapid Detection of Hydrogen Sulfide in Mitochondria [J].
Chen, Yuncong ;
Zhu, Chengcheng ;
Yang, Zhenghao ;
Chen, Junjie ;
He, Yafeng ;
Jiao, Yang ;
He, Weijiang ;
Qiu, Lin ;
Cen, Jiajie ;
Guo, Zijian .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (06) :1688-1691
[9]   Using a functional enzyme model to understand the chemistry behind hydrogen sulfide induced hibernation [J].
Collman, James P. ;
Ghosh, Somdatta ;
Dey, Abhishek ;
Decreau, Richard A. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (52) :22090-22095
[10]   A small molecule two-photon probe for hydrogen sulfide in live tissues [J].
Das, Sajal Kumar ;
Lim, Chang Su ;
Yang, Sun Young ;
Han, Ji Hee ;
Cho, Bong Rae .
CHEMICAL COMMUNICATIONS, 2012, 48 (67) :8395-8397
1234