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
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/5788
Ver los metadatos del registro completo
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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 Técnicas2025-09-03T10:01:43Zoai: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:34982025-09-03 10:01:43.525CONICET 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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1842269713806131200 |
score |
13.13397 |