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新型喹啉类Zn2+探针的合成及细胞成像研究.doc
新型喹啉类Zn2+探针的合成及细胞成像研究
匡红波1,王忠龙1,张燕1,徐徐1.2,谷文1.2,王石发1.2 *
(1. 南京林业大学 化学工程学院,江苏 南京 210037;2. 江苏省生物质能源与材料重点实验室,江苏 南京 210037)
摘要:以2-甲酰基-8-羟基喹啉为原料,与苯肼进行缩合反应合成了荧光分子探针HSZn,采用FTIR、NMR、HRMS对其结构进行表征。紫外可见光谱和荧光光谱分析研究表明,该探针在水相中对Zn2+具有较好的荧光增强效应,而其他金属离子对其干扰较小;HSZn的荧光强度与Zn2+浓度(1.0×10-5~1.0×10-4 mol/L)具有良好的线性关系,检测限低至4.0×10-8 mol/L;Job’s曲线和LC-MS分析表明,Zn2+与HSZn的络合比为1:2,且探针在pH=5~13内对Zn2+都有较灵敏的荧光响应。细胞成像实验表明,该探针可在Hela活细胞中实现对Zn2+的荧光成像。
关键词: 8-羟基喹啉;希夫碱;锌离子;荧光探针;细胞成像
中图分类号:O622.6 文献标识码:A
Novel Quinoline-Based Fluorescent Probes for Detecting
Zn2+ in Living Cells
KUANG Hong-bo1, WANG Zhong-long1, ZHANG Yan1, XU Xu1.2, GU Wen1.2, WANG Shi-fa1.2 *
(1 College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, Jiangsu, China; 2 Key Lab of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, Jiangsu, China)
Abstract: A Schiff-based fluorescent molecular probe (HSZn) was synthesized by condensation of quinoline with phenylhydrazine and characterized by FTIR, NMR and HRMS. The UV-Vis spectroscopy and fluorescence spectroscopy studies demonstrated that the probe showed a significant fluorescence enhancement effect toward Zn2+ in aqueous medium while suffering from a slight interference at the presence of other metal ions. A good linear relationship between the Zn2+ concentrations (1.0×10-5~1.0×10-4 mol/L) and the fluorescence intensity was obtained for determining the content of Zn2+ with a detection limit of 4.0×10-8 mol/L. A 1:2 binding ratio of Zn2+/HSZn for the complex was obtained by Job’s plot and LC-MS, HSZn also exhibited a sensitive fluorescence response?toward Zn2+ in the wide pH range (pH=5~13). Cell imaging studies indicated that the probe was capable of detecting endogenous Zn2+ in live Hela cells.
Key words: 8-hydroxyquinoline; Schiff-base; zinc ion; fluorescence probe; cell imaging
Foundation items: Supported by the Natural National Science Foundation of China (No; the Major Project of Jiangsu Province University Natural Science (No.14KJ22000
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