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N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species
The kinetic characteristics of the interaction of N-acetylcysteine (ASH) with reactive oxygen species (ROS), peroxyl radicals and hydrogen peroxide were determined. It was found that in terms of activity ASH in these reactions is similar to glutathione GSH, the main endogenous bioantioxidant. The ki...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer US
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8556857/ https://www.ncbi.nlm.nih.gov/pubmed/34744411 http://dx.doi.org/10.1007/s11172-021-3299-8 |
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author | Zinatullina, K. M. Orekhova, A. V. Kasaikina, O. T. Khrameeva, N. P. Berezin, M. P. Rusina, I. F. |
author_facet | Zinatullina, K. M. Orekhova, A. V. Kasaikina, O. T. Khrameeva, N. P. Berezin, M. P. Rusina, I. F. |
author_sort | Zinatullina, K. M. |
collection | PubMed |
description | The kinetic characteristics of the interaction of N-acetylcysteine (ASH) with reactive oxygen species (ROS), peroxyl radicals and hydrogen peroxide were determined. It was found that in terms of activity ASH in these reactions is similar to glutathione GSH, the main endogenous bioantioxidant. The kinetics of heat release in the interaction of GSH and ASH with H(2)O(2) was studied for the first time by isothermal calorimetry. It is shown that the kinetic curves of heat release and changes in specific heat release rates practically coincide for both thiols taken in the stoichiometric ratio in the known reaction 2 TSH + H(2)O(2) → TSST + 2 H(2)O. This indicates the relative autonomy of the S–H and S–S bonds in thiols and disulfides, which are not affected by other groups in the molecule. At pH<7, ASH, like GSH, interacts with H(2)O(2) to form thiyl radicals, which initiate thiol-ene reactions with unsaturated phenol resveratrol. Under the same conditions, ASH ensures nearly the same radical initiation rates as GSH, and thiyl radicals from ASH are close in activity to GS(•) in chain propagation reactions. |
format | Online Article Text |
id | pubmed-8556857 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Springer US |
record_format | MEDLINE/PubMed |
spelling | pubmed-85568572021-11-01 N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species Zinatullina, K. M. Orekhova, A. V. Kasaikina, O. T. Khrameeva, N. P. Berezin, M. P. Rusina, I. F. Russ Chem Bull Full Article The kinetic characteristics of the interaction of N-acetylcysteine (ASH) with reactive oxygen species (ROS), peroxyl radicals and hydrogen peroxide were determined. It was found that in terms of activity ASH in these reactions is similar to glutathione GSH, the main endogenous bioantioxidant. The kinetics of heat release in the interaction of GSH and ASH with H(2)O(2) was studied for the first time by isothermal calorimetry. It is shown that the kinetic curves of heat release and changes in specific heat release rates practically coincide for both thiols taken in the stoichiometric ratio in the known reaction 2 TSH + H(2)O(2) → TSST + 2 H(2)O. This indicates the relative autonomy of the S–H and S–S bonds in thiols and disulfides, which are not affected by other groups in the molecule. At pH<7, ASH, like GSH, interacts with H(2)O(2) to form thiyl radicals, which initiate thiol-ene reactions with unsaturated phenol resveratrol. Under the same conditions, ASH ensures nearly the same radical initiation rates as GSH, and thiyl radicals from ASH are close in activity to GS(•) in chain propagation reactions. Springer US 2021-10-30 2021 /pmc/articles/PMC8556857/ /pubmed/34744411 http://dx.doi.org/10.1007/s11172-021-3299-8 Text en © Springer Science+Business Media LLC 2021 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic. |
spellingShingle | Full Article Zinatullina, K. M. Orekhova, A. V. Kasaikina, O. T. Khrameeva, N. P. Berezin, M. P. Rusina, I. F. N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title | N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title_full | N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title_fullStr | N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title_full_unstemmed | N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title_short | N-Acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
title_sort | n-acetylcysteine is an effective analog of glutathione in reactions with reactive oxygen species |
topic | Full Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8556857/ https://www.ncbi.nlm.nih.gov/pubmed/34744411 http://dx.doi.org/10.1007/s11172-021-3299-8 |
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