A Novel Dual Channel Fluorescent Probe for Ca^2+ and Zn^2+ Based on a Coumarin Schiff Base  被引量:7

A Novel Dual Channel Fluorescent Probe for Ca^2+ and Zn^2+ Based on a Coumarin Schiff Base

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作  者:Shengnan Pan Haoyang Tang Zhanke Song Jin Li Yuan Guo 

机构地区:[1]Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an, Shaanxi 710127, China [2]School of Automation, Xi'an University of Posts and Telecommunications, Xi'an, Shaanxi 710121, China

出  处:《Chinese Journal of Chemistry》2017年第8期1263-1269,共7页中国化学(英文版)

基  金:Acknowledgement This work was supported by the National Natural Science Foundation of China (Nos. 21472148 and 21072158), Overseas Students Science and Technology Activities Project Merit Funding of Shaanxi Province (No. 20151190) and Academic Backbone of Northwest University Outstanding Youth Support Program.

摘  要: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-H20 (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 HzO-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 Zn^2+ ions in MCF-7 cells with a good performance.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-H20 (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 HzO-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 Zn^2+ ions in MCF-7 cells with a good performance.

关 键 词:coumarin Schiff base dual channel C=N isomerization chelation-enhanced fluorescence excit- ed-state intramolecular proton transfer 

分 类 号:O625.632[理学—有机化学] Q523[理学—化学]

 

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