有机化学 ›› 2020, Vol. 40 ›› Issue (4): 1043-1049.DOI: 10.6023/cjoc201910024 上一篇    下一篇

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a,b, 张浩a, 刘敏a, 刘旌江a, 廖原a, 权正军a, 王喜存a   

  1. 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 发布日期:2020-05-06
  • 通讯作者: 权正军, 王喜存 E-mail:quanzhengjun@hotmail.com;wangxicun@nwnu.edu.cn
  • 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.

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

Zhu Jihuaa,b, Zhang Haoa, Liu Mina, Liu Jingjianga, Liao Yuana, Quan Zhengjuna, Wang Xicuna   

  1. 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:2019-10-20 Revised:2019-11-12 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).

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

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