A novel non-fluorophoric chemodosimeter, 2-[4-Diethylamino- 2-(4-nitro-benzyloxy)-benzylidene]-malonic acid diethyl ester (1) was developed for the estimation of hydrogen sulphide by ex- ploitation of the ubiquitous reduction of nitro functionality to amino under mild conditions which culminated in the gen- eration of the popular fluorescent moiety, coumarin via tandem nucleophilic addition-elimination reaction made facile by the structure of the probe molecule. The coumarin moiety pro- duced a brilliant blue fluorescence turn-on response. Apart from its sensitivity, selectivity and successful application in cel- lular imaging, a remarkable feature of 1 is its capacity to detect H2S in garlic extract both in presence as well as absence of glu- tathione which is a crucial player in the pathway for the pro- duction of H2S from garlic extract.
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