Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin
- Autores
- Castaño Espinal, Diana Carolina; Lorente, Carolina; Martins Froment, Nathalie; Oliveros, Esther; Thomas, Andrés Héctor
- Año de publicación
- 2014
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Oxidized pterins, efficient photosensitizers under UV-A irradiation, accumulate in the skin of patients suffering from vitiligo, a chronic depigmentation disorder. In this work, we have investigated the ability of pterin (Ptr), the parent compound of oxidized pterins, to photosensitize the oxidation of the peptide α-melanocyte-stimulating hormone (α-MSH), which stimulates the production and release of melanin by melanocytes in skin and hair. Our results showed that Ptr is able to photoinduce the degradation of α-MSH upon UV-A irradiation and that the reaction is initiated by an electron transfer from the peptide to the triplet excited state of Ptr. The photosensitized process produces chemical changes in at least two different amino acid residues: tryptophan and tyrosine (Tyr). It was shown that α-MSH undergoes dimerization and oxidation, the former process taking place after the formation of Tyr radicals. The present findings are analyzed in the context of the general behavior of pterins as photosensitizers and the biological implications are discussed.
Fil: Castaño Espinal, Diana Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina
Fil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina
Fil: Martins Froment, Nathalie. Université de Toulouse II. Service Commun de Spectrométrie de Masse; Francia
Fil: Oliveros, Esther. Université de Toulouse II; Francia
Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina - Materia
-
Photosensitization
Pterin
Melanocyte-Stimulating Hormone - 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:11336/5130
Ver los metadatos del registro completo
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Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterinCastaño Espinal, Diana CarolinaLorente, CarolinaMartins Froment, NathalieOliveros, EstherThomas, Andrés HéctorPhotosensitizationPterinMelanocyte-Stimulating Hormonehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Oxidized pterins, efficient photosensitizers under UV-A irradiation, accumulate in the skin of patients suffering from vitiligo, a chronic depigmentation disorder. In this work, we have investigated the ability of pterin (Ptr), the parent compound of oxidized pterins, to photosensitize the oxidation of the peptide α-melanocyte-stimulating hormone (α-MSH), which stimulates the production and release of melanin by melanocytes in skin and hair. Our results showed that Ptr is able to photoinduce the degradation of α-MSH upon UV-A irradiation and that the reaction is initiated by an electron transfer from the peptide to the triplet excited state of Ptr. The photosensitized process produces chemical changes in at least two different amino acid residues: tryptophan and tyrosine (Tyr). It was shown that α-MSH undergoes dimerization and oxidation, the former process taking place after the formation of Tyr radicals. The present findings are analyzed in the context of the general behavior of pterins as photosensitizers and the biological implications are discussed.Fil: Castaño Espinal, Diana Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; ArgentinaFil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; ArgentinaFil: Martins Froment, Nathalie. Université de Toulouse II. Service Commun de Spectrométrie de Masse; FranciaFil: Oliveros, Esther. Université de Toulouse II; FranciaFil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; ArgentinaRoyal Society of Chemistry2014-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5130Castaño Espinal, Diana Carolina; Lorente, Carolina; Martins Froment, Nathalie; Oliveros, Esther; Thomas, Andrés Héctor; Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 12; 23; 4-2014; 3877-38861477-0520enginfo:eu-repo/semantics/altIdentifier/doi/10.1039/c4ob00434einfo:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2014/OB/c4ob00434e#!divAbstractinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:55:41Zoai:ri.conicet.gov.ar:11336/5130instacron: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 09:55:41.935CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
title |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
spellingShingle |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin Castaño Espinal, Diana Carolina Photosensitization Pterin Melanocyte-Stimulating Hormone |
title_short |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
title_full |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
title_fullStr |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
title_full_unstemmed |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
title_sort |
Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin |
dc.creator.none.fl_str_mv |
Castaño Espinal, Diana Carolina Lorente, Carolina Martins Froment, Nathalie Oliveros, Esther Thomas, Andrés Héctor |
author |
Castaño Espinal, Diana Carolina |
author_facet |
Castaño Espinal, Diana Carolina Lorente, Carolina Martins Froment, Nathalie Oliveros, Esther Thomas, Andrés Héctor |
author_role |
author |
author2 |
Lorente, Carolina Martins Froment, Nathalie Oliveros, Esther Thomas, Andrés Héctor |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Photosensitization Pterin Melanocyte-Stimulating Hormone |
topic |
Photosensitization Pterin Melanocyte-Stimulating Hormone |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Oxidized pterins, efficient photosensitizers under UV-A irradiation, accumulate in the skin of patients suffering from vitiligo, a chronic depigmentation disorder. In this work, we have investigated the ability of pterin (Ptr), the parent compound of oxidized pterins, to photosensitize the oxidation of the peptide α-melanocyte-stimulating hormone (α-MSH), which stimulates the production and release of melanin by melanocytes in skin and hair. Our results showed that Ptr is able to photoinduce the degradation of α-MSH upon UV-A irradiation and that the reaction is initiated by an electron transfer from the peptide to the triplet excited state of Ptr. The photosensitized process produces chemical changes in at least two different amino acid residues: tryptophan and tyrosine (Tyr). It was shown that α-MSH undergoes dimerization and oxidation, the former process taking place after the formation of Tyr radicals. The present findings are analyzed in the context of the general behavior of pterins as photosensitizers and the biological implications are discussed. Fil: Castaño Espinal, Diana Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina Fil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina Fil: Martins Froment, Nathalie. Université de Toulouse II. Service Commun de Spectrométrie de Masse; Francia Fil: Oliveros, Esther. Université de Toulouse II; Francia Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata; Argentina |
description |
Oxidized pterins, efficient photosensitizers under UV-A irradiation, accumulate in the skin of patients suffering from vitiligo, a chronic depigmentation disorder. In this work, we have investigated the ability of pterin (Ptr), the parent compound of oxidized pterins, to photosensitize the oxidation of the peptide α-melanocyte-stimulating hormone (α-MSH), which stimulates the production and release of melanin by melanocytes in skin and hair. Our results showed that Ptr is able to photoinduce the degradation of α-MSH upon UV-A irradiation and that the reaction is initiated by an electron transfer from the peptide to the triplet excited state of Ptr. The photosensitized process produces chemical changes in at least two different amino acid residues: tryptophan and tyrosine (Tyr). It was shown that α-MSH undergoes dimerization and oxidation, the former process taking place after the formation of Tyr radicals. The present findings are analyzed in the context of the general behavior of pterins as photosensitizers and the biological implications are discussed. |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014-04 |
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/11336/5130 Castaño Espinal, Diana Carolina; Lorente, Carolina; Martins Froment, Nathalie; Oliveros, Esther; Thomas, Andrés Héctor; Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 12; 23; 4-2014; 3877-3886 1477-0520 |
url |
http://hdl.handle.net/11336/5130 |
identifier_str_mv |
Castaño Espinal, Diana Carolina; Lorente, Carolina; Martins Froment, Nathalie; Oliveros, Esther; Thomas, Andrés Héctor; Degradation of alfa-melanocyte-stimulating hormone photosensitized by pterin; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 12; 23; 4-2014; 3877-3886 1477-0520 |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1039/c4ob00434e info:eu-repo/semantics/altIdentifier/url/http://pubs.rsc.org/en/Content/ArticleLanding/2014/OB/c4ob00434e#!divAbstract |
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 |
Royal Society of Chemistry |
publisher.none.fl_str_mv |
Royal Society of Chemistry |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) |
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CONICET Digital (CONICET) |
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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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1842269360729620480 |
score |
13.13397 |