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Experimental and theoretical studies on thymine photodimerization mediated by oxidatively generated DNA lesions and epigenetic intermediates

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Experimental and theoretical studies on thymine photodimerization mediated by oxidatively generated DNA lesions and epigenetic intermediates

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dc.contributor.author Lineros-Rosa, Mauricio es_ES
dc.contributor.author Francés-Monerris, Antonio es_ES
dc.contributor.author Monari, Antonio es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.contributor.author Lhiaubet, Virginie Lyria es_ES
dc.date.accessioned 2021-03-25T04:31:43Z
dc.date.available 2021-03-25T04:31:43Z
dc.date.issued 2020-11-28 es_ES
dc.identifier.issn 1463-9076 es_ES
dc.identifier.uri http://hdl.handle.net/10251/164220
dc.description.abstract [EN] Interaction of nucleic acids with light is a scientific question of paramount relevance not only in the understanding of life functioning and evolution, but also in the insurgence of diseases such as malignant skin cancer and in the development of biomarkers and novel light-assisted therapeutic tools. This work shows that the UVA portion of sunlight, not absorbed by canonical DNA nucleobases, can be absorbed by 5-formyluracil (ForU) and 5-formylcytosine (ForC), two ubiquitous oxidatively generated lesions and epigenetic intermediates present in living beings in natural conditions. We measure the strong propensity of these molecules to populate triplet excited states able to transfer the excitation energy to thymine-thymine dyads, inducing the formation of cyclobutane pyrimidine dimers (CPDs). By using steady-state and transient absorption spectroscopy, NMR, HPLC, and theoretical calculations, we quantify the differences in the triplet-triplet energy transfer mediated by ForU and ForC, revealing that the former is much more efficient in delivering the excitation energy and producing the CPD photoproduct. Although significantly slower than ForU, ForC is also able to harm DNA nucleobases and therefore this process has to be taken into account as a viable photosensitization mechanism. The present findings evidence a rich photochemistry crucial to understand DNA damage photobehavior. es_ES
dc.description.sponsorship Support from the Universite de Lorraine, CNRS, regional (Prometeo/2017/075) and Spanish Government (PGC2018-096684-B-I00, CTQ2017-87054-C2-2-P) is kindly acknowledged. A. F.-M. is grateful to Generalitat Valenciana and the European Social Fund (postdoctoral contract APOSTD/2019/149 and project GV/2020/226) for financial support. M. L.-R. acknowledges the Universitat Politecnica de Valencia for the FPI grant. All calculations have been performed on the local LPCT computer center and on the Explor regional center in the framework of the project "Dancing under the light". es_ES
dc.language Inglés es_ES
dc.publisher The Royal Society of Chemistry es_ES
dc.relation.ispartof Physical Chemistry Chemical Physics es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Triplet energy-transfer es_ES
dc.subject Dimer formation es_ES
dc.subject Damage es_ES
dc.subject Photosensitization es_ES
dc.subject Dynamics es_ES
dc.subject Photophysics es_ES
dc.subject Dimerization es_ES
dc.subject Mechanism es_ES
dc.subject Bases es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Experimental and theoretical studies on thymine photodimerization mediated by oxidatively generated DNA lesions and epigenetic intermediates es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/d0cp04557h es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-87054-C2-2-P/ES/FOTOFISICA DE SISTEMAS ORGANICOS DE TRANSFERENCIA DE CARGA INNOVADORES/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//PROMETEO%2F2017%2F075/ES/Reacciones fotoquímicas de biomoléculas/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PGC2018-096684-B-I00/ES/REPARACION DEL ADN POR PROCESOS MULTIFOTONICOS/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//APOSTD%2F2019%2F149/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//GV%2F2020%2F226/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Lineros-Rosa, M.; Francés-Monerris, A.; Monari, A.; Miranda Alonso, MÁ.; Lhiaubet, VL. (2020). Experimental and theoretical studies on thymine photodimerization mediated by oxidatively generated DNA lesions and epigenetic intermediates. Physical Chemistry Chemical Physics. 22(44):25661-25668. https://doi.org/10.1039/d0cp04557h es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1039/d0cp04557h es_ES
dc.description.upvformatpinicio 25661 es_ES
dc.description.upvformatpfin 25668 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 22 es_ES
dc.description.issue 44 es_ES
dc.identifier.pmid 33169771 es_ES
dc.relation.pasarela S\425455 es_ES
dc.contributor.funder European Social Fund es_ES
dc.contributor.funder Generalitat Valenciana es_ES
dc.contributor.funder Université de Lorraine es_ES
dc.contributor.funder Universitat Politècnica de València es_ES
dc.contributor.funder Centre National de la Recherche Scientifique, Francia es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES
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