Construction of a Selective Fluorescent Probe for GSH Based on a Chloro‐Functionalized Coumarin‐enone Dye Platform

作者: Yawei Liu , Xin Lv , Jing Liu , Yuan-Qiang Sun , Wei Guo

DOI: 10.1002/CHEM.201406004

关键词: FluorescenceIntracellularChemistryBiochemistryReactive oxygen speciesAmino acidConfocal microscopyGlutathionePhotoinduced electron transferCysteine

摘要: Glutathione (GSH), the most abundant intracellular biothiol, protects cellular components from damage caused by free radicals and reactive oxygen species (ROS), plays a crucial role in human pathologies. A fluorescent probe that can selectively sense GSH would be very valuable for understanding of its biological functions mechanisms diseases. In this work, 3,4-dimethoxythiophenol-substituted coumarin-enone was exploited as reaction-type based on chloro-functionalized platform. probe, 3,4-dimethoxythiophenol group not only fluorescence quencher through photoinduced electron transfer (PET) to ensure low background fluorescence, but also site biothiols. The displays dramatic turn-on response toward with long-wavelength emission (600 nm) significant Stokes shift (100 nm). selectivity over cysteine (Cys), homocysteine (Hcy), other amino acids demonstrated. Assisted laser-scanning confocal microscopy, we have demonstrated could specifically Cys/Hcy renal cell carcinoma SiHa cells.

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