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Fluorescent probes based on nucleophilic substitution-cyclization for hydrogen sulfide detection and bioimaging.

ABSTRACT: 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.

SUBMITTER: Peng B

PROVIDER: S-EPMC4049170 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Fluorescent probes based on nucleophilic substitution-cyclization for hydrogen sulfide detection and bioimaging.

Peng Bo B Chen Wei W Liu Chunrong C Rosser Ethan W EW Pacheco Armando A Zhao Yu Y Aguilar Hector C HC Xian Ming M

Chemistry (Weinheim an der Bergstrasse, Germany) 20131211 4

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 ...[more]

PMID: 24339269

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