Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (11): 3277-3282.DOI: 10.6023/cjoc201905038 Previous Articles     Next Articles

一种响应速率匹配的双反应探针用于荧光识别硫化氢

解畅, 马趁, 贾旭, 张学琪, 魏超*(), 张平竹, 李小六*()   

  1. 河北大学化学与环境科学学院 河北省化学生物学重点实验室 药物化学与分子诊断教育部重点实验室 河北保定 071002
  • 收稿日期:2019-05-16 出版日期:2019-11-25 发布日期:2019-07-17
  • 通讯作者: 魏超,李小六 E-mail:weichao@hbu.edu.cn;lixl@hbu.cn
  • 基金资助:
    国家自然科学基金(21778013);河北省自然科学基金(B2018201234);河北省高等学校科学技术研究(QN2017015);保定市科学研究与发展计划(16zg031);河北大学实验室开放(sy201833);河北大学实验室开放(KYZJX18144)

A Response Rate Matching Dual-Reactable Probe for Fluorescent Recognition of Hydrogen Sulfide

Xie Chang, Ma Chen, Jia Xu, Zhang Xueqi, Wei Chao*(), Zhang Pingzhu, Li Xiaoliu*()   

  1. Key Laboratory of Chemical Biology of Hebei Province, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of Ministry of Education, College of Chemistry and Environmental Science, Hebei University, Baoding, Hebei 071002
  • Received:2019-05-16 Online:2019-11-25 Published:2019-07-17
  • Contact: Wei Chao,Li Xiaoliu E-mail:weichao@hbu.edu.cn;lixl@hbu.cn
  • Supported by:
    the National Natural Science Foundation of China(21778013);the Natural Science Foundation of Hebei Province(B2018201234);the Colleges and Universities Science Technology Research Project of Hebei Province(QN2017015);the Science Technology Research and Development Guidance Programme Project of Baoding City(16zg031);the Open Fund of Laboratory in Hebei University(sy201833);the Open Fund of Laboratory in Hebei University(KYZJX18144)

A dual-reactable H2S fluorescent probe was designed and synthesized by employing ortho-fluoro-substituted coumarin azide and 7-nitrobenzofurazan-piperazine as the H2S reactive groups and the fluorescence quenching groups. The recognition behaviors of the probe to H2S were investigated and the results showed that the probe exhibited high selectivity and sensitivity. The fluorescence off-on enhancement was ca. 3600-fold, and the detection limit was 4.0×10-8 mol/L. The results of enzyme activity test indicated that the probe could be used for cystathionine β-synthase (CBS) activity detection and inhibitor screening. Furthermore, the probe was successfully applied for the imaging of H2S in living cells.

Key words: hydrogen sulfide, response rate, dual-reactable, fluorescent probe