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Borinic Acids as New Fast-Responsive Triggers for Hydrogen Peroxide Detection.
preprintsubmitted on 26.03.2020, 00:29 and posted on 26.03.2020, 10:23 by Blaise Gatin-Fraudet, Roxane Ottenwelter, Thomas Le Saux, Thomas Lombès, Aurélie Baron, Philippe Durand, Stephanie Norsikian, Gilles Doisneau, Yann Bourdreux, Dominique Guianvarc’h, Marie Erard, Ludovic Jullien, Dominique Urban, Boris Vauzeilles
Detection of hydrogen peroxide (H2O2), which is responsible for numerous damages when overproduced, is crucial for a better understanding of H2O2-mediated signalling in physiological and pathological processes. For this purpose, various“off-on” small fluorescent probes relying on a boronate trigger have been developed. However, they suffer from low kinetics and do not allow forH2O2-detectionwith a short response time. Therefore, more reactive sensors are still awaited. To address this issue, we have successfully developed the first generation of borinic-based fluorescent probes containing a coumarin-scaffold. We determined the in vitrokinetic constants of the probe toward H2O2-promotedoxidation. We measured 1.9x104m-1.s-1as a second order rate constant, which is 10 000 faster than its boronic counterpart (1.8 m-1.s-1). This remarkable reactivity was also effective in a cellular context, rendering the borinic trigger an advantageous new tool for H2O2detection.