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Kinetic Studies of Antioxidant Properties of Ovothiol A

Ovothiol A (OSH) is one of the strongest natural antioxidants. So far, its presence was found in tissues of marine invertebrates, algae and fish. Due to very low pKa value of the SH group, under physiological conditions, this compound is almost entirely present in chemically active thiolate form and...

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Autores principales: Osik, Nataliya A., Zelentsova, Ekaterina A., Tsentalovich, Yuri P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8470380/
https://www.ncbi.nlm.nih.gov/pubmed/34573105
http://dx.doi.org/10.3390/antiox10091470
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author Osik, Nataliya A.
Zelentsova, Ekaterina A.
Tsentalovich, Yuri P.
author_facet Osik, Nataliya A.
Zelentsova, Ekaterina A.
Tsentalovich, Yuri P.
author_sort Osik, Nataliya A.
collection PubMed
description Ovothiol A (OSH) is one of the strongest natural antioxidants. So far, its presence was found in tissues of marine invertebrates, algae and fish. Due to very low pKa value of the SH group, under physiological conditions, this compound is almost entirely present in chemically active thiolate form and reacts with ROS and radicals significantly faster than other natural thiols. In biological systems, OSH acts in tandem with glutathione GSH, with OSH neutralizing oxidants and GSH maintaining ovothiol in the reduced state. In the present work, we report the rate constants of OSH oxidation by H(2)O(2) and of reduction of oxidized ovothiol OSSO by GSH and we estimate the Arrhenius parameters for these rate constants. The absorption spectra of reaction intermediates, adduct OSSG and sulfenic acid OSOH, were obtained. We also found that OSH effectively quenches the triplet state of kynurenic acid with an almost diffusion-controlled rate constant. This finding indicates that OSH may serve as a good photoprotector to inhibit the deleterious effect of solar UV irradiation; this assumption explains the high concentrations of OSH in the fish lens. The unique antioxidant and photoprotecting properties of OSH open promising perspectives for its use in the treatment of human diseases.
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spelling pubmed-84703802021-09-27 Kinetic Studies of Antioxidant Properties of Ovothiol A Osik, Nataliya A. Zelentsova, Ekaterina A. Tsentalovich, Yuri P. Antioxidants (Basel) Article Ovothiol A (OSH) is one of the strongest natural antioxidants. So far, its presence was found in tissues of marine invertebrates, algae and fish. Due to very low pKa value of the SH group, under physiological conditions, this compound is almost entirely present in chemically active thiolate form and reacts with ROS and radicals significantly faster than other natural thiols. In biological systems, OSH acts in tandem with glutathione GSH, with OSH neutralizing oxidants and GSH maintaining ovothiol in the reduced state. In the present work, we report the rate constants of OSH oxidation by H(2)O(2) and of reduction of oxidized ovothiol OSSO by GSH and we estimate the Arrhenius parameters for these rate constants. The absorption spectra of reaction intermediates, adduct OSSG and sulfenic acid OSOH, were obtained. We also found that OSH effectively quenches the triplet state of kynurenic acid with an almost diffusion-controlled rate constant. This finding indicates that OSH may serve as a good photoprotector to inhibit the deleterious effect of solar UV irradiation; this assumption explains the high concentrations of OSH in the fish lens. The unique antioxidant and photoprotecting properties of OSH open promising perspectives for its use in the treatment of human diseases. MDPI 2021-09-15 /pmc/articles/PMC8470380/ /pubmed/34573105 http://dx.doi.org/10.3390/antiox10091470 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Osik, Nataliya A.
Zelentsova, Ekaterina A.
Tsentalovich, Yuri P.
Kinetic Studies of Antioxidant Properties of Ovothiol A
title Kinetic Studies of Antioxidant Properties of Ovothiol A
title_full Kinetic Studies of Antioxidant Properties of Ovothiol A
title_fullStr Kinetic Studies of Antioxidant Properties of Ovothiol A
title_full_unstemmed Kinetic Studies of Antioxidant Properties of Ovothiol A
title_short Kinetic Studies of Antioxidant Properties of Ovothiol A
title_sort kinetic studies of antioxidant properties of ovothiol a
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8470380/
https://www.ncbi.nlm.nih.gov/pubmed/34573105
http://dx.doi.org/10.3390/antiox10091470
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