title: Understanding the Selectivity of a Multichannel Fluorescent Probe for Peroxynitrite Over Hypochlorite.
abstract: 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.
authors.affiliation: State Key Laboratory of Bioreactor Engineering, ‡Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, and §Department of Chemistry, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
authors.forename: Quanjuan
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Bioreactor Engineering, ‡Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, and §Department of Chemistry, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
authors.forename: Na
authors.initials: N
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Bioreactor Engineering, ‡Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, and §Department of Chemistry, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
authors.forename: Yi-Tao
authors.initials: YT
authors.lastname: Long
authors.affiliation: State Key Laboratory of Bioreactor Engineering, ‡Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, and §Department of Chemistry, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
authors.forename: Xuhong
authors.initials: X
authors.lastname: Qian
authors.affiliation: State Key Laboratory of Bioreactor Engineering, ‡Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, and §Department of Chemistry, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
authors.forename: Youjun
authors.initials: Y
authors.lastname: Yang
mesh_terms: D005456:Fluorescent Dyes / Q000737:chemistry*; D006997:Hypochlorous Acid / Q000032:analysis*; D010084:Oxidation-Reduction; D030421:Peroxynitrous Acid / Q000032:analysis*; D013050:Spectrometry, Fluorescence
chemical_list: D005456:Fluorescent Dyes; D030421:Peroxynitrous Acid; D006997:Hypochlorous Acid