Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (3): 1108-1116.DOI: 10.6023/cjoc202012049 Previous Articles     Next Articles



李芳1, 唐永和1, 郭锐1, 林伟英1,*()   

  1. 1 广西电化学能源材料重点实验室 广西大学光功能材料与化学生物学研究院 广西大学化学化工学院 有色金属及材料加工新技术教育部重点实验室 广西有色金属及特色材料加工重点实验室 南宁 530004
  • 收稿日期:2020-12-29 修回日期:2021-02-14 发布日期:2021-02-26
  • 通讯作者: 林伟英
  • 基金资助:
    国家自然科学基金(21672083); 国家自然科学基金(21877048); 国家自然科学基金(22077048); 广西大学启动基金(A3040051003); 广西自然科学基金(2019GXNSFBA245068)

Development of an Ultrasensitive Mitochondria-Targeted Near Infrared Fluorescent Probe for SO2 and Its Imaging in Living Cells and Mice

Fang Li1, Yonghe Tang1, Rui Guo1, Weiying Lin1,*()   

  1. 1 Guangxi Key Laboratory of Electrochemical Energy Materials, Institute of Optical Materials and Chemical Biology, School of Chemistry and Chemical Engineering, MOE Key Laboratory of New Processing Technology for Nonferrous Metals and Materials, Guangxi Key Laboratory of Processing for Non-ferrous Metals and Featured Materials, Guangxi University, Nanning 530004
  • Received:2020-12-29 Revised:2021-02-14 Published:2021-02-26
  • Contact: Weiying Lin
  • About author:
    * Corresponding author. E-mail:
  • Supported by:
    Project supported by the NSFC(21672083); Project supported by the NSFC(21877048); Project supported by the NSFC(22077048); startup fund of Guangxi University(A3040051003); Guangxi Natural Science Foundation(2019GXNSFBA245068)

Sulfur dioxide (SO2) and its derivatives (sulfites, bisulfites, etc.), as important components of active sulfur species, are closely related to the physiological processes of living organisms. In addition, excessive intake of SO2 may cause irreparable damage to the respiratory system, such as lung cancer, tracheitis, asthma, etc. Near-infrared emission fluorescent probes have strong penetrating ability and can detect biomolecules in vivoeffectively. Therefore, in this paper, a mitochondrial targeted near-infrared SO2 fluorescent probe based on the Michael addition mechanism was designed. The solution spectroscopic experiments show that XA-SO2 has significant selectivity and sensitivity to SO2, and has the ability to rapidly detect SO2. It is worth noting that XA-SO2 has good membrane permeability and has successfully detected extracellular/endogenous levels. More importantly, XA-SO2 could be enriched effectively on the mitochondria of cells, which is promising for realizing the dynamic detection of SO2 in the mitochondria of living cells.

Key words: sulfur dioxide, fluorescent probe, bioimaging, Michael addition, mitochondria