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Keywords = azanone

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Article
Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles
by Angelika Artelska, Monika Rola, Michał Rostkowski, Marlena Pięta, Jakub Pięta, Radosław Michalski and Adam Bartłomiej Sikora
Int. J. Mol. Sci. 2021, 22(23), 12982; https://doi.org/10.3390/ijms222312982 - 30 Nov 2021
Cited by 6 | Viewed by 2956
Abstract
Azanone (HNO) is an elusive electrophilic reactive nitrogen species of growing pharmacological and biological significance. Here, we present a comparative kinetic study of HNO reactivity toward selected cyclic C-nucleophiles under aqueous conditions at pH 7.4. We applied the competition kinetics method, which [...] Read more.
Azanone (HNO) is an elusive electrophilic reactive nitrogen species of growing pharmacological and biological significance. Here, we present a comparative kinetic study of HNO reactivity toward selected cyclic C-nucleophiles under aqueous conditions at pH 7.4. We applied the competition kinetics method, which is based on the use of a fluorescein-derived boronate probe FlBA and two parallel HNO reactions: with the studied scavenger or with O2 (k = 1.8 × 104 M−1s−1). We determined the second-order rate constants of HNO reactions with 13 structurally diverse C-nucleophiles (k = 33–20,000 M−1s−1). The results show that the reactivity of HNO toward C-nucleophiles depends strongly on the structure of the scavenger. The data are supported with quantum mechanical calculations. A comprehensive discussion of the HNO reaction with C-nucleophiles is provided. Full article
(This article belongs to the Section Physical Chemistry and Chemical Physics)
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