Abstract
A coumarin derivative CBE fluorescent chemosensor based on boronic ester elimination by introducing boronic ester moiety as sensing site for efficient detecting H2O2 in living cells was developed. The probe can specifically recognize H2O2 in PBS buffer solution (containing 1% DMSO, pH = 7.4) with fluorescence enhancement response at 454 nm without interference from other substances. After H2O2 addition, the absorption band is red-shifted from 360 nm to 415 nm, and fluorescence is enhanced with fluorescence quantum yield increasing from 5.1% to 58.7%. The response is sensitive with detection limit being 0.17 nM within 16 min. The mechanism is that H2O2 triggers oxidative hydrolysis of the boronic ester and subsequent 1,6-elimination, causing C-O bond to break, thereby forming 7-hydroxycoumarin-3-acetyl and 5-cyclohexadien-1-one, 4-methylene-. The probe also has high photostability and excellent potential application in monitoring H2O2 in living cells.
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