title: BODIPY-based ratiometric fluorescent sensor for highly selective detection of glutathione over cysteine and homocysteine.
abstract: We report a ratiometric fluorescent sensor based on monochlorinated BODIPY for highly selective detection of glutathione (GSH) over cysteine (Cys)/homocysteine (Hcy). The chlorine of the monochlorinated BODIPY can be rapidly replaced by thiolates of biothiols through thiol-halogen nucleophilic substitution. The amino groups of Cys/Hcy but not GSH further replace the thiolate to form amino-substituted BODIPY. The significantly different photophysical properties of sulfur- and amino-substituted BODIPY enable the discrimination of GSH over Cys and Hcy. The sensor was applied for detection of GSH in living cells.
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China.
authors.forename: Li-Ya
authors.initials: LY
authors.lastname: Niu
authors.forename: Ying-Shi
authors.initials: YS
authors.lastname: Guan
authors.forename: Yu-Zhe
authors.initials: YZ
authors.lastname: Chen
authors.forename: Li-Zhu
authors.initials: LZ
authors.lastname: Wu
authors.forename: Chen-Ho
authors.initials: CH
authors.lastname: Tung
authors.forename: Qing-Zheng
authors.initials: QZ
authors.lastname: Yang
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D003545:Cysteine / Q000032:analysis*; D005456:Fluorescent Dyes / Q000737:chemistry*; D005978:Glutathione / Q000032:analysis*; D006367:HeLa Cells; D006801:Humans; D057230:Limit of Detection
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; D005978:Glutathione; D003545:Cysteine