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基于香豆素基团的高选择性铜离子荧光探针的合成与应用。

Synthesis and application of a highly selective copper ions fluorescent probe based on the coumarin group.

机构信息

Department of Forensic Medicine, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang 453003, Henan Province, PR China.

Department of Forensic Medicine, Xinxiang Medical University, Jinsui Road No. 601, Xinxiang 453003, Henan Province, PR China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2018 Feb 5;190:116-120. doi: 10.1016/j.saa.2017.09.028. Epub 2017 Sep 13.

Abstract

A highly selective copper ions fluorescent probe based on the coumarin-type Schiff base derivative 1 (probe) was produced by condensation reaction between coumarin carbohydrazide and 1H-indazole-3-carbaldehyde. The UV-vis spectroscopy showed that the maximum absorption peak of compound 1 appeared at 439nm. In the presence of Cu ions, the maximum peak decreased remarkably compared with other physiological important metal ions and a new absorption peak at 500nm appeared. The job's plot experiments showed that complexes of 1:2 binding mode were formed in CHCN:HEPES (3:2, v/v) solution. Compound 1 exhibited a strong blue fluorescence. Upon addition of copper ions, the fluorescence gradually decreased and reached a plateau with the fluorescence quenching rate up to 98.73%. The detection limit for Cu ions was estimated to 0.384ppm. Fluorescent microscopy experiments demonstrated that probe 1 had potential to be used to investigate biological processes involving Cu ions within living cells.

摘要

一种基于香豆素型席夫碱衍生物 1(探针)的高选择性铜离子荧光探针是通过香豆素酰肼与 1H-吲唑-3-甲醛缩合反应制备的。紫外可见光谱表明,化合物 1 的最大吸收峰出现在 439nm。在存在铜离子的情况下,与其他生理重要金属离子相比,最大峰显著降低,并且出现了一个新的 500nm 吸收峰。Job 的实验表明,在 CHCN:HEPES(3:2,v/v)溶液中形成了 1:2 的络合模式。化合物 1 表现出强烈的蓝色荧光。加入铜离子后,荧光逐渐降低,荧光猝灭率达到 98.73%。铜离子的检测限估计为 0.384ppm。荧光显微镜实验表明,探针 1 有可能用于研究活细胞内涉及铜离子的生物过程。

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