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dc.contributor.author | Vayá Pérez, Ignacio | es_ES |
dc.contributor.author | Jiménez Molero, María Consuelo | es_ES |
dc.contributor.author | Miranda Alonso, Miguel Ángel | es_ES |
dc.date.accessioned | 2018-05-11T04:16:37Z | |
dc.date.available | 2018-05-11T04:16:37Z | |
dc.date.issued | 2007 | es_ES |
dc.identifier.issn | 1520-6106 | es_ES |
dc.identifier.uri | http://hdl.handle.net/10251/101707 | |
dc.description | This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Physical Chemistry B, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://doi.org/10.1021/jp071301z | |
dc.description.abstract | [EN] Fluorescence and laser-flash photolysis measurements have been performed on two pairs of diastereomeric dyads that contain the nonsteroidal anti-inflammatory drug (S)- or (R)-flurbiprofen (FBP) and (S)-tryptophan (Trp), which is a relevant amino acid present in site I of human serum albumin. The fluorescence spectra were obtained when subjected to excitation at 266 nm, where similar to 60% of the light is absorbed by FBP and similar to 40% is absorbed by Trp; the most remarkable feature observed in all dyads was a dramatic fluorescence quenching, and the residual emission was assigned to the Trp chromophore. In addition, an exciplex emission was observed as a broad band between 380 and 500 nm, especially in the case of the (R,S) diastereomers. The fluorescence lifetimes (tau(F)) at lambda(em) = 340 nm were clearly shorter in the dyads than in Trp-derived model compounds; in contrast, the values of tau(F) at lambda(em) = 440 nm (exciplex) were much longer. On the other hand, the typical FBP triplet-triplet transient absorption spectrum was obtained when subjected to laser-flash photolysis, although the signals were less intense than when FBP was directly excited under the same conditions. The main photophysical events in FBP-Trp dyads can be summarized as follows: (1) most of the energy provided by the incident radiation at 266 nm reaches the excited singlet state of Trp ((1)Trp*), either via direct absorption by this chromophore or by singlet singlet energy transfer from excited FBP ((FBP)-F-1*); (2) a minor, yet stereoselective deactivation of (FBP)-F-1* leads to detectable exciplexes and/or radical ion pairs; (3) the main process observed is intramolecular (1)Trp* quenching; and (4) the first triplet excited-state of FBP can be populated by triplet-triplet energy transfer from excited Trp or by back-electron transfer within the charge-separated states. | es_ES |
dc.description.sponsorship | Financial support from the MCYT (CTQ2004-03811) and the Generalitat Valenciana (GV06/099) is gratefully acknowledged. Author I.V. thanks MEC for a fellowship. | |
dc.language | Inglés | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.relation.ispartof | The Journal of Physical Chemistry B | es_ES |
dc.rights | Reserva de todos los derechos | es_ES |
dc.subject.classification | QUIMICA ANALITICA | es_ES |
dc.subject.classification | QUIMICA ORGANICA | es_ES |
dc.title | Excited State Interactions in Flurbiprofen-Tryptophan dyads | es_ES |
dc.type | Artículo | es_ES |
dc.identifier.doi | 10.1021/jp071301z | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MEC//CTQ2004-03811/ES/INTERACCIONES FARMACO-BIOMOLECULA EN LOS ESTADOS EXCITADOS/ | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/GVA//GV06%2F099/ | es_ES |
dc.rights.accessRights | Abierto | es_ES |
dc.contributor.affiliation | Universitat Politècnica de València. Departamento de Química - Departament de Química | es_ES |
dc.description.bibliographicCitation | Vayá Pérez, I.; Jiménez Molero, MC.; Miranda Alonso, MÁ. (2007). Excited State Interactions in Flurbiprofen-Tryptophan dyads. The Journal of Physical Chemistry B. 111(31):9363-9371. https://doi.org/10.1021/jp071301z | es_ES |
dc.description.accrualMethod | S | es_ES |
dc.relation.publisherversion | http://doi.org/10.1021/jp071301z | es_ES |
dc.description.upvformatpinicio | 9363 | es_ES |
dc.description.upvformatpfin | 9371 | es_ES |
dc.type.version | info:eu-repo/semantics/publishedVersion | es_ES |
dc.description.volume | 111 | es_ES |
dc.description.issue | 31 | es_ES |
dc.identifier.pmid | 17608516 | |
dc.relation.pasarela | S\31637 | es_ES |
dc.contributor.funder | Generalitat Valenciana | es_ES |
dc.contributor.funder | Ministerio de Educación y Ciencia | es_ES |