Abstract
A novel chemodosimetric fluorescent probe 1 for biothiols was designed and synthesized based on benzothiazolium-quinoline hemicyanine dye with an acrylate group as a functional trigger moiety. Prober 1 exhibited high sensitivity and high selectivity for rapid detection of cysteine (Cys) over homocysteine and glutathione in aqueous environments. The maximal fluorescent response was immediately achieved within 1min in the presence of only 1equiv. of Cys, and the color change of the sensing process was discerned visually at the nanomole level. The exceptional high reactivity and specific response of probe 1 for Cys were promoted by the stabilization of the sensing product phenolate anion and the differences in the kinetics of the sensing reaction. Moreover, probe 1 was employed successfully to detect the free Cys residues within protein and monitor Cys in living HeLa cells by fluorescence imaging.
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