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dc.contributor.author | Farias, Jesuan J.![]() |
es_ES |
dc.contributor.author | Lizondo-Aranda, Paloma![]() |
es_ES |
dc.contributor.author | Serrano, Mariana P.![]() |
es_ES |
dc.contributor.author | Thomas, Andrés H.![]() |
es_ES |
dc.contributor.author | Lhiaubet, Virginie Lyria![]() |
es_ES |
dc.contributor.author | Dantola, M. Laura![]() |
es_ES |
dc.date.accessioned | 2024-04-29T18:08:30Z | |
dc.date.available | 2024-04-29T18:08:30Z | |
dc.date.issued | 2024-04 | es_ES |
dc.identifier.issn | 0143-7208 | es_ES |
dc.identifier.uri | http://hdl.handle.net/10251/203846 | |
dc.description.abstract | [EN] Damage caused to biological targets through sunlight photosensitized reaction is of paramount importance due to their potential effects on human health. In these processes, a chemical alteration of a biomolecule may occur as a result of the initial radiation absorption by another chemical species called photosensitizer. In this respect, pterins are endogenous photosensitizers able of inducing chemical modifications in DNA, proteins and lipids. These molecules are present in many living organisms and play different biological functions. In humans, aromatic pterins (Pt) accumulate in the depigmentation patches on the skin of patients suffering vitiligo. Interestingly, 5-hydroxytryptophan (5-OH-Trp), a common oxidation product of tryptophan acting as a potential endogenous antioxidant, is also present in the skin under oxidative stress conditions, such as those produced by vitiligo. However, the photochemical interaction between Pt and 5-OH-Trp has not been considered yet. With this background, the goal of the present work is to deepen the knowledge of the capability of Pt to photoinduce damage to 5-OH-Trp. By combining different analytical and spectroscopic techniques, we establish that 5-OH-Trp is damaged by Pt through a photosensitized type I process initiated by an electron transfer from the 5-OH-Trp to the Pt triplet excited state that yield the corresponding radical ions. In air-equilibrated aqueous solution four products were identified, two of which correspond to 5-OH-Trp dimers, while the others are a 5-OH-Trp trimer and a dione, in which the 5-OH-Trp has incorporated an oxygen atom. No consumption of Pt was observed in the presence of O2. However, in the absence of O2, further free-radical reactions lead to the reduction of the photosensitizer, and dimers and trimer were the only 5-OH-Trp-derived products detected. The biomedical implications of the generation of this kind of products, in proteins, are discussed. | es_ES |
dc.description.sponsorship | The present work was partially supported by Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET-Grant P-UE 2017 22920170100100CO) , Agencia de Promocion Cientifica y Tecnologica (ANPCyT-Grant PICT 2017-0925, PICT 2019-3416 and PICT 2020-03103) , Universidad Nacional de La Plata (UNLP-Grant 11/X840) . Also, financial support from CSIC (i-COOP, ref COOPB22038) and the Spanish (project PID2021-128348NB-I00 funded by MCIN/AEI/10.13039/501100011033/and "FEDER a way of making Europe", Sever Ochoa Center of Excellence Program CEX2021-001230-S) and regional (CIAICO/2021/061) governments is acknowledged. The authors deeply acknowledge Lic. Bruno Campanella (INIFTA, Argentina) for his valu-able helps with the Laser Flash Photolysis measurements. J. J. F. thanks CONICET for doctoral research fellowship. M.L.D., M.P.S and A.H.T are research members of CONICET. | es_ES |
dc.language | Inglés | es_ES |
dc.publisher | Elsevier | es_ES |
dc.relation.ispartof | Dyes and Pigments | es_ES |
dc.rights | Reconocimiento - No comercial - Sin obra derivada (by-nc-nd) | es_ES |
dc.subject | 5-Hydroxytryptophan | es_ES |
dc.subject | Aromatic pterins | es_ES |
dc.subject | UV-A radiation | es_ES |
dc.subject | Electron transfer reaction | es_ES |
dc.subject | Photodimerization | es_ES |
dc.subject | Tryptophan-4,5-dione | es_ES |
dc.title | Chemical modification of 5-hydroxytryptophan photoinduced by endogenous sensitizers present in skin | es_ES |
dc.type | Artículo | es_ES |
dc.identifier.doi | 10.1016/j.dyepig.2023.111919 | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-128348NB-I00/ES/TRANSFERENCIA DE ENERGIA TRIPLETE-TRIPLETE A LARGA DISTANCIA EN SISTEMAS MODELO DE ADN/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/UNLP//11%2FX840/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/ANPCyT//PICT 2019-3416/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/ANPCyT//PICT 2020-03103/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/ANPCyT//PICT 2017-0925/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/CONICET//P-UE 2017 22920170100100CO/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/CSIC//COOPB22038/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/GVA//CIAICO%2F2021%2F061/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MICINN//CEX2021-001230-S/ | es_ES |
dc.rights.accessRights | Abierto | es_ES |
dc.description.bibliographicCitation | Farias, JJ.; Lizondo-Aranda, P.; Serrano, MP.; Thomas, AH.; Lhiaubet, VL.; Dantola, ML. (2024). Chemical modification of 5-hydroxytryptophan photoinduced by endogenous sensitizers present in skin. Dyes and Pigments. 223. https://doi.org/10.1016/j.dyepig.2023.111919 | es_ES |
dc.description.accrualMethod | S | es_ES |
dc.relation.publisherversion | https://doi.org/10.1016/j.dyepig.2023.111919 | es_ES |
dc.type.version | info:eu-repo/semantics/publishedVersion | es_ES |
dc.description.volume | 223 | es_ES |
dc.relation.pasarela | S\513712 | es_ES |
dc.contributor.funder | Generalitat Valenciana | es_ES |
dc.contributor.funder | Agencia Estatal de Investigación | es_ES |
dc.contributor.funder | European Regional Development Fund | es_ES |
dc.contributor.funder | Ministerio de Ciencia e Innovación | es_ES |
dc.contributor.funder | Universidad Nacional de La Plata, Argentina | es_ES |
dc.contributor.funder | Consejo Superior de Investigaciones Científicas | es_ES |
dc.contributor.funder | Agencia Nacional de Promoción Científica y Tecnológica, Argentina | es_ES |
dc.contributor.funder | Consejo Nacional de Investigaciones Científicas y Técnicas, Argentina | es_ES |