Citation: Yanhui Zhang, Hao Teng, Ying Gao, Muhammad Wasim Afzal, Jingye Tian, Xi Chen, Haoyang Tang, Tony D. James, Yuan Guo. A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation[J]. Chinese Chemical Letters, ;2020, 31(11): 2917-2920. doi: 10.1016/j.cclet.2020.03.020 shu

A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation

Yanhui Zhang ^{a, 1} ,
Hao Teng ^{a, 1} ,
Ying Gao ^a ,
Muhammad Wasim Afzal ^a ,
Jingye Tian ^a ,
Xi Chen ^a ,
Haoyang Tang ^b ,
Tony D. James ^c ,
Yuan Guo ^{a, *,}

a.
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, National Demonstration Center for Experimental Chemistry Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710127, China
b.
School of Automation, Xi'an University of Posts and Telecommunications, Xi'an 710121, China
c.
Department of Chemistry, University of Bath, Bath, BA2 7AY, United Kingdom

guoyuan@nwu.edu.cn

Received Date: 1 February 2020
Revised Date: 4 March 2020
Accepted Date: 6 March 2020
Available Online: 6 March 2020

Figures(5)

Triazolopyridines are an important kind of fused-ring compounds. A HOCl-promoted triazolopyridine formation strategy is reported here for the first time in which hypochlorous acid (HOCl) mildly and efficiently promotes the formation of 1, 2, 4-triazolo[4, 3-a]pyridines NT1-NT6 from various 2-pyridylhydrazones N1-N6. N6, a rhodol-pyridylhydrazone hybrid, was developed into a fluorescent probe for the selective detection of HOCl, and successfully applied to probe endogenous HOCl in living cells and zebrafish in situ and in real time. The present intramolecular cyclization reaction is selective and atom-economical, thereby not only providing an important approach for the convenient synthesis of triazolopyridines, but also offering a general strategy for sensitive, selective and biocompatible detection of endogenous HOCl in complex biosystems.
- Triazolopyridines,
- 2-Pyridylhydrazones,
- Fluorescent probes,
- Reactive oxygen species,
- Hypochlorous acid
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