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Thiocoumarin Ethenylene-Bridge Dicyanoisophorone Skeleton: A Strategy for Ratiometric Fluorescent Detection of Hypochlorous Acid

Mengyao Yuan, Yingchao Du, Kuoxi Xu, Yuan Wang

2025Organic Letters24 citationsDOI

Abstract

Herein, an ethylene-bridge bond of diethylaminocoumarin and dicyanoisophorone unit fluorescence probe was developed for the specific detection of HClO. The sensing mechanism involves HClO-induced cleavage of the N, N -dimethylthiocarbamate group, oxidation-triggered ethylene bridge rearrangement, ultimately leading to the formation of a unique thiophene ring structure. The probe was successfully applied for simultaneous detection of HClO in beverage and food samples. Moreover, the probe facilitated high-contrast imaging of both endogenous and exogenous HClO in live cells and in vivo mouse models, offering a powerful tool for elucidating HClO-associated physiological and pathological mechanisms.

Topics & Concepts

Hypochlorous acidChemistrySkeleton (computer programming)FluorescenceBridge (graph theory)Combinatorial chemistryPhotochemistryBiochemistryAnatomyMedicineQuantum mechanicsPhysicsMolecular Sensors and Ion DetectionAnalytical Chemistry and SensorsSulfur Compounds in Biology
Thiocoumarin Ethenylene-Bridge Dicyanoisophorone Skeleton: A Strategy for Ratiometric Fluorescent Detection of Hypochlorous Acid | Litcius