A Benzoxazole-Based Fluorescent Probe for Visual Detection of Hg2+

doi:10.6023/A13070796

Acta Chimica Sinica ›› 2013, Vol. 71 ›› Issue (11): 1496-1499.DOI: 10.6023/A13070796 Previous Articles Next Articles

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一种基于苯并噁唑类的可视化检测汞离子的荧光探针

张勇^a,b, 李伟^a, 王强^a, 张若璇^a, 熊启杰^a, 沈祥^a, 郭靖^a, 陈雪梅^a,b

a 湖北理工学院化学与材料工程学院黄石 435003;
b 矿区环境污染控制与修复湖北省重点实验室黄石 435003

投稿日期:2013-07-29 发布日期:2013-09-10
通讯作者: 张勇 E-mail:zy0340907@163.com
基金资助:
项目受湖北省教育厅青年人才项目(No. Q20134402)、湖北理工学院校级创新人才项目(No. 12xjz21C)和矿区环境污染控制与修复湖北省重点实验室开放基金(No. 2012103)资助.

A Benzoxazole-Based Fluorescent Probe for Visual Detection of Hg²⁺

Zhang Yong^a,b, Li Wei^a, Wang Qiang^a, Zhang Ruoxuan^a, Xiong Qijie^a, Shen Xiang^a, Guo Jing^a, Chen Xuemei^a,b

a School of Chemical and Materials Engineering, Hubei Polytechnic University, Huangshi 435003;
b Hubei Key Laboratory of Mine Environmental Pollution Control & Remediation, Huangshi 435003

Received:2013-07-29 Published:2013-09-10
Supported by:
Project supported by the Youth Program of Educational Commission of Hubei Province (No. Q20134402), the Hubei Polytechnic University Innovation Program (No. 12xjz21C) and the Open Foundation of Hubei Key Laboratory of Mine Environmental Pollution Control & Remediation (No. 2012103).

1. A Benzoxazole-Based Fluorescent Probe for Visual Detection of Hg²⁺.PDF(320KB)

Abstract

A benzoxazole-based fluorescent probe 4-(benzo[d]oxazol-2-yl)-2-((bis(2-(ethylthio)ethyl)amino)methyl)phenol (ZY1) was designed and synthesized, and characterized by mass spectrometry (MS), nuclear magnetic resonance (NMR) and X-ray single crystal diffraction, etc. ZY1 was prepared by Mannich reaction, and its pale yellow crystals suitable for X-ray diffraction studies were obtained by slow evaporation of an ethyl acetate solution at room temperature over a period of a few days. The results showed that ZY1 exhibited good sensitivity and selectivity to Hg²⁺. The fluorescence of ZY1 was quenched dramatically in the presence of Hg²⁺, and it remained nearly constant in the range of pH 3.0～9.0. Other metal ions, such as K⁺, Ca²⁺, Na⁺, Mg²⁺, Mn²⁺, Fe²⁺, Fe³⁺, Co²⁺, Ni²⁺, Cu²⁺, Zn²⁺, Cd²⁺, Pb²⁺, induced negligible fluorescence quenching for ZY1 under the same conditions. When the concentration of Hg²⁺ was increased from 0 to 30 μmol/L, the fluorescence of ZY1 (10 μmol/L) quenched gradually. Binding analysis using the method of continuous variations (Job's plot) established that the stoichiometry of ZY1-Hg²⁺ complex was estimated to be 1:1. The fluorescence intensity varied almost linearly vs. the concentration of Hg²⁺ (0.5～4.8 μmol/L), and the detection limit of Hg²⁺ was estimated to be 0.08 μmol/L. Moreover, ZY1 was used for the visual detection of Hg²⁺ and applied to image intracelluar Hg²⁺ in living HeLa cells, indicating that it could be a useful tool in bioanalytical applications.

Key words: benzoxazole, mercuric ion, fluorescent probe, visual detection, fluorescent imaging

Cite this article

Zhang Yong, Li Wei, Wang Qiang, Zhang Ruoxuan, Xiong Qijie, Shen Xiang, Guo Jing, Chen Xuemei. A Benzoxazole-Based Fluorescent Probe for Visual Detection of Hg²⁺[J]. Acta Chimica Sinica, 2013, 71(11): 1496-1499.

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一种基于苯并噁唑类的可视化检测汞离子的荧光探针

A Benzoxazole-Based Fluorescent Probe for Visual Detection of Hg²⁺

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