A Novel Dual Channel Fluorescent Probe for Ca2+ and Zn2+ Based on a Coumarin Schiff Base

A Novel Dual Channel Fluorescent Probe for Ca2+ and Zn2+ Based on a Coumarin Schiff Base
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一种基于香豆素席夫碱的新型 Ca2 和 Zn2 双通道荧光探针

DOI:
10.1002/cjoc.201600923
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发表时间:
2017-08-01
影响因子:
5.4
通讯作者:
Guo, Yuan
Guo, Yuan
中科院分区:
化学2区
文献类型:
--
作者:
Pan, Shengnan;Tang, Haoyang;Guo, Yuan

文献摘要

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设计并合成了一种新型的香豆素Schiff碱荧光探针7-羟基香豆素-3-羧酸乙酯-8-甲醛苯甲酰腙(EBH),在DMF-H_2 O(9:1,V/V)溶液中基于C = N异构化、光诱导电子转移(PET)抑制和螯合增强荧光(CHEF)机理识别Ca ~(2+),在H_2 O-CH_3OH(9:1,V/V)溶液中基于激发态分子内质子转移(ESIPT)和CHEF过程检测Zn ~(2+)。探针EBH的结构已通过单晶X射线衍射分析证实。同时,将该探针用于MCF-7细胞内Zn 2+离子的成像,获得了良好的成像效果。
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.