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Repair of a Dimeric Azetidine Related to the Thymine-Cytosine (6-4) Photoproduct by Electron Transfer Photoreduction

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Repair of a Dimeric Azetidine Related to the Thymine-Cytosine (6-4) Photoproduct by Electron Transfer Photoreduction

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dc.contributor.author Fraga Timiraos, Ana Belén es_ES
dc.contributor.author Lhiaubet, Virginie Lyria es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.date.accessioned 2017-10-02T08:58:33Z
dc.date.available 2017-10-02T08:58:33Z
dc.date.issued 2016-05-10
dc.identifier.issn 1433-7851
dc.identifier.uri http://hdl.handle.net/10251/88383
dc.description.abstract [EN] Photolyases are intriguing enzymes that take advantage of sunlight to restore lesions like cyclobutane pyrimidine dimers or (6-4) photoproducts. This work focused on the photoreductive process responsible for splitting of the azetidine ring proposed to occur during (6-4) photoproduct repair at a thymine-cytosine sequence. A model compound formed by photocycloaddition between thymine and 6-azauracil has been designed to mimic the elusive azetidine intermediate. The photoinduced electron transfer process has been investigated by means of steady-state and time-resolved fluorescence using photosensitizers with oxidation potentials in the singlet excited state ranging from -3.3 to -2.1V vs. SCE. Azetidine ring splitting and recovery of repaired bases were proven by HPLC analysis. es_ES
dc.description.sponsorship The Spanish Government (CTQ2012-32621, CTQ2015-70164-P, RIRAAF RETICS RD12/0013/0009, Severo Ochoa program/SEV-2012-0267 and SVP-2013-068057 for A.B.F.-R. grant) and the Generalitat Valenciana (Prometeo II/2013/005) are gratefully acknowledged. We are indebted to Dr. G. Sastre for his collaboration in the mathematical treatment of some experimental results.
dc.language Inglés es_ES
dc.publisher Wiley es_ES
dc.relation.ispartof Angewandte Chemie International Edition es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject 6-azauracil es_ES
dc.subject cycloreversion es_ES
dc.subject DNA damage es_ES
dc.subject fluorescence es_ES
dc.subject photosensitization es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Repair of a Dimeric Azetidine Related to the Thymine-Cytosine (6-4) Photoproduct by Electron Transfer Photoreduction es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1002/anie.201601475
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SVP-2013-068057/ES/SVP-2013-068057/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//RD12%2F0013%2F0009/ES/Reacciones adversas a alérgenos y fármacos/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2012-0267/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/GVA//PROMETEOII%2F2013%2F005/ES/ESPECIES FOTOACTIVAS Y SU INTERACCION CON BIOMOLECULAS/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2012-32621/ES/FOTOQUIMICA DE LA FORMACION Y REPARACION DE LESIONES BIPIRIMIDINICAS DE TIPO (6-4), DEWAR Y ESPORA/
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2015-70164-P/ES/LESIONES DEL ADN COMO FOTOSENSIBILIZADORES INTRINSECOS - CONCEPTO DE CABALLO DE TROYA/
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Fraga Timiraos, AB.; Lhiaubet, VL.; Miranda Alonso, MÁ. (2016). Repair of a Dimeric Azetidine Related to the Thymine-Cytosine (6-4) Photoproduct by Electron Transfer Photoreduction. Angewandte Chemie International Edition. 55(20):6037-6040. https://doi.org/10.1002/anie.201601475 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://doi.org/10.1002/anie.201601475 es_ES
dc.description.upvformatpinicio 6037 es_ES
dc.description.upvformatpfin 6040 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 55 es_ES
dc.description.issue 20 es_ES
dc.relation.senia 326855 es_ES
dc.identifier.eissn 1521-3773
dc.identifier.pmid 27061458
dc.contributor.funder Generalitat Valenciana
dc.contributor.funder Ministerio de Economía y Competitividad


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