title: Near-infrared fluorescent probe for detection of thiophenols in water samples and living cells.
abstract: The development of probes for rapid, selective, and sensitive detection of the highly toxic thiophenols is of great importance in both environmental and biological science. Despite the appealing advantages of near-infrared (NIR) fluorescent detection, no NIR fluorescent probes have been reported for thiophenols to date. Using the chemical properties of thiophenols that are able to cleave sulfonamide selectively and efficiently under mild conditions, we herein report a dicyanomethylene-benzopyran (DCMB)-based NIR fluorescent probe for thiophenols. This probe features remarkable large Stokes shift and shows a rapid, highly selective, and sensitive detection process for thiophenols with significant NIR fluorescent turn-on responses. The potential applications of this new NIR fluorescent probe were demonstrated by the quantitative detection of thiophenol in real water samples and by fluorescent imaging of thiophenol in living cells.
authors.affiliation: Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University , 152 Luoyu Road, Wuhan 430079, P. R. China.
authors.forename: Dehuan
authors.initials: D
authors.lastname: Yu
authors.forename: Feihu
authors.initials: F
authors.lastname: Huang
authors.forename: Shuangshuang
authors.initials: S
authors.lastname: Ding
authors.forename: Guoqiang
authors.initials: G
authors.lastname: Feng
mesh_terms: D001578:Benzopyrans / Q000737:chemistry; D002623:Chemistry Techniques, Analytical / Q000295:instrumentation*; D005456:Fluorescent Dyes / Q000737:chemistry*; D005618:Fresh Water / Q000737:chemistry; D006367:HeLa Cells; D006801:Humans; D008856:Microscopy, Fluorescence; D009570:Nitriles / Q000737:chemistry; D010636:Phenols / Q000032:analysis*; D019265:Spectroscopy, Near-Infrared; D013438:Sulfhydryl Compounds / Q000032:analysis*
chemical_list: D001578:Benzopyrans; D005456:Fluorescent Dyes; D009570:Nitriles; D010636:Phenols; D013438:Sulfhydryl Compounds; C521609:cyanomethylidyne; C042983:thiophenol