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

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• 作者：Quanjuan Zhang ; Na Zhang ; Yi-Tao Long ; Xuhong Qian ; Youjun Yang
• 刊名：Bioconjugate Chemistry
• 出版年：2016
• 出版时间：February 17, 2016
• 年：2016
• 卷：27
• 期：2
• 页码：341-353
• 全文大小：1001K
• ISSN：1520-4812

文摘

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 (PN600), which could 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.