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一种新的 1,2,3-三唑及其罗丹明 B 衍生物作为汞离子的荧光探针。

A new 1,2,3-triazole and its rhodamine B derivatives as a fluorescence probe for mercury ions.

机构信息

Key Laboratory of Water Pollution Treatment & Resource Reuse of Hainan Province, Haikou, 571158, China.

Key Laboratory of Water Pollution Treatment & Resource Reuse of Hainan Province, Haikou, 571158, China.

出版信息

Anal Biochem. 2020 Jun 1;598:113690. doi: 10.1016/j.ab.2020.113690. Epub 2020 Apr 4.

Abstract

A newly synthesized compound, 5-methyl-1-phenyl-1H-1,2,3-triazole-4- carboxylic acid (MPC) was analyzed for its quantum chemical parameters and theoretical spectrum by computational chemistry. The calculated spectrum was in accord with the experimental measurements in a great degree. Then MPC was successfully designed and synthesized to a novel rhodamine B derivative RMPC. The RMPC exhibited about a 4000-fold increase in fluorescence intensity in the presence of Hg ions over most other competitive metal ions. The triazole appended colorless chemodosimeter RMPC turns to pink upon the complex formation only with Hg ions as a 1: 2 M ratio and enables naked-eye detection. The coordination mechanism of turning on/off fluorescence for Hg ions were well proposed by explaining Hg inducing the ring-opened rhodamine B moiety. The fluorescence imaging experiments of Hg in HeLa cell demonstrated that the probe was labeled and it could be used in biological systems.

摘要

一种新合成的化合物,5-甲基-1-苯基-1H-1,2,3-三唑-4-羧酸(MPC),通过计算化学对其量子化学参数和理论光谱进行了分析。计算得到的光谱在很大程度上与实验测量结果一致。然后,成功设计并合成了一种新型罗丹明 B 衍生物 RMPC。在存在 Hg 离子的情况下,RMPC 的荧光强度比大多数其他竞争金属离子增加了约 4000 倍。三唑基团的引入使得无色的化学计量比型比色传感器 RMPC 与 Hg 离子形成 1:2 M 比例的络合物时,颜色由无色变为粉红色,实现了裸眼检测。通过解释 Hg 诱导罗丹明 B 部分开环,提出了 Hg 离子开启/关闭荧光的配位机制。Hg 在 HeLa 细胞中的荧光成像实验表明,该探针可以被标记并可用于生物系统。

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