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A Novel Dual Channel Fluorescent Probe for Ca2+ and Zn2+ Based on a Coumarin Schiff Base
Abstract:A novel coumarin Schiff base fluorescent probe ethyl 7‐hydroxycoumarin‐3‐carboxylate‐8‐formaldehyde benzoyl hydrazone ( EBH ) has been designed and synthesized which shows solvent dependent dual sensing, viz., recognition of Ca2+ in DMF‐H2O (9∶1, V /V ) solution based on C = N isomerization, photoinduced electron transfer (PET ) inhibition and chelation‐enhanced fluorescence (CHEF ) mechanism as well as detection of Zn2+ in H2O‐CH3OH (9∶1, V /V ) solution by excited‐state intramolecular proton transfer (ESIPT ) and CHEF processes. The structure of the probe EBH has been confirmed by single‐crystal X‐ray diffraction analysis. Meanwhile, the probe was also used to image intracellular Zn2+ ions in MCF ‐7 cells with a good performance.
Keywords:coumarin Schiff base  dual channel  C = N isomerization  chelation‐enhanced fluorescence  excited‐state intramolecular proton transfer
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