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

doi:10.6023/cjoc201907048

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

基于苯并吡喃腈-香豆素体系的近红外比率型荧光探针用于检测HeLa细胞中的过氧亚硝酸盐

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

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 E-mail:junfengzhang78@126.com
基金资助:
国家自然科学基金（Nos.21262050，21302165，21672185，21867019，41561108，61774130，11474248）、云南省科学技术厅基金（Nos.2016FB020，2014HB008，2017HB019）以及云南师范大学研究生科研创新基金（No.Ysdyjs2019122）资助项目.

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

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

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).

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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.

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基于苯并吡喃腈-香豆素体系的近红外比率型荧光探针用于检测HeLa细胞中的过氧亚硝酸盐

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

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