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• W2662739730 abstract "Glutathione (GSH) is the most abundant intracellular thiol with the concentration in the millimolar range. It has also been reported that GSH plays a crucial role in human pathologies, so it is meaningful to develop an effective probe for GSH. In this work, we report a coumarin-chlorine malononitrile “off-on” sensor for highly selective fluorescence detection of GSH over Cys/Hcy. The chlorine of the probe can be rapidly replaced by thiolates of biothiols through thiol-halogen nucleophilic substitution. The amino groups of Cys/Hcy but not GSH further replace the thiolate to form amino-substituted compound. Subsequently, an intramolecular Michael addition between the α,β-unsaturated malonitrile and thiol group may occur. However, GSH only forms thiol-substituted compound. The significantly different mechanisms enable the discrimination of GSH over Cys/Hcy through fluorescence response. Finally, fluorescence imaging of A549 cells indicated that probe 1 could be used for monitoring GSH in living cells. It would be a useful tool to understand the mechanisms of many related diseases." @default.
• W2662739730 created "2017-06-30" @default.
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• W2662739730 date "2017-12-01" @default.
• W2662739730 modified "2023-10-16" @default.
• W2662739730 title "A coumarin-based “off-on” sensor for fluorescence selectivily discriminating GSH from Cys/Hcy and its bioimaging in living cells" @default.
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• W2662739730 doi "https://doi.org/10.1016/j.snb.2017.06.120" @default.
• W2662739730 hasPublicationYear "2017" @default.
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