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席夫碱的合成及光物理性质研究作为 Mg 和 Zn 的荧光化学传感器及其应用。

Synthesis and photophysical investigation of Schiff base as a Mg and Zn fluorescent chemosensor and its application.

机构信息

Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang, P. R. China.

Department of Ecology and Environment, Yuzhang Normal University, Nanchang, P. R. China.

出版信息

Luminescence. 2023 Mar;38(3):250-259. doi: 10.1002/bio.4443. Epub 2023 Jan 27.

Abstract

In view of the fluorescent switching properties and anti-fatigue properties of diarylethene, a diarylethene fluorescent chemosensor for the immediate detection of zinc ion (Zn ) and magnesium ion (Mg ) in acetonitrile was synthesized in this article. The structure of 1o was determined by performing spectroscopy and elemental analysis. The presence of Zn or Mg made the chemosensor 1o show an obvious "turn-on" fluorescent signal (bright yellow-green for Mg and bright cyan for Zn ). The fluorescent change caused by the 1:1 binding of 1o and Zn or Mg might be due to hindering the excited-state intramolecular proton transfer (ESIPT) process, which were bolstered by Benesi-Hildebrand analysis, Job's plot curves, proton nuclear magnetic resonance ( H-NMR) titration and mass spectrometry. The limits of detection were acquired from the standard curve plots for Mg at 44.6 nM and for Zn at 14 nM. Based on the fluorescent behaviors, a logic gate was constructed with the emission intensity at 528/518 nm as output signal, the ultraviolet-visible (UV-vis) lights, Mg /Zn and EDTA as input signals. Exogenous Zn and Mg fluorescent bioimaging were performed on Hela cells with 1o, indicating its potential application in biodiagnostic analysis. In particular, 1o was manufactured into test paper, and Zn or Mg can be conveniently, efficiently and qualitatively identified by the fluorescent color variation of the test strips.

摘要

鉴于二芳烯的荧光开关性能和抗疲劳性能,本文合成了一种用于立即检测乙腈中锌离子(Zn )和镁离子(Mg )的二芳烯荧光化学传感器 1o。通过光谱和元素分析确定了 1o 的结构。Zn 或 Mg 的存在使化学传感器 1o 显示出明显的“开启”荧光信号(Mg 为亮黄绿色,Zn 为亮青色)。1o 与 Zn 或 Mg 以 1:1 结合引起的荧光变化可能是由于阻碍了激发态分子内质子转移(ESIPT)过程,这得到了 Benesi-Hildebrand 分析、Job 曲线、质子核磁共振( H-NMR )滴定和质谱的支持。从 Mg 的标准曲线图中获得了检测限,为 44.6 nM,Zn 的检测限为 14 nM。基于荧光行为,以 528/518 nm 的发射强度作为输出信号,构建了一个逻辑门,以紫外-可见(UV-vis)光、Mg /Zn 和 EDTA 作为输入信号。用 1o 对 Hela 细胞进行了外源性 Zn 和 Mg 的荧光生物成像,表明其在生物诊断分析中有潜在的应用。特别是,1o 被制成了试纸,通过试纸的荧光颜色变化可以方便、高效、定性地识别 Zn 或 Mg。

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