Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light

Autores
Montaña, Maria Paulina; Ferrari, Gabriela Verónica; Gatica, Eduardo Antonio; Natera, Jose Eduardo; Massad, Walter Alfredo; Garcia, Norman Andino
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Considering the importance of the visible-light-induced photodynamic effect in complex bioenvironments, mutual effects between the individual aromatic amino acids (AAs) tyrosine (Tyr), tryptophan (Trp), and histidine (His) and the nucleoside guanosine (GUO) were investigated in pH 7 aqueous solution with vitamin B2 (riboflavin (Rf)) as a dye sensitizer. The quantum yields of oxygen uptake (Φ-O2) for most of the AA−GUO mixtures studied, taken as a measure of overall photooxidation susceptibility, are not straightforwardly predictable from the individual behaviour of the components of the mixture. The final result depends on several connected factors, such as the respective abilities of the substrates as quenchers of the long-lived Rf triplet excited state and the generated reactive oxygen species singlet molecular oxygen (O2(1Δg)) and superoxide radical anion O2?-). A mechanistic interpretation of the Rf-sensitized results can be roughly resumed as follows: Tyr at pH 7 exerts a protective effect on the photooxidation of the mixture Tyr−GUO due to the O2(1Δg) physical quenching by the AA. The same effect was observed for Trp−GUO and His−GUO at pH 7. In these cases, it is attributed to the quenching of 3Rf* by GUO in detriment of the Type II route. For the system Tyr−GUO at pH 9, a marked decrease in the Φ-O2 occurred for the mixture as compared with the respective Φ-O2 for the individual components. It was ascribed to the participation of a radical-mediated mechanism without oxygen consumption in a competitive pathway with the superoxide radical anionmediated route.
Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; Argentina
Fil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; Argentina
Fil: Gatica, Eduardo Antonio. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; Argentina
Fil: Natera, Jose Eduardo. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; Argentina
Fil: Massad, Walter Alfredo. Universidad Nacional de Rio Cuarto; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de Rio Cuarto; Argentina
Materia
Amino Acids
Guanosine
Riboflavine
Singlet Molecular Oxygen
Superoxide Radical
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:11336/5788
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/5788
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible lightMontaña, Maria PaulinaFerrari, Gabriela VerónicaGatica, Eduardo AntonioNatera, Jose EduardoMassad, Walter AlfredoGarcia, Norman AndinoAmino AcidsGuanosineRiboflavineSinglet Molecular OxygenSuperoxide Radicalhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Considering the importance of the visible-light-induced photodynamic effect in complex bioenvironments, mutual effects between the individual aromatic amino acids (AAs) tyrosine (Tyr), tryptophan (Trp), and histidine (His) and the nucleoside guanosine (GUO) were investigated in pH 7 aqueous solution with vitamin B2 (riboflavin (Rf)) as a dye sensitizer. The quantum yields of oxygen uptake (Φ-O2) for most of the AA−GUO mixtures studied, taken as a measure of overall photooxidation susceptibility, are not straightforwardly predictable from the individual behaviour of the components of the mixture. The final result depends on several connected factors, such as the respective abilities of the substrates as quenchers of the long-lived Rf triplet excited state and the generated reactive oxygen species singlet molecular oxygen (O2(1Δg)) and superoxide radical anion O2?-). A mechanistic interpretation of the Rf-sensitized results can be roughly resumed as follows: Tyr at pH 7 exerts a protective effect on the photooxidation of the mixture Tyr−GUO due to the O2(1Δg) physical quenching by the AA. The same effect was observed for Trp−GUO and His−GUO at pH 7. In these cases, it is attributed to the quenching of 3Rf* by GUO in detriment of the Type II route. For the system Tyr−GUO at pH 9, a marked decrease in the Φ-O2 occurred for the mixture as compared with the respective Φ-O2 for the individual components. It was ascribed to the participation of a radical-mediated mechanism without oxygen consumption in a competitive pathway with the superoxide radical anionmediated route.Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; ArgentinaFil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; ArgentinaFil: Gatica, Eduardo Antonio. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; ArgentinaFil: Natera, Jose Eduardo. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; ArgentinaFil: Massad, Walter Alfredo. Universidad Nacional de Rio Cuarto; ArgentinaFil: Garcia, Norman Andino. Universidad Nacional de Rio Cuarto; ArgentinaCanadian Science Publishing2013-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5788Montaña, Maria Paulina; Ferrari, Gabriela Verónica; Gatica, Eduardo Antonio; Natera, Jose Eduardo; Massad, Walter Alfredo; et al.; Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light; Canadian Science Publishing; Canadian Journal Of Chemistry; 91; 8; 6-2013; 684-6900008-4042enginfo:eu-repo/semantics/altIdentifier/url/http://www.nrcresearchpress.com/doi/abs/10.1139/cjc-2012-0251info:eu-repo/semantics/altIdentifier/doi/10.1139/cjc-2012-0251info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:15:59Zoai:ri.conicet.gov.ar:11336/5788instacron: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:34982025-09-29 10:15:59.725CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
title Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
spellingShingle Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
Montaña, Maria Paulina
Amino Acids
Guanosine
Riboflavine
Singlet Molecular Oxygen
Superoxide Radical
title_short Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
title_full Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
title_fullStr Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
title_full_unstemmed Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
title_sort Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light
dc.creator.none.fl_str_mv Montaña, Maria Paulina
Ferrari, Gabriela Verónica
Gatica, Eduardo Antonio
Natera, Jose Eduardo
Massad, Walter Alfredo
Garcia, Norman Andino
author Montaña, Maria Paulina
author_facet Montaña, Maria Paulina
Ferrari, Gabriela Verónica
Gatica, Eduardo Antonio
Natera, Jose Eduardo
Massad, Walter Alfredo
Garcia, Norman Andino
author_role author
author2 Ferrari, Gabriela Verónica
Gatica, Eduardo Antonio
Natera, Jose Eduardo
Massad, Walter Alfredo
Garcia, Norman Andino
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Amino Acids
Guanosine
Riboflavine
Singlet Molecular Oxygen
Superoxide Radical
topic Amino Acids
Guanosine
Riboflavine
Singlet Molecular Oxygen
Superoxide Radical
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Considering the importance of the visible-light-induced photodynamic effect in complex bioenvironments, mutual effects between the individual aromatic amino acids (AAs) tyrosine (Tyr), tryptophan (Trp), and histidine (His) and the nucleoside guanosine (GUO) were investigated in pH 7 aqueous solution with vitamin B2 (riboflavin (Rf)) as a dye sensitizer. The quantum yields of oxygen uptake (Φ-O2) for most of the AA−GUO mixtures studied, taken as a measure of overall photooxidation susceptibility, are not straightforwardly predictable from the individual behaviour of the components of the mixture. The final result depends on several connected factors, such as the respective abilities of the substrates as quenchers of the long-lived Rf triplet excited state and the generated reactive oxygen species singlet molecular oxygen (O2(1Δg)) and superoxide radical anion O2?-). A mechanistic interpretation of the Rf-sensitized results can be roughly resumed as follows: Tyr at pH 7 exerts a protective effect on the photooxidation of the mixture Tyr−GUO due to the O2(1Δg) physical quenching by the AA. The same effect was observed for Trp−GUO and His−GUO at pH 7. In these cases, it is attributed to the quenching of 3Rf* by GUO in detriment of the Type II route. For the system Tyr−GUO at pH 9, a marked decrease in the Φ-O2 occurred for the mixture as compared with the respective Φ-O2 for the individual components. It was ascribed to the participation of a radical-mediated mechanism without oxygen consumption in a competitive pathway with the superoxide radical anionmediated route.
Fil: Montaña, Maria Paulina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; Argentina
Fil: Ferrari, Gabriela Verónica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Química de San Luis; Argentina
Fil: Gatica, Eduardo Antonio. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; Argentina
Fil: Natera, Jose Eduardo. Universidad Nacional de Río Cuarto. Facultad de Agronomía y Veterinaria; Argentina
Fil: Massad, Walter Alfredo. Universidad Nacional de Rio Cuarto; Argentina
Fil: Garcia, Norman Andino. Universidad Nacional de Rio Cuarto; Argentina
description Considering the importance of the visible-light-induced photodynamic effect in complex bioenvironments, mutual effects between the individual aromatic amino acids (AAs) tyrosine (Tyr), tryptophan (Trp), and histidine (His) and the nucleoside guanosine (GUO) were investigated in pH 7 aqueous solution with vitamin B2 (riboflavin (Rf)) as a dye sensitizer. The quantum yields of oxygen uptake (Φ-O2) for most of the AA−GUO mixtures studied, taken as a measure of overall photooxidation susceptibility, are not straightforwardly predictable from the individual behaviour of the components of the mixture. The final result depends on several connected factors, such as the respective abilities of the substrates as quenchers of the long-lived Rf triplet excited state and the generated reactive oxygen species singlet molecular oxygen (O2(1Δg)) and superoxide radical anion O2?-). A mechanistic interpretation of the Rf-sensitized results can be roughly resumed as follows: Tyr at pH 7 exerts a protective effect on the photooxidation of the mixture Tyr−GUO due to the O2(1Δg) physical quenching by the AA. The same effect was observed for Trp−GUO and His−GUO at pH 7. In these cases, it is attributed to the quenching of 3Rf* by GUO in detriment of the Type II route. For the system Tyr−GUO at pH 9, a marked decrease in the Φ-O2 occurred for the mixture as compared with the respective Φ-O2 for the individual components. It was ascribed to the participation of a radical-mediated mechanism without oxygen consumption in a competitive pathway with the superoxide radical anionmediated route.
publishDate 2013
dc.date.none.fl_str_mv 2013-06
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/11336/5788
Montaña, Maria Paulina; Ferrari, Gabriela Verónica; Gatica, Eduardo Antonio; Natera, Jose Eduardo; Massad, Walter Alfredo; et al.; Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light; Canadian Science Publishing; Canadian Journal Of Chemistry; 91; 8; 6-2013; 684-690
0008-4042
url http://hdl.handle.net/11336/5788
identifier_str_mv Montaña, Maria Paulina; Ferrari, Gabriela Verónica; Gatica, Eduardo Antonio; Natera, Jose Eduardo; Massad, Walter Alfredo; et al.; Mutual effects between aromatic amino acids and guanosine upon vitamin B2 photosensitization in the presence of visible light; Canadian Science Publishing; Canadian Journal Of Chemistry; 91; 8; 6-2013; 684-690
0008-4042
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.nrcresearchpress.com/doi/abs/10.1139/cjc-2012-0251
info:eu-repo/semantics/altIdentifier/doi/10.1139/cjc-2012-0251
info:eu-repo/semantics/altIdentifier/doi/
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
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Canadian Science Publishing
publisher.none.fl_str_mv Canadian Science Publishing
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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