Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen

Autores
Barata Vallejo, Sebastian; Ferreri, Carla; Postigo, Jose Alberto; Chatgilialoglu, Chryssostomos
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The oxidation of methionine is an important reaction in the biological milieu. Despite a few decades of intense studies, several fundamental aspects remain to be defined. We have investigated in detail the γ-radiolysis of free methionine in the absence and presence of molecular oxygen followed by product characterization and quantification. The primary site of attack by HO• radicals and H• atoms is the sulfur atom of methionine. We have disclosed that HO• radicals do not oxidize methionine to the corresponding sulfoxide in either the presence or the absence of oxygen; the oxidizing species is H2O2 derived either from the radiolysis of water or from the disproportionation of the byproduct O2•−. 3-Methylthiopropionaldehyde is the major product of HO• radical attack in the presence of molecular oxygen. Together with the direct oxidation at sulfur as the major product, the potential of H• atoms is also proven to be highly specific for sulfur atom attack under anoxic and aerobic conditions. The major products derived from the H• atoms attack are found to be α-aminobutyric acid or homoserine, in the absence or presence of oxygen, respectively. All together, these results help clarify the fate of methionine related to a biological environment and offer a molecular basis for envisaging other possible pathways of in vivo degradation as well as other markers.
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consiglio Nazionale delle Ricerche; Italia
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia
Fil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Belgrano. Facultad de Ciencias Exactas y Naturales; Argentina
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia
Materia
Methionine gamma irradiation
Thiyl radicals
Tandem protein lipid damage
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/279492
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/279492
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular OxygenBarata Vallejo, SebastianFerreri, CarlaPostigo, Jose AlbertoChatgilialoglu, ChryssostomosMethionine gamma irradiationThiyl radicalsTandem protein lipid damagehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The oxidation of methionine is an important reaction in the biological milieu. Despite a few decades of intense studies, several fundamental aspects remain to be defined. We have investigated in detail the γ-radiolysis of free methionine in the absence and presence of molecular oxygen followed by product characterization and quantification. The primary site of attack by HO• radicals and H• atoms is the sulfur atom of methionine. We have disclosed that HO• radicals do not oxidize methionine to the corresponding sulfoxide in either the presence or the absence of oxygen; the oxidizing species is H2O2 derived either from the radiolysis of water or from the disproportionation of the byproduct O2•−. 3-Methylthiopropionaldehyde is the major product of HO• radical attack in the presence of molecular oxygen. Together with the direct oxidation at sulfur as the major product, the potential of H• atoms is also proven to be highly specific for sulfur atom attack under anoxic and aerobic conditions. The major products derived from the H• atoms attack are found to be α-aminobutyric acid or homoserine, in the absence or presence of oxygen, respectively. All together, these results help clarify the fate of methionine related to a biological environment and offer a molecular basis for envisaging other possible pathways of in vivo degradation as well as other markers.Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consiglio Nazionale delle Ricerche; ItaliaFil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; ItaliaFil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Belgrano. Facultad de Ciencias Exactas y Naturales; ArgentinaFil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; ItaliaAmerican Chemical Society2010-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/279492Barata Vallejo, Sebastian; Ferreri, Carla; Postigo, Jose Alberto; Chatgilialoglu, Chryssostomos; Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen; American Chemical Society; Chemical Research In Toxicology (Washington); 23; 1; 12-2010; 258-2630893-228XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/tx900427dinfo:eu-repo/semantics/altIdentifier/doi/10.1021/tx900427dinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2026-02-26T10:31:16Zoai:ri.conicet.gov.ar:11336/279492instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982026-02-26 10:31:16.377CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
title Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
spellingShingle Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
Barata Vallejo, Sebastian
Methionine gamma irradiation
Thiyl radicals
Tandem protein lipid damage
title_short Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
title_full Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
title_fullStr Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
title_full_unstemmed Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
title_sort Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen
dc.creator.none.fl_str_mv Barata Vallejo, Sebastian
Ferreri, Carla
Postigo, Jose Alberto
Chatgilialoglu, Chryssostomos
author Barata Vallejo, Sebastian
author_facet Barata Vallejo, Sebastian
Ferreri, Carla
Postigo, Jose Alberto
Chatgilialoglu, Chryssostomos
author_role author
author2 Ferreri, Carla
Postigo, Jose Alberto
Chatgilialoglu, Chryssostomos
author2_role author
author
author
dc.subject.none.fl_str_mv Methionine gamma irradiation
Thiyl radicals
Tandem protein lipid damage
topic Methionine gamma irradiation
Thiyl radicals
Tandem protein lipid damage
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The oxidation of methionine is an important reaction in the biological milieu. Despite a few decades of intense studies, several fundamental aspects remain to be defined. We have investigated in detail the γ-radiolysis of free methionine in the absence and presence of molecular oxygen followed by product characterization and quantification. The primary site of attack by HO• radicals and H• atoms is the sulfur atom of methionine. We have disclosed that HO• radicals do not oxidize methionine to the corresponding sulfoxide in either the presence or the absence of oxygen; the oxidizing species is H2O2 derived either from the radiolysis of water or from the disproportionation of the byproduct O2•−. 3-Methylthiopropionaldehyde is the major product of HO• radical attack in the presence of molecular oxygen. Together with the direct oxidation at sulfur as the major product, the potential of H• atoms is also proven to be highly specific for sulfur atom attack under anoxic and aerobic conditions. The major products derived from the H• atoms attack are found to be α-aminobutyric acid or homoserine, in the absence or presence of oxygen, respectively. All together, these results help clarify the fate of methionine related to a biological environment and offer a molecular basis for envisaging other possible pathways of in vivo degradation as well as other markers.
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consiglio Nazionale delle Ricerche; Italia
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia
Fil: Postigo, Jose Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Belgrano. Facultad de Ciencias Exactas y Naturales; Argentina
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia
description The oxidation of methionine is an important reaction in the biological milieu. Despite a few decades of intense studies, several fundamental aspects remain to be defined. We have investigated in detail the γ-radiolysis of free methionine in the absence and presence of molecular oxygen followed by product characterization and quantification. The primary site of attack by HO• radicals and H• atoms is the sulfur atom of methionine. We have disclosed that HO• radicals do not oxidize methionine to the corresponding sulfoxide in either the presence or the absence of oxygen; the oxidizing species is H2O2 derived either from the radiolysis of water or from the disproportionation of the byproduct O2•−. 3-Methylthiopropionaldehyde is the major product of HO• radical attack in the presence of molecular oxygen. Together with the direct oxidation at sulfur as the major product, the potential of H• atoms is also proven to be highly specific for sulfur atom attack under anoxic and aerobic conditions. The major products derived from the H• atoms attack are found to be α-aminobutyric acid or homoserine, in the absence or presence of oxygen, respectively. All together, these results help clarify the fate of methionine related to a biological environment and offer a molecular basis for envisaging other possible pathways of in vivo degradation as well as other markers.
publishDate 2010
dc.date.none.fl_str_mv 2010-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/279492
Barata Vallejo, Sebastian; Ferreri, Carla; Postigo, Jose Alberto; Chatgilialoglu, Chryssostomos; Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen; American Chemical Society; Chemical Research In Toxicology (Washington); 23; 1; 12-2010; 258-263
0893-228X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/279492
identifier_str_mv Barata Vallejo, Sebastian; Ferreri, Carla; Postigo, Jose Alberto; Chatgilialoglu, Chryssostomos; Radiation Chemical Studies of Methionine in Aqueous Solution: Understanding the Role of Molecular Oxygen; American Chemical Society; Chemical Research In Toxicology (Washington); 23; 1; 12-2010; 258-263
0893-228X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/tx900427d
info:eu-repo/semantics/altIdentifier/doi/10.1021/tx900427d
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.665996

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