Chinese Journal of Applied Chemistry ›› 2023, Vol. 40 ›› Issue (3): 441-448.DOI: 10.19894/j.issn.1000-0518.220268

• Full Papers • Previous Articles     Next Articles

Liver-Targeted Fluorescent Probes for Specific Detection of ONOO- in HepG2 Cells

Jia-Mei GENG1,2, Su-Fang MA1, Wen LIU1, Hai-Peng DIAO1, Zhi-Fang WU2, Si-Jin LI2()   

  1. 1.School of Basic Medical Science,Shanxi Medical University,Taiyuan 030001,China
    2.Department of Nuclear Medicine,First Hospital of Shanxi Medical University,Taiyuan 030001,China
  • Received:2022-08-08 Accepted:2022-11-21 Published:2023-03-01 Online:2023-03-27
  • Contact: Si-Jin LI
  • About
  • Supported by:
    the National Natural Science Foundation of China(82202289);the Natural Science Foundation of Shanxi Province(201901D111191)


As an important biologically active molecule, peroxynitrite (ONOO-) plays an important role in cellular signal transduction and homeostatic regulation. Precise and targeted detection of ONOO- in biological systems is crucial for in-depth exploration of its physiological and pathological mechanisms. A “turn-on” fluorescent probe naphthalamide derivative (NA) is designed based on 1,?8-naphthalene imide and ursodeoxycholic acid for specific detection of ONOO- in HepG2 cells. Probe NA is synthesized by three steps, the structures of intermediates and target compounds are confirmed by 1H NMR and 13C NMR spectroscopy and HRMS. The optical properties of probe NA are explored. The green fluorescence of probe NA in the presence of ONOO- is significantly increased compared to its fluorescence in the absence of ONOO-. The fluorescence intensity and concentrations of ONOO- shows a good linear relationship in the range of 0.0 to 14.0 μmol/L, with the detection limit of 0.27 μmol/L. In addition, probe NA shows excellent selectivity toward ONOO-, good biocompatibility, and the fluorescence intensity is almost independent to the pH of the environment. Finally, probe NA is applied to monitor ONOO- in living cells. The results of cell fluorescence imaging exhibit that probe NA possesses good targeting ability to HepG2 cells, and can detect exogenous and endogenous ONOO- in HepG2 cells, which demonstrates the great potential of in the application of ONOO- detection in vivo.

Key words: Peroxynitrite, Liver targeting, Fluorescent probes, Fluorescence imaging

CLC Number: