bc5b00396_si_001.pdf (2.7 MB)
Understanding the Selectivity of a Multichannel Fluorescent Probe for Peroxynitrite Over Hypochlorite
journal contribution
posted on 2016-02-10, 15:47 authored by Quanjuan Zhang, Na Zhang, Yi-Tao Long, Xuhong Qian, Youjun YangPeroxynitrite
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.