Citation: Kang Yan-Fei, Niu Li-Ya, Yang Qing-Zheng. Fluorescent probes for detection of biothiols based on "aromatic nucleophilic substitution-rearrangement" mechanism[J]. Chinese Chemical Letters, ;2019, 30(10): 1791-1798. doi: 10.1016/j.cclet.2019.08.013 shu

Fluorescent probes for detection of biothiols based on "aromatic nucleophilic substitution-rearrangement" mechanism

Kang Yan-Fei ^a,b ,
Niu Li-Ya ^b,*, ,
Yang Qing-Zheng ^b,*,

a.
Hebei Key Laboratory of Quality & Safety Analysis-Testing for Agro-Products and Food, and College of Laboratory Medicine, Hebei North University, Zhangjiakou 075000, China
b.
Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing 100875, China

Author Bio: Yan-Fei Kang received his Ph.D. degree in State Key Laboratory of Applied Organic Chemistry of Lanzhou University in 2014. Subsequently, he joined the Hebei North University as an assistant professor. He carried out a visiting scholar research (2017–2019) at the Beijing Normal University (BNU) with Prof. Qing-Zheng Yang. His research interests focus on fluorescent probes for bioimaging and photodynamic therapy
Li-Ya Niu received both her B.S. and M.S. degrees from Beihang University (BUAA), and obtained her Ph.D. degree in organic chemistry from the Technical Institute of Physics and Chemistry, Chinese Academy of Sciences (TIPC, CAS) in 2013 under supervision of Prof. Qing-Zheng Yang. She had worked as an assistant professor at TIPC (2013–2016). In 2016, she moved to BNU as a lecturer and was promoted to associate professor in 2019. Her research interests include the fluorescent probes, functional optical materials and their biological applications
Qing-Zheng Yang received his Ph.D. in 2003 from the TIPC, CAS, under the supervision of professor Chen-Ho Tung and Li-Zhu Wu. After completing postdoctoral research at the University Louis Pasteur and University of Illinois, Urbana, he returned to TIPC in 2009 as a full professor. He moved to BNU in 2014, where he is a professor of chemistry. His research interests cover photochemistry of supramolecular assemblies and fluorescent probes for bioimaging

niuly@bnu.edu.cn

qzyang@bnu.edu.cn

Received Date: 5 July 2019
Revised Date: 11 August 2019
Accepted Date: 12 August 2019
Available Online: 14 October 2019

Figures(16)

Biothiols, including cysteine (Cys), homocysteine (Hcy), and glutathione (GSH) play important roles in physiological processes, and the detection of thiol using fluorescent probes has attracted attention due to their high sensitivity and selectively and invasive on-time imaging. However, the similar structures and reactivity of these biothiols present great challenges for selective detection. This review focused on the the "aromatic nucleophilic substitution-rearrangement (S_NAr-rearrangement) mechanism", which provided a powerful tool to design fluorescent probes for the discrimination between biothiols. We classify the fluorescent probes according to types of fluorophores, such as difluoroboron dipyrromethene (BODIPY), nitrobenzoxadiazole (NBD), cyanine, pyronin, naphthalimide, coumarin, and so on. We hope this review will inspire exploration of new fluorescent probes for biothiols and other relevant analytes.
- Biothiols,
- Fluorescent probes,
- Aromatic nucleophilic substitution,
- Rearrangement,
- Fluorophores,
- Bioapplication
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