title: Selective fluorescent probes for live-cell monitoring of sulphide.
abstract: Aqueous sulphides, including hydrogen sulphide, have important roles in biological signalling and metabolic processes. Here we develop a selective sulphide-trapping strategy involving sulphide addition to an aldehyde; the resulting hemithioacetal undergoes a Michael addition with an adjacent unsaturated acrylate ester to form a thioacetal at neutral pH in aqueous solution. Employing this new strategy, two sulphide-selective fluorescent probes, SFP-1 and SFP-2, were synthesized on the basis of two different fluorophore templates. These probes exhibit an excellent fluorescence increase and an emission maximum shift (SFP-1) in response to Na(2)S and H(2)S in a high thiol background as found under physiological conditions. We show the utility of the probes for the selective detection of sulphides, and the capacity of our probes to monitor enzymatic H(2)S biogenesis and image free sulphide in living cells.
authors: Department of Chemistry and Institute for Biophysical Dynamics, The University of Chicago, Illinois 60637, USA.
authors: Yong
authors: Y
authors: Qian
authors: Jason
authors: J
authors: Karpus
authors: Omer
authors: O
authors: Kabil
authors: Shu-Yu
authors: SY
authors: Zhang
authors: Hai-Liang
authors: HL
authors: Zhu
authors: Ruma
authors: R
authors: Banerjee
authors: Jing
authors: J
authors: Zhao
authors: Chuan
authors: C
authors: He
mesh_terms: D005456:Fluorescent Dyes; D006367:HeLa Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D013440:Sulfides / Q000032:analysis*
chemical_list: D005456:Fluorescent Dyes; D013440:Sulfides