Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (2): 511-515.DOI: 10.6023/cjoc201907048 Previous Articles     Next Articles


陈宇a, 毕克英a, 郝瑞亭b, 谢萍a, 黄丽娜a, 王玉敏a, 张俊峰a, 徐锐b, 吴相华a   

  1. a 云南师范大学化学化工学院 昆明 650500;
    b 云南师范大学能源与环境科学学院 昆明 650500
  • 收稿日期:2019-07-28 修回日期:2019-09-19 发布日期:2019-10-09
  • 通讯作者: 张俊峰
  • 基金资助:

Near-Infrared Ratiometric Fluorescent Probe for Detection of Peroxynitrite in HeLa Cells Based on Dicyanomethylene-4H-pyran Coumarin System

Chen Yua, Bi Keyinga, Hao Ruitingb, Xie Pinga, Huang Linaa, Wang Yumina, Zhang Junfenga, Xu Ruib, Wu Xianghuaa   

  1. a College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500;
    b College of Energy and Environment Science, Yunnan Normal University, Kunming 650500
  • Received:2019-07-28 Revised:2019-09-19 Published:2019-10-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21262050, 21302165, 21672185, 21867019, 41561108, 61774130, 11474248), the Foundation of the Department of Science and Technology of Yunnan Province (Nos. 2016FB020, 2014HB008, 2017HB019), and the Graduate Research and Innovation Fund of Yunnan Normal University (No. Ysdyjs2019122).

Peroxynitrite (ONOO-) is an important reactive oxygen species in living organisms, and is associated with various biological process in human body. Using dicyanomethylene-4H-pyran coumarin system, a near-infrared ratiometric fluorescent probe (E)-7-(diethylamino)-3-(2-(dicyanomethylene-4H-pyran)vinyl)-coumarin (DCCM) was developed for ONOO- detec-tion. This probe exhibited a strong response in the presence of ONOO-, with a significant color change from purple to light pink, along with 217 nm fluorescence blue shift. The emission color changed from heliotrope to blue, which enables the monitoring of ONOO- by naked eyes. DCCM was used to sensitively measure ONOO- with low detection limit of 6.0×10-7 mol·L-1. The use of DCCM for imaging ONOO- in HeLa cells was also demonstrated.

Key words: fluorescence probe, ratiometric probe, peroxynitrite, cell imaging