Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/50318
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dc.creatorSebastián Angel Suárezpt_BR
dc.creatorMartina Muñozpt_BR
dc.creatorLucia Alvarezpt_BR
dc.creatorMateus Fernandes Venânciopt_BR
dc.creatorWillian Ricardo Rochapt_BR
dc.creatorDamian Ezequiel Bikielpt_BR
dc.creatorMarcelo A. Martipt_BR
dc.creatorFabio Doctorovichpt_BR
dc.date.accessioned2023-02-23T15:09:39Z-
dc.date.available2023-02-23T15:09:39Z-
dc.date.issued2017-
dc.citation.volume139pt_BR
dc.citation.issue41pt_BR
dc.citation.spage14483pt_BR
dc.citation.epage14487pt_BR
dc.identifier.doihttps://doi.org/10.1021/jacs.7b06968pt_BR
dc.identifier.issn1520-5126pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/50318-
dc.description.resumoAzanone (nitroxyl, HNO) is a highly reactive compound whose biological role is still a matter of debate. One possible route for its formation is NO reduction by biological reductants. These reactions have been historically discarded due to the negative redox potential for the NO,H+/HNO couple. However, the NO to HNO conversion mediated by vitamins C, E, and aromatic alcohols has been recently shown to be feasible from a chemical standpoint. Based on these precedents, we decided to study the reaction of NO with thiols as potential sources of HNO. Using two complementary approaches, trapping by a Mn porphyrin and an HNO electrochemical sensor, we found that under anaerobic conditions aliphatic and aromatic thiols (as well as selenols) are able to convert NO to HNO, albeit at different rates. Further mechanistic analysis using ab initio methods shows that the reaction between NO and the thiol produces a free radical adduct RSNOH•, which reacts with a second NO molecule to produce HNO and a nitrosothiol. The nitrosothiol intermediate reacts further with RSH to produce a second molecule of HNO and RSSR, as previously reported.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.description.sponsorshipOutra Agênciapt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.rightsAcesso Restritopt_BR
dc.subjectAromatic compoundspt_BR
dc.subjectMoleculespt_BR
dc.subjectMonomerspt_BR
dc.subjectPeptides and proteinspt_BR
dc.subjectThiolspt_BR
dc.subject.otherCompostos aromáticospt_BR
dc.subject.otherMoléculaspt_BR
dc.subject.otherMonômerospt_BR
dc.subject.otherPeptídeospt_BR
dc.subject.otherProteínaspt_BR
dc.subject.otherTióispt_BR
dc.subject.otherMecânica quânticapt_BR
dc.subject.otherMétodo de Monte Carlopt_BR
dc.titleHNO is produced by the reaction of NO with thiolspt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://pubs.acs.org/doi/10.1021/jacs.7b06968pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-0236-5743pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-8088-447Xpt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-0025-2158pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-7911-9340pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-1088-2089pt_BR
Appears in Collections:Artigo de Periódico

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