Citation: 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 shu

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

Chen Yu ¹ ,
Bi Keying ¹ ,
Hao Ruiting ² ,
Xie Ping ¹ ,
Huang Lina ¹ ,
Wang Yumin ¹ ,
Zhang Junfeng ^1,, ,
Xu Rui ² ,
Wu Xianghua ¹

1.
College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500
2.
College of Energy and Environment Science, Yunnan Normal University, Kunming 650500

Corresponding author: Zhang Junfeng, junfengzhang78@126.com
Received Date: 28 July 2019
Revised Date: 19 September 2019
Available Online: 9 February 2019
Fund Project: Project supported by the National Natural Science Foundation of China 21867019Project supported by the National Natural Science Foundation of China 41561108Project supported by the National Natural Science Foundation of China 11474248Project 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)Project supported by the National Natural Science Foundation of China 61774130the Foundation of the Department of Science and Technology of Yunnan Province 2014HB008Project supported by the National Natural Science Foundation of China 21302165Project supported by the National Natural Science Foundation of China Nos. 21262050the Graduate Research and Innovation Fund of Yunnan Normal University No. Ysdyjs2019122the Foundation of the Department of Science and Technology of Yunnan Province Nos. 2016FB020the Foundation of the Department of Science and Technology of Yunnan Province 2017HB019Project supported by the National Natural Science Foundation of China 21672185

Figures(6)

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.
- fluorescence probe,
- ratiometric probe,
- peroxynitrite,
- cell imaging
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