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

Yanhui Zhang, Hao Teng, Ying Gao, Muhammad Wasim Afzal, Jingye Tian, Xi Chen, Haoyang Tang, Tony D. James, Yuan Guo

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

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.

Original languageEnglish
JournalChinese Chemical Letters
Early online date6 Mar 2020
DOIs
Publication statusE-pub ahead of print - 6 Mar 2020

Keywords

  • 2-Pyridylhydrazones
  • Fluorescent probes
  • Hypochlorous acid
  • Reactive oxygen species
  • Triazolopyridines

ASJC Scopus subject areas

  • Chemistry(all)

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