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

doi:10.6023/cjoc202007022

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (12): 4339-4343.DOI: 10.6023/cjoc202007022 Previous Articles Next Articles

高选择性检测ONOO^－的水溶性反应型氟硼二吡咯(BODIPY)荧光探针的合成与应用

赵小龙^a, 李娜^a, 刘发玉^a, 高超^a, 丰久彪^a, 刘乐平^a, 关晓琳^a, 燕娜^b

a 西北师范大学化学化工学院教育部生态环境相关高分子重点实验室兰州 730070;
b 兰州大学药学院兰州 730000

收稿日期:2020-07-07 修回日期:2020-07-29 发布日期:2020-08-11
通讯作者: 赵小龙 E-mail:zhaoxl82@nwnu.edu.cn
基金资助:
国家自然科学基金（Nos.21462039，21761032）资助项目.

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

Received:2020-07-07 Revised:2020-07-29 Published:2020-08-11
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21462039, 21761032).

1. cjoc202007022.pdf(1603KB)

Abstract

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.

Key words: boron-dipyrromethene (BODIPY) fluorescent probe, peroxynitrite, water-soluble, fluorescent detection

Cite this article

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.

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高选择性检测ONOO^－的水溶性反应型氟硼二吡咯(BODIPY)荧光探针的合成与应用

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

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高选择性检测ONOO－的水溶性反应型氟硼二吡咯(BODIPY)荧光探针的合成与应用

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

PDF

Supporting Info.

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 14

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Metrics

Comments

高选择性检测ONOO^－的水溶性反应型氟硼二吡咯(BODIPY)荧光探针的合成与应用