Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (12): 4339-4343.DOI: 10.6023/cjoc202007022 Previous Articles     Next Articles


赵小龙a, 李娜a, 刘发玉a, 高超a, 丰久彪a, 刘乐平a, 关晓琳a, 燕娜b   

  1. a 西北师范大学化学化工学院 教育部生态环境相关高分子重点实验室 兰州 730070;
    b 兰州大学药学院 兰州 730000
  • 收稿日期:2020-07-07 修回日期:2020-07-29 发布日期:2020-08-11
  • 通讯作者: 赵小龙
  • 基金资助:

Synthesis and Application of Water-Soluble Reaction-Based Boron-Dipyrromethene (BODIPY) Probes for Fluorescent Detection of Peroxynitrite with High Selectivity

Zhao Xiaolonga, Li Naa, Liu Fayua, Gao Chaoa, Feng Jiubiaoa, Liu Lepinga, Guan Xiaolina, Yan Nab   

  1. a Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070;
    b School of Pharmacy, Lanzhou University, Lanzhou 730000
  • Received:2020-07-07 Revised:2020-07-29 Published:2020-08-11
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21462039, 21761032).

Two reaction-based water-soluble boron-dipyrromethene (BODIPY) fluorescent probes, Ac-Phe-BODIPY and Ac-BODIPY, were developed for peroxynitrite (ONOO-) measurement. High sensitivity, low detection limit and excellent selectivity toward ONOO- were obtained for determining reactive oxygen species (ROS) and reactive nitrogen species (RNS). The reaction-based probe Ac-Phe-BODIPY was hydrolyzed into BODIPY-1 which was isolated by column chromatography and proved by 1H NMR and ESI-MS. The characterization results revealed the photoinduced electron transfer (PET) mechanism which was simultaneously in agreement with density functional theory (DFT) calculation.

Key words: boron-dipyrromethene (BODIPY) fluorescent probe, peroxynitrite, water-soluble, fluorescent detection