Pterin-lysine photoadduct: A potential candidate for photoallergy

Autores
Farías, Jesuán Javier; Lizondo Aranda, Paloma; Thomas, Andrés Héctor; Lhiaubet Vallet, Virginie; Dantola, Maria Laura
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Photoallergy is a photosensitivity disorder associated with a modified ability of the skin to react to the combined effect of drugs and sunlight. It has been attributed to the covalent conjugation of proteins with a photosensitizer, yielding modified macromolecules that can act as antigen provoking the immune system response. The potential role of some endogenous compounds as photoallergens has not been fully established. It has been previously proposed that pterins, which are endogenous photosensitizers present in human skin under pathological conditions, are able to covalently bind to proteins. Here, we evaluated the capability of pterin (Ptr) to form photoadducts with free Lysine (Lys) and poly-l-lysine (poly-Lys). The findings obtained using chromatographic and spectroscopic tools, confirm the formation of photoadducts of Ptr with Lys residues. With poly-Lys the resulting adduct retains the spectroscopic properties of the photosensitizer, suggesting that the aromatic Ptr structure is conserved. On the other hand, the photoproduct formed with free Lys does not behave like Ptr, which suggests that if this product is a photoadduct, a chemical modification may have occurred during the photochemical reaction that alters the pterin moiety.
Fil: Farías, Jesuán Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Lizondo Aranda, Paloma. Universidad Politécnica de Valencia; España
Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; Argentina
Fil: Lhiaubet Vallet, Virginie. Universidad Politécnica de Valencia; España
Fil: Dantola, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; Argentina
Materia
LYSINE
PHOTOALLERGY
PHOTOBINDING
POLY-LYSINE
PTERIN
UV-A RADIATION
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:11336/203659
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/203659
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Pterin-lysine photoadduct: A potential candidate for photoallergyFarías, Jesuán JavierLizondo Aranda, PalomaThomas, Andrés HéctorLhiaubet Vallet, VirginieDantola, Maria LauraLYSINEPHOTOALLERGYPHOTOBINDINGPOLY-LYSINEPTERINUV-A RADIATIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Photoallergy is a photosensitivity disorder associated with a modified ability of the skin to react to the combined effect of drugs and sunlight. It has been attributed to the covalent conjugation of proteins with a photosensitizer, yielding modified macromolecules that can act as antigen provoking the immune system response. The potential role of some endogenous compounds as photoallergens has not been fully established. It has been previously proposed that pterins, which are endogenous photosensitizers present in human skin under pathological conditions, are able to covalently bind to proteins. Here, we evaluated the capability of pterin (Ptr) to form photoadducts with free Lysine (Lys) and poly-l-lysine (poly-Lys). The findings obtained using chromatographic and spectroscopic tools, confirm the formation of photoadducts of Ptr with Lys residues. With poly-Lys the resulting adduct retains the spectroscopic properties of the photosensitizer, suggesting that the aromatic Ptr structure is conserved. On the other hand, the photoproduct formed with free Lys does not behave like Ptr, which suggests that if this product is a photoadduct, a chemical modification may have occurred during the photochemical reaction that alters the pterin moiety.Fil: Farías, Jesuán Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Lizondo Aranda, Paloma. Universidad Politécnica de Valencia; EspañaFil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; ArgentinaFil: Lhiaubet Vallet, Virginie. Universidad Politécnica de Valencia; EspañaFil: Dantola, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; ArgentinaRoyal Society of Chemistry2022-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/203659Farías, Jesuán Javier; Lizondo Aranda, Paloma; Thomas, Andrés Héctor; Lhiaubet Vallet, Virginie; Dantola, Maria Laura; Pterin-lysine photoadduct: A potential candidate for photoallergy; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 21; 9; 9-2022; 1647-16571474-905XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1007/s43630-022-00248-6info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007/s43630-022-00248-6info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:20:47Zoai:ri.conicet.gov.ar:11336/203659instacron: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:34982025-09-10 13:20:47.739CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Pterin-lysine photoadduct: A potential candidate for photoallergy
title Pterin-lysine photoadduct: A potential candidate for photoallergy
spellingShingle Pterin-lysine photoadduct: A potential candidate for photoallergy
Farías, Jesuán Javier
LYSINE
PHOTOALLERGY
PHOTOBINDING
POLY-LYSINE
PTERIN
UV-A RADIATION
title_short Pterin-lysine photoadduct: A potential candidate for photoallergy
title_full Pterin-lysine photoadduct: A potential candidate for photoallergy
title_fullStr Pterin-lysine photoadduct: A potential candidate for photoallergy
title_full_unstemmed Pterin-lysine photoadduct: A potential candidate for photoallergy
title_sort Pterin-lysine photoadduct: A potential candidate for photoallergy
dc.creator.none.fl_str_mv Farías, Jesuán Javier
Lizondo Aranda, Paloma
Thomas, Andrés Héctor
Lhiaubet Vallet, Virginie
Dantola, Maria Laura
author Farías, Jesuán Javier
author_facet Farías, Jesuán Javier
Lizondo Aranda, Paloma
Thomas, Andrés Héctor
Lhiaubet Vallet, Virginie
Dantola, Maria Laura
author_role author
author2 Lizondo Aranda, Paloma
Thomas, Andrés Héctor
Lhiaubet Vallet, Virginie
Dantola, Maria Laura
author2_role author
author
author
author
dc.subject.none.fl_str_mv LYSINE
PHOTOALLERGY
PHOTOBINDING
POLY-LYSINE
PTERIN
UV-A RADIATION
topic LYSINE
PHOTOALLERGY
PHOTOBINDING
POLY-LYSINE
PTERIN
UV-A RADIATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Photoallergy is a photosensitivity disorder associated with a modified ability of the skin to react to the combined effect of drugs and sunlight. It has been attributed to the covalent conjugation of proteins with a photosensitizer, yielding modified macromolecules that can act as antigen provoking the immune system response. The potential role of some endogenous compounds as photoallergens has not been fully established. It has been previously proposed that pterins, which are endogenous photosensitizers present in human skin under pathological conditions, are able to covalently bind to proteins. Here, we evaluated the capability of pterin (Ptr) to form photoadducts with free Lysine (Lys) and poly-l-lysine (poly-Lys). The findings obtained using chromatographic and spectroscopic tools, confirm the formation of photoadducts of Ptr with Lys residues. With poly-Lys the resulting adduct retains the spectroscopic properties of the photosensitizer, suggesting that the aromatic Ptr structure is conserved. On the other hand, the photoproduct formed with free Lys does not behave like Ptr, which suggests that if this product is a photoadduct, a chemical modification may have occurred during the photochemical reaction that alters the pterin moiety.
Fil: Farías, Jesuán Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Lizondo Aranda, Paloma. Universidad Politécnica de Valencia; España
Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; Argentina
Fil: Lhiaubet Vallet, Virginie. Universidad Politécnica de Valencia; España
Fil: Dantola, Maria Laura. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Química; Argentina
description Photoallergy is a photosensitivity disorder associated with a modified ability of the skin to react to the combined effect of drugs and sunlight. It has been attributed to the covalent conjugation of proteins with a photosensitizer, yielding modified macromolecules that can act as antigen provoking the immune system response. The potential role of some endogenous compounds as photoallergens has not been fully established. It has been previously proposed that pterins, which are endogenous photosensitizers present in human skin under pathological conditions, are able to covalently bind to proteins. Here, we evaluated the capability of pterin (Ptr) to form photoadducts with free Lysine (Lys) and poly-l-lysine (poly-Lys). The findings obtained using chromatographic and spectroscopic tools, confirm the formation of photoadducts of Ptr with Lys residues. With poly-Lys the resulting adduct retains the spectroscopic properties of the photosensitizer, suggesting that the aromatic Ptr structure is conserved. On the other hand, the photoproduct formed with free Lys does not behave like Ptr, which suggests that if this product is a photoadduct, a chemical modification may have occurred during the photochemical reaction that alters the pterin moiety.
publishDate 2022
dc.date.none.fl_str_mv 2022-09
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/11336/203659
Farías, Jesuán Javier; Lizondo Aranda, Paloma; Thomas, Andrés Héctor; Lhiaubet Vallet, Virginie; Dantola, Maria Laura; Pterin-lysine photoadduct: A potential candidate for photoallergy; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 21; 9; 9-2022; 1647-1657
1474-905X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/203659
identifier_str_mv Farías, Jesuán Javier; Lizondo Aranda, Paloma; Thomas, Andrés Héctor; Lhiaubet Vallet, Virginie; Dantola, Maria Laura; Pterin-lysine photoadduct: A potential candidate for photoallergy; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 21; 9; 9-2022; 1647-1657
1474-905X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1007/s43630-022-00248-6
info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007/s43630-022-00248-6
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
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
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 12.48226

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