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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 2: 511 - 515

DOI: https://doi.org/10.6023/cjoc201907048

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

  • Chen Yu ,
  • Bi Keying ,
  • Hao Ruiting ,
  • Xie Ping ,
  • Huang Lina ,
  • Wang Yumin ,
  • Zhang Junfeng ,
  • Xu Rui ,
  • Wu Xianghua
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  • 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 date: 2019-07-28

  Revised date: 2019-09-19

  Online 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).

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Abstract

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

Cite this article

Chen Yu , Bi Keying , Hao Ruiting , Xie Ping , Huang Lina , Wang Yumin , Zhang Junfeng , Xu Rui , Wu Xianghua . Near-Infrared Ratiometric Fluorescent Probe for Detection of Peroxynitrite in HeLa Cells Based on Dicyanomethylene-4H-pyran Coumarin System[J]. Chinese Journal of Organic Chemistry, 2020 , 40(2) : 511 -515 . DOI: 10.6023/cjoc201907048

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