The reaction of sulfenic acids with OH and HO2 radicals in different environments

Sulfenic acids are involved in major chemical processes occurring in the atmosphere, in food chemistry and in biological systems. In these diverse environments, oxidation reactions caused by reactive oxygen species, especially hydroxyl (OH) and hydroperoxyl (HO2) radicals, are very important, but th...

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Detalhes bibliográficos
Autores: Anglada, Josep M., Crehuet, Ramon, Martins-Costa, Marilia T. C., Francisco, Joseph S., Ruiz-López, Manuel F.
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/387359
Acesso em linha:http://hdl.handle.net/10261/387359
https://api.elsevier.com/content/abstract/scopus_id/105002400406
Access Level:acceso abierto
Palavra-chave:Sulfenic acids
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
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spelling The reaction of sulfenic acids with OH and HO2 radicals in different environmentsAnglada, Josep M.Crehuet, RamonMartins-Costa, Marilia T. C.Francisco, Joseph S.Ruiz-López, Manuel F.Sulfenic acidshttp://metadata.un.org/sdg/3Ensure healthy lives and promote well-being for all at all agesSulfenic acids are involved in major chemical processes occurring in the atmosphere, in food chemistry and in biological systems. In these diverse environments, oxidation reactions caused by reactive oxygen species, especially hydroxyl (OH) and hydroperoxyl (HO2) radicals, are very important, but their mechanisms remain poorly understood. To address this question, in this paper we present high-level theoretical results on selected reactions in gas phase and in aqueous solution. The study shows that the abstraction of the acidic hydrogen by OH or HO2 is the most important process in all cases. It leads to the formation of sulfinyl radicals and H2O or H2O2, respectively, following a proton-coupled electron transfer (pcet) mechanism. The associated rate constants depend on sulfenic acid derivative when the oxidizing species is HO2, but all processes are diffusion controlled in the case of reaction with OH. From structurally simple systems to a cysteine-derived model peptide, this work provides a systematic study that contributes to a comprehensive understanding of the reactivity of sulfenic acids with radicals.JMA and RC thank the Spanish Ministerio de Ciencia e Inovación (grant PID2022-138040OB-I00) for financial support, and the Consorci de Serveis Universitaris de Catalunya (CSUC) and the Centro de Supercomputación de. Galicia (CESGA) for providing computational resources.Peer reviewedRoyal Society of Chemistry (UK)0000-0003-4526-36240000-0002-6687-382X0000-0002-5461-14860000-0002-2784-6319Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202520252025info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/387359https://api.elsevier.com/content/abstract/scopus_id/105002400406reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)InglésPhysical chemistry chemical physics : PCCPhttps://doi.org/10.1039/D4CP04106BSíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3873592026-05-22T06:33:51Z
dc.title.none.fl_str_mv The reaction of sulfenic acids with OH and HO2 radicals in different environments
title The reaction of sulfenic acids with OH and HO2 radicals in different environments
spellingShingle The reaction of sulfenic acids with OH and HO2 radicals in different environments
Anglada, Josep M.
Sulfenic acids
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
title_short The reaction of sulfenic acids with OH and HO2 radicals in different environments
title_full The reaction of sulfenic acids with OH and HO2 radicals in different environments
title_fullStr The reaction of sulfenic acids with OH and HO2 radicals in different environments
title_full_unstemmed The reaction of sulfenic acids with OH and HO2 radicals in different environments
title_sort The reaction of sulfenic acids with OH and HO2 radicals in different environments
dc.creator.none.fl_str_mv Anglada, Josep M.
Crehuet, Ramon
Martins-Costa, Marilia T. C.
Francisco, Joseph S.
Ruiz-López, Manuel F.
author Anglada, Josep M.
author_facet Anglada, Josep M.
Crehuet, Ramon
Martins-Costa, Marilia T. C.
Francisco, Joseph S.
Ruiz-López, Manuel F.
author_role author
author2 Crehuet, Ramon
Martins-Costa, Marilia T. C.
Francisco, Joseph S.
Ruiz-López, Manuel F.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv 0000-0003-4526-3624
0000-0002-6687-382X
0000-0002-5461-1486
0000-0002-2784-6319
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Sulfenic acids
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
topic Sulfenic acids
http://metadata.un.org/sdg/3
Ensure healthy lives and promote well-being for all at all ages
description Sulfenic acids are involved in major chemical processes occurring in the atmosphere, in food chemistry and in biological systems. In these diverse environments, oxidation reactions caused by reactive oxygen species, especially hydroxyl (OH) and hydroperoxyl (HO2) radicals, are very important, but their mechanisms remain poorly understood. To address this question, in this paper we present high-level theoretical results on selected reactions in gas phase and in aqueous solution. The study shows that the abstraction of the acidic hydrogen by OH or HO2 is the most important process in all cases. It leads to the formation of sulfinyl radicals and H2O or H2O2, respectively, following a proton-coupled electron transfer (pcet) mechanism. The associated rate constants depend on sulfenic acid derivative when the oxidizing species is HO2, but all processes are diffusion controlled in the case of reaction with OH. From structurally simple systems to a cysteine-derived model peptide, this work provides a systematic study that contributes to a comprehensive understanding of the reactivity of sulfenic acids with radicals.
publishDate 2025
dc.date.none.fl_str_mv 2025
2025
2025
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/387359
https://api.elsevier.com/content/abstract/scopus_id/105002400406
url http://hdl.handle.net/10261/387359
https://api.elsevier.com/content/abstract/scopus_id/105002400406
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Physical chemistry chemical physics : PCCP
https://doi.org/10.1039/D4CP04106B
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Royal Society of Chemistry (UK)
publisher.none.fl_str_mv Royal Society of Chemistry (UK)
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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