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- Title
Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C -Nucleophiles.
- Authors
Artelska, Angelika; Rola, Monika; Rostkowski, Michał; Pięta, Marlena; Pięta, Jakub; Michalski, Radosław; Sikora, Adam Bartłomiej
- 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 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.
- Subjects
NITROXYL; REACTIVE nitrogen species
- Publication
International Journal of Molecular Sciences, 2021, Vol 22, Issue 23, p12982
- ISSN
1661-6596
- Publication type
Article
- DOI
10.3390/ijms222312982