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一种基于三唑的荧光探针用于检测 Hg 离子及其生物应用。

A triazole-based fluorescence probe for detecting Hg ions and its biological application.

机构信息

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou, Hainan, People' Republic of China.

College of Chemical and Chemical Engineering, Hainan Normal University, Haikou, Hainan, People' Republic of China.

出版信息

Luminescence. 2020 Feb;35(1):129-137. doi: 10.1002/bio.3705. Epub 2019 Sep 8.

Abstract

A new compound, ethyl 5-phenyl-2-(p-tolyl)-2H-1,2,3-triazole-4-carboxylate was successfully introduced and synthesized as a novel rhodamine B derivative named REPPC, and characterized by H nuclear magnetic resonance (NMR), C NMR, and high resolution mass spectrometry (HRMS). It showed an obvious fluorescence and UV-visible light absorption enhancement towards Hg ion without interference from common metal ions in N,N-dimethylformamide-H O (pH 7.4). The spirolactam ring moiety of rhodamine in REPPC was converted to the open-ring form generating a 1:1 complex with the intervention of a mercury ion, verified by electrospray ionization-mass spectroscopy testing and density functional theory calculation. REPPC was used to visualize the level of mercury ions in living HeLa cells with encouraging results.

摘要

一种新型化合物,乙基 5-苯基-2-(对甲苯基)-2H-1,2,3-三唑-4-羧酸乙酯,成功地被引入并合成,作为一种新型的罗丹明 B 衍生物,命名为 REPPC,并通过 1 H 核磁共振(NMR)、13 C 核磁共振(NMR)和高分辨率质谱(HRMS)进行了表征。它在 N,N-二甲基甲酰胺-H2O(pH 7.4)中对汞离子表现出明显的荧光和紫外-可见光吸收增强,而不受常见金属离子的干扰。REPPC 中的罗丹明螺环部分在汞离子的介入下转化为开环形式,生成 1:1 的配合物,这通过电喷雾电离质谱测试和密度泛函理论计算得到了验证。REPPC 被用于可视化活 HeLa 细胞中的汞离子水平,结果令人鼓舞。

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