A dual electron-withdrawing enhanced selective/sensitive chemodosimeter for detection on bisulfate and its living cell imaging

Fluorescence detection of sulfur dioxide has attracted great interest from researchers in recent years. Usually double bonds and aldehyde group were employed as reaction sites for sulfur dioxide. In this work, the double bond was linked with cyano and carboxyl group as dual electron-withdrawing to enhance the reaction reactivity between the probe and sulfite. Meanwhile, coumarin with good biocompatibility was introduced as fluorophore. Thus D-pi-A form constructs intramolecular charge transfer (ICT), the probe has weak yellow fluorescence emission (565 nm), after addition reaction taking place between the probe and bisulfate, conjugated double bond is broken, the system showed a short-wavelength fluorescence emission (483 nm). All these realized a ratiometric fluorescence detection for bisulfate. The study found that dual electron-withdrawing groups enhanced the specificity and sensibility (with a low detection limit 82 nM) of the probe recognizing bisulfate. These excellent properties led directly to the use of probes to image sulfur dioxide in living cells. Further applications are still being on the way. (C) 2019 Elsevier B.V. All rights reserved.