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一种用于选择性检测Cu²⁺的香豆素衍生荧光化学传感器:合成、密度泛函理论计算及细胞成像应用

A coumarin-derived fluorescent chemosensor for selectively detecting Cu²⁺: synthesis, DFT calculations and cell imaging applications.

作者信息

Chen Fengjuan, Liu Guozhen, Shi Yanjun, Xi Pinxian, Cheng Ju, Hong Jinpeng, Shen Rong, Yao Xiaojun, Bai Decheng, Zeng Zhengzhi

机构信息

Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.

Key Laboratory of Pesticide and Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, PR China.

出版信息

Talanta. 2014 Jun;124:139-45. doi: 10.1016/j.talanta.2014.02.034. Epub 2014 Feb 25.

Abstract

A novel coumarin-based fluorescent probe L ((4E)-4-((7-hydroxy-4-methyl-2-oxo-2H-chromen-8-yl) methyleneamino)-1,2-dihyydro-2,3-dimethyl-1-phenylpyrazol-5-one) has been developed as a simple and efficient chemosensor which exhibits a significant fluorescence reduction in the presence of metal cations. This sensor exhibits high selectivity and sensitivity toward Cu(2+) over other common cations. The mechanism for detecting copper was evaluated by time-dependent density functional theory (TD-DFT) calculations and the coordination mode was also confirmed by density functional theory (DFT) calculations. Furthermore, results of cell imaging in this study indicate that this new probe may be useful for detection and monitoring of Cu(2+) in biological applications.

摘要

一种新型的基于香豆素的荧光探针L((4E)-4-((7-羟基-4-甲基-2-氧代-2H-色烯-8-基)亚甲基氨基)-1,2-二氢-2,3-二甲基-1-苯基吡唑-5-酮)已被开发为一种简单高效的化学传感器,该传感器在金属阳离子存在下荧光显著降低。与其他常见阳离子相比,该传感器对Cu(2+)表现出高选择性和高灵敏度。通过含时密度泛函理论(TD-DFT)计算评估了检测铜的机理,同时通过密度泛函理论(DFT)计算确定了配位模式。此外,本研究中的细胞成像结果表明,这种新型探针可能在生物应用中用于检测和监测Cu(2+)。

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