Kinetics of Azanone (HNO) Reactions with Thiols: Effect of pH
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Published:2021-05-05
Issue:4
Volume:79
Page:845-856
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ISSN:1085-9195
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Container-title:Cell Biochemistry and Biophysics
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language:en
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Short-container-title:Cell Biochem Biophys
Author:
Smulik-Izydorczyk Renata, Dębowska Karolina, Rostkowski Michał, Adamus Jan, Michalski Radosław, Sikora AdamORCID
Abstract
AbstractHNO (nitroxyl, IUPAC name azanone) is an electrophilic reactive nitrogen species of growing pharmacological and biological significance. Here, we present data on the pH-dependent kinetics of azanone reactions with the low molecular thiols glutathione and N-acetylcysteine, as well as with important serum proteins: bovine serum albumin and human serum albumin. The competition kinetics method used is based on two parallel HNO reactions: with RSH/RS− or with O2. The results provide evidence that the reaction of azanone with the anionic form of thiols (RS−) is favored over reactions with the protonated form (RSH). The data are supported with quantum mechanical calculations. A comprehensive discussion of the HNO reaction with thiolates is provided.
Funder
Narodowe Centrum Nauki Politechnika Łódzka
Publisher
Springer Science and Business Media LLC
Subject
Cell Biology,Biochemistry,General Medicine,Biophysics
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