A Novel 1,8-Disubstituted Pyrene-Based Fluorescent Probe for Subsequent Detection of Cu2+ and Pyrophosphate

doi:10.6023/cjoc201702005

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2002-2007.DOI: 10.6023/cjoc201702005 Previous Articles Next Articles

ARTICLE

一种基于1,8-双取代芘的荧光探针对Cu²⁺和焦磷酸根的接力识别

钟克利^a, 郭宝峰^a, 孙笑寒^a, 周雪^a, 张强^a, 汤立军^a, 张行荣^b

a 渤海大学化学化工学院锦州 121013;
b 北京矿冶研究总院矿物加工科学与技术国家重点实验室北京 102600

收稿日期:2017-02-03 修回日期:2017-03-27 发布日期:2017-04-21
通讯作者: 汤立军, 张行荣 E-mail:ljtang@bhu.edu.cn;zhxr1984@126.com
基金资助:
国家自然科学基金（Nos.21304009，21476029，U1608222）、辽宁省高等学校优秀人才支持计划（Nos.LJQ2014125，LR2015001）资助项目.

A Novel 1,8-Disubstituted Pyrene-Based Fluorescent Probe for Subsequent Detection of Cu²⁺ and Pyrophosphate

Zhong Keli^a, Guo Baofeng^a, Sun Xiaohan^a, Zhou Xue^a, Zhang Qiang^a, Tang Lijun^a, Zhang Xingrong^b

a College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013;
b State Key Laboratory of Mineral Processing, Beijing General Research Institute of Mining and Metallurgy, Beijing 102600

Received:2017-02-03 Revised:2017-03-27 Published:2017-04-21
Contact: 10.6023/cjoc201702005 E-mail:ljtang@bhu.edu.cn;zhxr1984@126.com
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21304009, 21476029, U1608222) and the Liaoning Excellent Talents in University (Nos. LJQ2014125, LR2015001).

1. A Novel 1,8-Disubstituted Pyrene-Based Fluorescent Probe for Subsequent Detection of Cu²⁺ and Pyrophosphate.PDF(496KB)

Abstract

A 1,8-disubstituted pyrene-based fluorescent probe L was designed and synthesized using 1,8-diethynylpyrene and 8-aminoquinoline as raw materials by “click” reaction and the structure of L was characterized. The probe L exhibited good selectivity and sensitivity to Cu²⁺ with fast response and good anti-interference ability in the THF/H₂O (V:V=1:1, HEPES 1×10^-2 mol/L, pH=7.4). Job's plot and high resolution mass spectrometry showed that stoichiometric ratio of L to Cu²⁺ was 1:1, and the density functional theory calculations indicated that L with Cu²⁺ formed a multicomponent complex. In addition, the L-Cu²⁺ showed highly selective sequential recognition of PPi with good sensitivity and fast response. The detection limit of L-Cu²⁺ to PPi could reach 6.32 μmol·L^-1, which illustrated L-Cu²⁺ had the potential application value.

Key words: disubstituted pyrene, fluorescence probe, Cu²⁺, PPi, recognition

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Zhong Keli, Guo Baofeng, Sun Xiaohan, Zhou Xue, Zhang Qiang, Tang Lijun, Zhang Xingrong. A Novel 1,8-Disubstituted Pyrene-Based Fluorescent Probe for Subsequent Detection of Cu²⁺ and Pyrophosphate[J]. Chin. J. Org. Chem., 2017, 37(8): 2002-2007.

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一种基于1,8-双取代芘的荧光探针对Cu²⁺和焦磷酸根的接力识别

A Novel 1,8-Disubstituted Pyrene-Based Fluorescent Probe for Subsequent Detection of Cu²⁺ and Pyrophosphate

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一种基于1,8-双取代芘的荧光探针对Cu2+和焦磷酸根的接力识别