One- and two-electron oxidation of thiols: mechanisms, kinetics and biological fates

Free Radical Research
Madia TrujilloRafael Radi

Abstract

The oxidation of biothiols participates not only in the defense against oxidative damage but also in enzymatic catalytic mechanisms and signal transduction processes. Thiols are versatile reductants that react with oxidizing species by one- and two-electron mechanisms, leading to thiyl radicals and sulfenic acids, respectively. These intermediates, depending on the conditions, participate in further reactions that converge on different stable products. Through this review, we will describe the biologically relevant species that are able to perform these oxidations and we will analyze the mechanisms and kinetics of the one- and two-electron reactions. The processes undergone by typical low-molecular-weight thiols as well as the particularities of specific thiol proteins will be described, including the molecular determinants proposed to account for the extraordinary reactivities of peroxidatic thiols. Finally, the main fates of the thiyl radical and sulfenic acid intermediates will be summarized.

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Citations

Jan 23, 2016·Free Radical Research·Rafael Radi, Madia Trujillo
Jun 12, 2016·Antioxidants & Redox Signaling·Christian Schöneich
Oct 4, 2016·Archives of Biochemistry and Biophysics·Henry Jay FormanFulvio Ursini
Apr 5, 2017·Antioxidants & Redox Signaling·Aníbal M ReyesMadia Trujillo
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Dec 28, 2017·Free Radical Research·Adrián AicardoRafael Radi
Dec 30, 2017·Chembiochem : a European Journal of Chemical Biology·Małgorzata SierantBarbara Nawrot
Feb 27, 2019·Physical Chemistry Chemical Physics : PCCP·Tongqing LongZhong-Jie Jiang
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May 29, 2018·Proceedings of the National Academy of Sciences of the United States of America·Rafael Radi
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Mar 4, 2021·Physical Chemistry Chemical Physics : PCCP·Nelson EucedaRuomei Gao
Feb 19, 2021·Redox Biology·Shuwen JiangMichael J Davies
Nov 21, 2017·Redox Biology·Silvina Bartesaghi, Rafael Radi
Jun 26, 2021·Pharmacology & Therapeutics·Brandán PedreTobias P Dick
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Sep 10, 2019·Chemical Reviews·Ari ZeidaRafael Radi
Aug 29, 2019·ACS Omega·Andrew S OlsonPatrick H Dussault

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