Citation: Zhao Xiaolong, Li Na, Liu Fayu, Gao Chao, Feng Jiubiao, Liu Leping, Guan Xiaolin, Yan Na. Synthesis and Application of Water-Soluble Reaction-Based Boron-Dipyrromethene (BODIPY) Probes for Fluorescent Detection of Peroxynitrite with High Selectivity[J]. Chinese Journal of Organic Chemistry, ;2020, 40(12): 4339-4343. doi: 10.6023/cjoc202007022 shu

Synthesis and Application of Water-Soluble Reaction-Based Boron-Dipyrromethene (BODIPY) Probes for Fluorescent Detection of Peroxynitrite with High Selectivity

Zhao Xiaolong ^a,, ,
Li Na ^a ,
Liu Fayu ^a ,
Gao Chao ^a ,
Feng Jiubiao ^a ,
Liu Leping ^a ,
Guan Xiaolin ^a ,
Yan Na ^b

a.
Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070
b.
School of Pharmacy, Lanzhou University, Lanzhou 730000

Corresponding author: Zhao Xiaolong, zhaoxl82@nwnu.edu.cn
Received Date: 7 July 2020
Revised Date: 29 July 2020
Available Online: 11 August 2020
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21462039, 21761032)the National Natural Science Foundation of China 21462039the National Natural Science Foundation of China 21761032

Figures(5)

Two reaction-based water-soluble boron-dipyrromethene (BODIPY) fluorescent probes, Ac-Phe-BODIPY and Ac-BODIPY, were developed for peroxynitrite (ONOO^-) measurement. High sensitivity, low detection limit and excellent selectivity toward ONOO^- were obtained for determining reactive oxygen species (ROS) and reactive nitrogen species (RNS). The reaction-based probe Ac-Phe-BODIPY was hydrolyzed into BODIPY-1 which was isolated by column chromatography and proved by ¹H NMR and ESI-MS. The characterization results revealed the photoinduced electron transfer (PET) mechanism which was simultaneously in agreement with density functional theory (DFT) calculation.
- boron-dipyrromethene (BODIPY) fluorescent probe,
- peroxynitrite,
- water-soluble,
- fluorescent detection
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