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  • Title: Coumarin-based thiol chemosensor: synthesis, turn-on mechanism, and its biological application.
    Author: Jung HS, Ko KC, Kim GH, Lee AR, Na YC, Kang C, Lee JY, Kim JS.
    Journal: Org Lett; 2011 Mar 18; 13(6):1498-501. PubMed ID: 21323377.
    Abstract:
    A new chemodosimetric probe (1) is reported that selectively detects thiols over other relevant biological species by the turning on of its fluorescence through a Michael type reaction. The fluorogenic process upon its reaction was revealed to be mediated by intramolecular charge transfer, as confirmed by time-dependent density functional theory calculations. The application of probe 1 to cells is also examined by confocal microscopy, and its cysteine preference was observed by an ex vivo LC-MS analysis of the cellular metabolite.
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