4.7 Article

Understanding the Selectivity of a Multichannel Fluorescent Probe for Peroxynitrite Over Hypochlorite

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BIOCONJUGATE CHEMISTRY
卷 27, 期 2, 页码 341-353

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AMER CHEMICAL SOC
DOI: 10.1021/acs.bioconjchem.5b00396

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资金

  1. Shanghai Rising-Star Program [13QA1401200]
  2. Ministry of Education of China [20110074120008]
  3. National Natural Science Foundation of China [21106043, 21372080]

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Peroxynitrite is a prominent biological reactive nitrogen species from radical combination of nitric oxide and superoxide and fundamentally involved in broad spectrum physiological and pathological processes. Though redox-inert itself, peroxynitrite anion (OONO-) attacks various biological electrophiles to generate an array of potent 2-e(-) or 1-e(-) oxidants, which result in cell injuries. Development of fluorescent probes for peroxynitrite, free from interference from hypochlorite, has been an active endeavor of the chemical community. We previously reported a peroxynitrite probe differentiate hypochlorite from peroxynitrite through a multichannel signaling mechanism. Herein, this intriguing selectivity was accounted for through a structure-reactivity relationship study. Also, this work, together with rich literature contributions, has allowed a qualitative guideline in the use of electron-rich aromatic moieties to design probes against peroxynitrite and/or hypochlorite. The viability of this guideline was further testified by development of another list of peroxynitrite selective probes.

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