Fluorescent Probes Based on Nucleophilic Substitution-Cyclization for Hydrogen Sulfide Detection and Bioimaging

被引:198
作者
Peng, Bo [1 ]
Chen, Wei [1 ]
Liu, Chunrong [1 ]
Rosser, Ethan W. [1 ]
Pacheco, Armando [1 ]
Zhao, Yu [1 ]
Aguilar, Hector C. [2 ]
Xian, Ming [1 ]
机构
[1] Washington State Univ, Dept Chem, Pullman, WA 99164 USA
[2] Washington State Univ, Paul G Allen Sch Global Anim Hlth, Pullman, WA 99164 USA
关键词
cell imaging; cyclization; fluorescence; fluorescent probes; hydrogen sulfide; OFF-ON PROBE; SENSITIVE DETECTION; SIGNALING MOLECULE; FAST-RESPONSE; H2S; SULFHYDRATION; BIOCHEMISTRY; CHEMISTRY; SULFUR; AGENTS;
D O I
10.1002/chem.201303757
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The design, synthesis, properties, and cell imaging applications of a series of 2-pyridyl disulfide based fluorescent probes (WSP1, WSP2, WSP3, WSP4 and WSP5) for hydrogen sulfide detection are reported. The strategy is based on the dual-nucleophilicity of hydrogen sulfide. A hydrogen sulfide mediated tandem nucleophilic substitution-cyclization reaction is used to release the fluorophores and turn on the fluorescence. The probes showed high sensitivity and selectivity for hydrogen sulfide over other reactive sulfur species, including cysteine and glutathione.
引用
收藏
页码:1010 / 1016
页数:7
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