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2020 , Vol. 40 >Issue 4: 1043 - 1049

DOI: https://doi.org/10.6023/cjoc201910024

研究简报

pH调控下基于分子内电荷转移(ICT)机理的硫化氢荧光探针

  • 朱继华 ,
  • 张浩 ,
  • 刘敏 ,
  • 刘旌江 ,
  • 廖原 ,
  • 权正军 ,
  • 王喜存
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  • a 西北师范大学化学化工学院 兰州 730070;
    b 陇东学院化学化学工院 甘肃庆阳 745000

收稿日期: 2019-10-20

  修回日期: 2019-11-12

  网络出版日期: 2020-05-06

基金资助

陇原青年创新创业人才工程（No.2019-39）和甘肃省高等学校科研（No.2018A-004）资助项目.

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An Intramolecular Charge Transfer (ICT)-Based Fluorescent Probe of Hydrogen Sulphide under pH Control Strategy

  • Zhu Jihua ,
  • Zhang Hao ,
  • Liu Min ,
  • Liu Jingjiang ,
  • Liao Yuan ,
  • Quan Zhengjun ,
  • Wang Xicun
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  • a College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070;
    b College of Chemistry and Chemical Engineering, Longdong University, Qingyang, Gansu 745000

Received date: 2019-10-20

  Revised date: 2019-11-12

  Online published: 2020-05-06

Supported by

Project supported by the Longyuan Youth Innovative and Entrepreneurial Talents Project (No. 2019-39) and the Research Project of Higher Education in Gansu Province (No. 2018A-004).

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摘要

硫化氢（H2S）和pH在环境和细胞内的许多过程中起着至关重要的作用.为了更好地研究其功能，需要一种快速、灵敏地检测H2S和pH的荧光探针.设计合成了以萘二酰亚胺为荧光基团，叠氮为识别位点，基于分子内电荷转移（ICT）机制的反应型荧光探针L.该探针L在较宽的pH范围（4~11）内稳定性好，对H2S的选择性高，响应速度快（3 min），检测限（1.18 μmol·L-1）较低，在0~20 μmol·L-1的范围内，荧光强度与H2S浓度呈良好的线性关系（R2=0.99823）.此外，当体系中存在30倍的H2S时，在2 ≤ pH ≤ 6.5的范围内，L对pH变化显示线性关系（R2=0.98764），可用作pH探针.该探针在检测H2S和30倍H2S存在条件下研究细胞微环境pH变化的方法，在分析检测和病理分析等方面具有潜在的应用前景.

关键词： 硫化氢; pH; 荧光探针; 理论计算; ICT机制

本文引用格式

朱继华 , 张浩 , 刘敏 , 刘旌江 , 廖原 , 权正军 , 王喜存 . pH调控下基于分子内电荷转移(ICT)机理的硫化氢荧光探针[J]. 有机化学, 2020 , 40(4) : 1043 -1049 . DOI: 10.6023/cjoc201910024

Abstract

Hydrogen sulfide (H2S) and pH play a most important role in vivo and environment. A fluorescent probe for fast and sensitive detection of H2S and pH are of vital importance for research their functions. A naphthalimide-based fluorescent probe L has been designed and synthesized based on intramolecular charge transfer (ICT) mechanism by utilizing azide as recognition site. The probe L has demonstrated good stability in the pH range of 4~11. It showed satisfactory sensitivity and rapidly response (less than 3 min) to H2S. An excellent linear relationship (R2=0.99823) displayed in the range of H2S concentrations from 0 μmol·L-1 to 20 μmol·L-1 and the detection limit was 1.18 μmol·L-1. Furthermore, in the present 30 equiv. H2S, it was successfully applied to detection of pH with good linear relationship (R2=0.98764) in the pH range of 2~6.5. This methods provide a reference for detection of H2S and pH value in the presence of 30 equiv. H2S, which have potential application prospects in analytical detection and pathological analysis.

Key words： hydrogen sulfide; pH; fluorescent probe; theoretical calculations; ICT mechanism

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