title: Fast-Response Turn-on Fluorescent Probes Based on Thiolysis of NBD Amine for H2 S Bioimaging.
abstract: Hydrogen sulfide (H2 S) is an important endogenous signaling molecule with multiple biological functions. New selective fluorescent turn-on probes based on fast thiolyling of NBD (7-nitro-1,2,3-benzoxadiazole) amine were explored for sensing H2 S in aqueous buffer and in living cells. The syntheses of both probes are simple and quite straightforward. The probes are highly sensitive and selective toward H2 S over other biologically relevant species. The fluorescein-NBD-based probe showed 65-fold green fluorescent increase upon H2 S activation. The rhodamine-NBD-based probe reacted rapidly with H2 S (t1/2 ≈1 min) to give a 4.5-fold increase in red fluorescence. Moreover, both probes were successfully used for monitoring H2 S in living cells and in mice. Based on such probe-based tools, we could observe H2 O2 -induced H2 S biogenesis in a concentration-dependent and time-dependent fashion in living cells.
authors.affiliation: Department of Chemical Biology, State Key Laboratory of Elemento-Organic Chemistry, National Engineering Research Center of Pesticide (Tianjin), Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Weijin Road 94, Nankai District, Tianjin, 300071, China.
authors.forename: Runyu
authors.initials: R
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Organic-Inorganic Composites, Beijing University of Chemical Technology (BUCT), 15 Beisanhuan East Road, Chaoyang District, Beijing, 100029, China.
authors.forename: Zhifei
authors.initials: Z
authors.lastname: Li
authors.affiliation: State Key Laboratory of Organic-Inorganic Composites, Beijing University of Chemical Technology (BUCT), 15 Beisanhuan East Road, Chaoyang District, Beijing, 100029, China.
authors.forename: Changyu
authors.initials: C
authors.lastname: Zhang
authors.affiliation: Department of Chemical Biology, State Key Laboratory of Elemento-Organic Chemistry, National Engineering Research Center of Pesticide (Tianjin), Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Weijin Road 94, Nankai District, Tianjin, 300071, China.
authors.forename: Yanyan
authors.initials: Y
authors.lastname: Li
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, Nankai University, Weijin Road 94, Tianjin, 300071, China.
authors.forename: Guoce
authors.initials: G
authors.lastname: Xu
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, Nankai University, Weijin Road 94, Tianjin, 300071, China.
authors.forename: Qiang-Zhe
authors.initials: QZ
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology, Nankai University, Weijin Road 94, Tianjin, 300071, China.
authors.forename: Lu-Yuan
authors.initials: LY
authors.lastname: Li
authors.affiliation: State Key Laboratory of Organic-Inorganic Composites, Beijing University of Chemical Technology (BUCT), 15 Beisanhuan East Road, Chaoyang District, Beijing, 100029, China. yilong@mail.buct.edu.cn.
authors.forename: Long
authors.initials: L
authors.lastname: Yi
authors.affiliation: Department of Chemical Biology, State Key Laboratory of Elemento-Organic Chemistry, National Engineering Research Center of Pesticide (Tianjin), Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Weijin Road 94, Nankai District, Tianjin, 300071, China. zhenxi@nankai.edu.cn.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Xi
mesh_terms: D000588:Amines / Q000737:chemistry*; D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D005260:Female; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000633:toxicity; D057809:HEK293 Cells; D006801:Humans; D006861:Hydrogen Peroxide / Q000737:chemistry; D006862:Hydrogen Sulfide / Q000737:chemistry* / Q000378:metabolism; D051379:Mice; D008819:Mice, Nude; D018613:Microscopy, Confocal; D008928:Mitochondria / Q000187:drug effects / Q000378:metabolism; D061848:Optical Imaging; D010069:Oxadiazoles / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
chemical_list: C542965:7-nitrobenzoxadiazole; D000588:Amines; D005456:Fluorescent Dyes; D010069:Oxadiazoles; D006861:Hydrogen Peroxide; D006862:Hydrogen Sulfide
keywords: bioimaging; biosensors; fluorescent probes; hydrogen sulfide; thiolylsis of NBD amine