Bonancía Roca, P.; Vayá Pérez, I.; Climent Olmedo, MJ.; Gustavsson, T.; Markovitsi, D.; Jiménez Molero, MC.; Miranda Alonso, MÁ. (2012). Excited-state interactions in diastereomeric flurbiprofen-thymine dyads. Journal of Physical Chemistry A. 116(35):8807-8814. https://doi.org/10.1021/jp3063838
Por favor, use este identificador para citar o enlazar este ítem: http://hdl.handle.net/10251/60930
Título:
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Excited-state interactions in diastereomeric flurbiprofen-thymine dyads
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Autor:
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Bonancía Roca, Paula
Vayá Pérez, Ignacio
Climent Olmedo, María José
Gustavsson, Thomas
Markovitsi, Dimitra
Jiménez Molero, María Consuelo
Miranda Alonso, Miguel Ángel
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Entidad UPV:
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Universitat Politècnica de València. Departamento de Química - Departament de Química
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Fecha difusión:
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Resumen:
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Excited-state interactions between (S)- or (R) fluorescence (S)- or (R)-FBP) and thymidine (dThd) covalently linked in dyads 1 or 2 have been investigated. In both dyads, the only emitting species is (FBP)-F-1*, but with ...[+]
Excited-state interactions between (S)- or (R) fluorescence (S)- or (R)-FBP) and thymidine (dThd) covalently linked in dyads 1 or 2 have been investigated. In both dyads, the only emitting species is (FBP)-F-1*, but with a lower fluorescence quantum yield (phi(F)) and a shorter fluorescene lifetime (tau(F)) than when free in solution. These an results indicate that dynamic quenching occurs either by electron transfer or via exciplex formation, with FBP as the charge-donating species. In acetonitrile, both mechanisms are favored, while in dioxane exciplex formation is predominating. Isomer 1 displays lower values of OF and rF than its analogue 2, indicating that the relative spatial arrangement of the chromophores plays a significant role. The triplet quantum yields (0-F) of 1 and 2 are significantly higher than the expectations based solely on 'FBP* dThd intersystem crossing quantum yields (Oisc), with OT (1) > OT (2). This can be explained in terms of intramolecular charge recombination at the radical ion pairs and/or the exciplexes, which would be again dependent on geometrical factors. The triplet lifetimes (IT) of 3FBP* dThd and free 3FBP* are similar, indicating the lack of excited-state interactions at this stage. The FBP dThd dyads could, in principle, constitute appropriate model systems for the elucidation of the excited-state interactions in noncovalent DNA ligand complexes.
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Palabras clave:
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TRANSIENT ABSORPTION-SPECTROSCOPY
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BOVINE SERUM ALBUMINS
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ELECTRON-TRANSFER
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DNA
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FLUORESCENCE
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DIMER
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TRANSPORT
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DRUGS
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DERIVATIVES
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PROTEINS
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Derechos de uso:
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Cerrado |
Fuente:
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Journal of Physical Chemistry A. (issn:
1089-5639
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DOI:
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10.1021/jp3063838
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Editorial:
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American Chemical Society
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Versión del editor:
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http://dx.doi.org/10.1021/jp3063838
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Código del Proyecto:
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info:eu-repo/grantAgreement/MICINN//CTQ2010-14882/ES/DIADAS FOTOACTIVAS COMO SONDAS PARA LA GENERACION DE ESPECIES TRANSITORIAS EN SISTEMAS MICROHETEROGENEOS DE TIPO BIOMIMETICO/
info:eu-repo/grantAgreement/UPV//PAID-05-11-2766/
info:eu-repo/grantAgreement/MICINN//CTQ2009-13699/ES/CTQ2009-13699/
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Agradecimientos:
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Financial support from the Spanish Government (Grants CTQ2010-14882 and CTQ2009-13699), Salvador Madariaga Program (Grant to M.C.J.), Juan de la Cierva Program (contract to I.V.), Generalitat Valenciana (Prometeo 2008/090), ...[+]
Financial support from the Spanish Government (Grants CTQ2010-14882 and CTQ2009-13699), Salvador Madariaga Program (Grant to M.C.J.), Juan de la Cierva Program (contract to I.V.), Generalitat Valenciana (Prometeo 2008/090), and the Universitat Politecnica de Valencia (PAID 05-11, ref 2766) is gratefully acknowledged.
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Tipo:
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Artículo
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