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A Novel Dual Channel Fluorescent Probe for Ca 2+ and Zn 2+ Based on a Coumarin Schiff Base
Author(s) -
Pan Shengnan,
Tang Haoyang,
Song Zhanke,
Li Jin,
Guo Yuan
Publication year - 2017
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201600923
Subject(s) - chemistry , schiff base , fluorescence , hydrazone , isomerization , coumarin , electron transfer , carboxylate , photochemistry , chelation , photoinduced electron transfer , intramolecular force , stereochemistry , inorganic chemistry , organic chemistry , physics , quantum mechanics , catalysis
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 Ca 2+ in DMF‐H 2 O (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 Zn 2+ in H 2 O‐CH 3 OH (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 Zn 2+ ions in MCF ‐7 cells with a good performance.