有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2002-2007.DOI: 10.6023/cjoc201702005 上一篇    下一篇

研究论文

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   

  1. 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 Kelia, Guo Baofenga, Sun Xiaohana, Zhou Xuea, Zhang Qianga, Tang Lijuna, Zhang Xingrongb   

  1. 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).

以1,8-二乙炔基芘和8-氨基喹啉为原料,通过click反应合成了一种双取代芘荧光探针L,表征了其结构.探针L可以在THF/H2O (V∶V=1∶1,HEPES,1×10-2 mol/L,pH=7.4)中快速识别Cu2+,其他离子没有干扰.Job's实验和高分辨质谱证明L与Cu2+的结合计量比为1∶1,密度泛函理论计算表明L与Cu2+形成了多元配合物.此外,L-Cu2+对PPi具有良好的选择性和灵敏度,且响应快速,其检测限可达到6.32 μmol·L-1,有潜在的应用价值.

关键词: 双取代芘, 荧光探针, Cu2+, 焦磷酸根, 识别

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