Blocking cyclobutane pyrimidine dimer formation by steric hindrance

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dc.contributor.affiliationInstituto Universitario Mixto de Tecnología Química
dc.contributor.authorVendrell Criado, Victoriaes_ES
dc.contributor.authorLhiaubet, Virginie Lyria
dc.contributor.authorYamaji, Minorues_ES
dc.contributor.authorCuquerella Alabort, Maria Consueloes_ES
dc.contributor.authorMiranda Alonso, Miguel Ángeles_ES
dc.contributor.funderGeneralitat Valencianaes_ES
dc.date.accessioned2017-09-21T11:00:53Z
dc.date.available2017-09-21T11:00:53Z
dc.date.issued2016
dc.description.abstractThe efficiency of thymine (Thy) and uracil (Ura) to form cyclobutane pyrimidine dimers (CPDs) in solution, upon UV irradiation differs by one order of magnitude. This could to be partially related to the steric hindrance induced by the methyl at C5 in thymine. The aim of the present work is to establish the influence of a bulky moiety at this position on the photoreactivity of pyrimidines. With this purpose, photosensitization with benzophenone and acetone of a 5-tert-butyl uracil derivative (1) and the equivalent Thy (2) has been compared. Introduction of the tert-butyl group completely blocks CPD formation. Moreover, the mechanistic insight obtained by laser flash photolysis is in accordance with the observed photoreactivity.es_ES
dc.description.accrualMethodSes_ES
dc.description.bibliographicCitationVendrell Criado, V.; Lhiaubet, VL.; Yamaji, M.; Cuquerella Alabort, MC.; Miranda Alonso, MÁ. (2016). Blocking cyclobutane pyrimidine dimer formation by steric hindrance. Organic and Biomolecular Chemistry. 14(17):4110-4115. https://doi.org/10.1039/c6ob00382fes_ES
dc.description.issue17es_ES
dc.description.sponsorshipFinancial support by the Spanish Government (CTQ2012-32621, CTQ2015-70164-P and contract JAE-Predoc 2011-00740 to V. V.-C.) and the Generalitat Valenciana (PROMETEOII/2013/005) is gratefully acknowledged.en_EN
dc.description.upvformatpfin4115es_ES
dc.description.upvformatpinicio4110es_ES
dc.description.volume14es_ES
dc.identifier.doi10.1039/c6ob00382f
dc.identifier.eissn1477-0539
dc.identifier.issn1477-0520
dc.identifier.urihttps://riunet.upv.es/handle/10251/87735
dc.languageIngléses_ES
dc.publisherRoyal Society of Chemistryes_ES
dc.relation.ispartofOrganic and Biomolecular Chemistryes_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO//CTQ2012-32621/ES/FOTOQUIMICA DE LA FORMACION Y REPARACION DE LESIONES BIPIRIMIDINICAS DE TIPO (6-4), DEWAR Y ESPORA/ /es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/GVA//PROMETEOII%2F2013%2F005/ES/ESPECIES FOTOACTIVAS Y SU INTERACCION CON BIOMOLECULAS/es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO//CTQ2015-70164-P/ES/LESIONES DEL ADN COMO FOTOSENSIBILIZADORES INTRINSECOS - CONCEPTO DE CABALLO DE TROYA/es_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN//JAEPre_2011_00740/ES/JAEPre_2011_00740/es_ES
dc.relation.publisherversionhttp://doi.org/10.1039/c6ob00382fes_ES
dc.relation.senia318606es_ES
dc.rightsReserva de todos los derechoses_ES
dc.rights.accessRightsAbiertoes_ES
dc.subjectTHYMINE NUCLEOBASEes_ES
dc.subjectROOM-TEMPERATUREes_ES
dc.subjectAQUEOUS-SOLUTIONes_ES
dc.subjectENERGY-TRANSFERes_ES
dc.subjectDNA-DAMAGEes_ES
dc.subjectBENZOPHENONEes_ES
dc.subjectPHOTOSENSITIZATIONes_ES
dc.subjectDERIVATIVESes_ES
dc.subjectURACILes_ES
dc.subject.classificationQUIMICA ORGANICAes_ES
dc.subject.classificationQUIMICA ANALITICAes_ES
dc.titleBlocking cyclobutane pyrimidine dimer formation by steric hindrancees_ES
dc.typeArtículoes_ES
dc.type.versioninfo:eu-repo/semantics/publishedVersiones_ES
dspace.entity.typePublication
person.identifier262233
person.identifier.orcid0000-0002-8205-8892
relation.isAuthorOfPublicationa49adf87-a055-4c4f-9f19-6acea9beef4f
relation.isAuthorOfPublication.latestForDiscoverya49adf87-a055-4c4f-9f19-6acea9beef4f
relation.isOrgUnitOfPublicationb97c2806-5147-442a-a1a8-a2c75cc2a941
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upv.uuid2e583b93-6c19-47d9-8efb-63b11ab6271fes_ES

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