title: 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.
authors: Department of Chemistry, Washington State University, Pullman, WA 99164 (USA), Fax: (+1) 509-335-8867.
authors: Bo
authors: B
authors: Peng
authors: Wei
authors: W
authors: Chen
authors: Chunrong
authors: C
authors: Liu
authors: Ethan W
authors: EW
authors: Rosser
authors: Armando
authors: A
authors: Pacheco
authors: Yu
authors: Y
authors: Zhao
authors: Hector C
authors: HC
authors: Aguilar
authors: Ming
authors: M
authors: Xian
mesh_terms: D003500:Cyclization; D003545:Cysteine / Q000032:analysis; D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D005978:Glutathione / Q000032:analysis; D006367:HeLa Cells; D006801:Humans; D006862:Hydrogen Sulfide / Q000032:analysis*; D008856:Microscopy, Fluorescence
chemical_list: D004220:Disulfides; D005456:Fluorescent Dyes; D005978:Glutathione; D003545:Cysteine; D006862:Hydrogen Sulfide
keywords: cell imaging; cyclization; fluorescence; fluorescent probes; hydrogen sulfide