- -

Drug-DNA complexation as the key factor in photosensitized thymine dimerization

RiuNet: Repositorio Institucional de la Universidad Politécnica de Valencia

Compartir/Enviar a

Citas

Estadísticas

  • Estadisticas de Uso

Drug-DNA complexation as the key factor in photosensitized thymine dimerization

Mostrar el registro completo del ítem

Cuquerella Alabort, MC.; Lhiaubet, VL.; Miranda Alonso, MÁ.; Bosca Mayans, F. (2017). Drug-DNA complexation as the key factor in photosensitized thymine dimerization. Physical Chemistry Chemical Physics. 19(7):4951-4955. https://doi.org/10.1039/c6cp08485k

Por favor, use este identificador para citar o enlazar este ítem: http://hdl.handle.net/10251/111604

Ficheros en el ítem

Metadatos del ítem

Título: Drug-DNA complexation as the key factor in photosensitized thymine dimerization
Autor: Cuquerella Alabort, Maria Consuelo Lhiaubet, Virginie Lyria Miranda Alonso, Miguel Ángel Bosca Mayans, Francisco
Entidad UPV: Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química
Universitat Politècnica de València. Departamento de Química - Departament de Química
Fecha difusión:
Resumen:
[EN] The crucial role of photosensitizer@DNA complexation in the formation of cyclobutane pyrimidine dimers (CPDs) has been demonstrated using femtosecond and nanosecond transient absorption and emission measurements in ...[+]
Derechos de uso: Cerrado
Fuente:
Physical Chemistry Chemical Physics. (issn: 1463-9076 )
DOI: 10.1039/c6cp08485k
Editorial:
The Royal Society of Chemistry
Versión del editor: https://doi.org/10.1039/c6cp08485k
Código del Proyecto:
info:eu-repo/grantAgreement/MINECO//CTQ2014-54729-C2-2-P/ES/DISEÑO DE NUEVAS PRODROGAS ANTICANCERIGENAS FOTOACTIVABLES/
info:eu-repo/grantAgreement/MINECO//SEV-2012-0267/
info:eu-repo/grantAgreement/MINECO//CTQ2015-70164-P/ES/LESIONES DEL ADN COMO FOTOSENSIBILIZADORES INTRINSECOS - CONCEPTO DE CABALLO DE TROYA/
Agradecimientos:
Spanish Government (CTQ2014-54729-C2-2-P, CTQ2015-70164-P and Severo Ochoa program/SEV-2012-0267) and Generalitat Valenciana (Prometeo II program) are gratefully acknowledged.
Tipo: Artículo

References

Branzei, D., & Foiani, M. (2008). Regulation of DNA repair throughout the cell cycle. Nature Reviews Molecular Cell Biology, 9(4), 297-308. doi:10.1038/nrm2351

Cadet, J., Grand, A., & Douki, T. (2014). Solar UV Radiation-Induced DNA Bipyrimidine Photoproducts: Formation and Mechanistic Insights. Topics in Current Chemistry, 249-275. doi:10.1007/128_2014_553

Cuquerella, M. C., Lhiaubet-Vallet, V., Bosca, F., & Miranda, M. A. (2011). Photosensitised pyrimidine dimerisation in DNA. Chemical Science, 2(7), 1219. doi:10.1039/c1sc00088h [+]
Branzei, D., & Foiani, M. (2008). Regulation of DNA repair throughout the cell cycle. Nature Reviews Molecular Cell Biology, 9(4), 297-308. doi:10.1038/nrm2351

Cadet, J., Grand, A., & Douki, T. (2014). Solar UV Radiation-Induced DNA Bipyrimidine Photoproducts: Formation and Mechanistic Insights. Topics in Current Chemistry, 249-275. doi:10.1007/128_2014_553

Cuquerella, M. C., Lhiaubet-Vallet, V., Bosca, F., & Miranda, M. A. (2011). Photosensitised pyrimidine dimerisation in DNA. Chemical Science, 2(7), 1219. doi:10.1039/c1sc00088h

Beukers, R., Eker, A. P. M., & Lohman, P. H. M. (2008). 50 years thymine dimer. DNA Repair, 7(3), 530-543. doi:10.1016/j.dnarep.2007.11.010

Schreier, W. J., Gilch, P., & Zinth, W. (2015). Early Events of DNA Photodamage. Annual Review of Physical Chemistry, 66(1), 497-519. doi:10.1146/annurev-physchem-040214-121821

Schreier, W. J., Schrader, T. E., Koller, F. O., Gilch, P., Crespo-Hernandez, C. E., Swaminathan, V. N., … Kohler, B. (2007). Thymine Dimerization in DNA Is an Ultrafast Photoreaction. Science, 315(5812), 625-629. doi:10.1126/science.1135428

Banyasz, A., Douki, T., Improta, R., Gustavsson, T., Onidas, D., Vayá, I., … Markovitsi, D. (2012). Electronic Excited States Responsible for Dimer Formation upon UV Absorption Directly by Thymine Strands: Joint Experimental and Theoretical Study. Journal of the American Chemical Society, 134(36), 14834-14845. doi:10.1021/ja304069f

Kwok, W.-M., Ma, C., & Phillips, D. L. (2008). A Doorway State Leads to Photostability or Triplet Photodamage in Thymine DNA. Journal of the American Chemical Society, 130(15), 5131-5139. doi:10.1021/ja077831q

Schreier, W. J., Kubon, J., Regner, N., Haiser, K., Schrader, T. E., Zinth, W., … Gilch, P. (2009). Thymine Dimerization in DNA Model Systems: Cyclobutane Photolesion Is Predominantly Formed via the Singlet Channel. Journal of the American Chemical Society, 131(14), 5038-5039. doi:10.1021/ja900436t

Pilles, B. M., Bucher, D. B., Liu, L., Clivio, P., Gilch, P., Zinth, W., & Schreier, W. J. (2014). Mechanism of the Decay of Thymine Triplets in DNA Single Strands. The Journal of Physical Chemistry Letters, 5(9), 1616-1622. doi:10.1021/jz500364g

Climent, T., González-Ramírez, I., González-Luque, R., Merchán, M., & Serrano-Andrés, L. (2010). Cyclobutane Pyrimidine Photodimerization of DNA/RNA Nucleobases in the Triplet State. The Journal of Physical Chemistry Letters, 1(14), 2072-2076. doi:10.1021/jz100601p

Serrano-Pérez, J. J., González-Ramírez, I., Coto, P. B., Merchán, M., & Serrano-Andrés, L. (2008). Theoretical Insight into the Intrinsic Ultrafast Formation of Cyclobutane Pyrimidine Dimers in UV-Irradiated DNA: Thymine versus Cytosine. The Journal of Physical Chemistry B, 112(45), 14096-14098. doi:10.1021/jp806794x

Zhang, R. B., & Eriksson, L. A. (2006). A Triplet Mechanism for the Formation of Cyclobutane Pyrimidine Dimers in UV-Irradiated DNA. The Journal of Physical Chemistry B, 110(14), 7556-7562. doi:10.1021/jp060196a

Law, Y. K., Forties, R. A., Liu, X., Poirier, M. G., & Kohler, B. (2013). Sequence-dependent thymine dimer formation and photoreversal rates in double-stranded DNA. Photochemical & Photobiological Sciences, 12(8), 1431. doi:10.1039/c3pp50078k

Cuquerella, M. C., Lhiaubet-Vallet, V., Cadet, J., & Miranda, M. A. (2012). Benzophenone Photosensitized DNA Damage. Accounts of Chemical Research, 45(9), 1558-1570. doi:10.1021/ar300054e

Dumont, E., Wibowo, M., Roca-Sanjuán, D., Garavelli, M., Assfeld, X., & Monari, A. (2015). Resolving the Benzophenone DNA-Photosensitization Mechanism at QM/MM Level. The Journal of Physical Chemistry Letters, 6(4), 576-580. doi:10.1021/jz502562d

Nogueira, J. J., Oppel, M., & González, L. (2015). Enhancing Intersystem Crossing in Phenotiazinium Dyes by Intercalation into DNA. Angewandte Chemie International Edition, 54(14), 4375-4378. doi:10.1002/anie.201411456

Bosca, F., Lhiaubet-Vallet, V., Cuquerella, M. C., Castell, J. V., & Miranda, M. A. (2006). The Triplet Energy of Thymine in DNA. Journal of the American Chemical Society, 128(19), 6318-6319. doi:10.1021/ja060651g

Lhiaubet-Vallet, V., Cuquerella, M. C., Castell, J. V., Bosca, F., & Miranda, M. A. (2007). Triplet Excited Fluoroquinolones as Mediators for Thymine Cyclobutane Dimer Formation in DNA. The Journal of Physical Chemistry B, 111(25), 7409-7414. doi:10.1021/jp070167f

Rahn, R. O., Shulman, R. G., & Longworth, J. W. (1966). Phosphorescence and Electron Spin Resonance Studies of the uv‐Excited Triplet State of DNA. The Journal of Chemical Physics, 45(8), 2955-2965. doi:10.1063/1.1728051

Koga, H., Itoh, A., Murayama, S., Suzue, S., & Irikura, T. (1980). Structure-activity relationships of antibacterial 6,7- and 7,8-disubstituted 1-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acids. Journal of Medicinal Chemistry, 23(12), 1358-1363. doi:10.1021/jm00186a014

Soldevila, S., Consuelo Cuquerella, M., Lhiaubet-Vallet, V., Edge, R., & Bosca, F. (2014). Seeking the mechanism responsible for fluoroquinolone photomutagenicity: a pulse radiolysis, steady-state, and laser flash photolysis study. Free Radical Biology and Medicine, 67, 417-425. doi:10.1016/j.freeradbiomed.2013.11.027

Alfredson, T. V., Maki, A. H., & Waring, M. J. (1991). Optically detected triplet-state magnetic resonance studies of the DNA complexes of the bisquinoline analog of echinomycin. Biochemistry, 30(40), 9665-9675. doi:10.1021/bi00104a014

Alfredson, T. V., & Maki, A. H. (1990). Phosphorescence and optically detected magnetic resonance studies of echinomycin-DNA complexes. Biochemistry, 29(38), 9052-9064. doi:10.1021/bi00490a024

Albini, A., & Monti, S. (2003). Photophysics and photochemistry of fluoroquinolones. Chemical Society Reviews, 32(4), 238. doi:10.1039/b209220b

Cuquerella, M. C., Andreu, I., Soldevila, S., & Bosca, F. (2012). Triplet Excimers of Fluoroquinolones in Aqueous Media. The Journal of Physical Chemistry A, 116(21), 5030-5038. doi:10.1021/jp301800q

A Thermodynamic Study on the Interaction of Quinolone Antibiotics and DNA. (2009). Bulletin of the Korean Chemical Society, 30(5), 1031-1034. doi:10.5012/bkcs.2009.30.5.1031

Grabowski, Z. R., Rotkiewicz, K., & Rettig, W. (2003). Structural Changes Accompanying Intramolecular Electron Transfer:  Focus on Twisted Intramolecular Charge-Transfer States and Structures. Chemical Reviews, 103(10), 3899-4032. doi:10.1021/cr940745l

Cuquerella, M. C., Miranda, M. A., & Bosca, F. (2006). Role of Excited State Intramolecular Charge Transfer in the Photophysical Properties of Norfloxacin and Its Derivatives. The Journal of Physical Chemistry A, 110(8), 2607-2612. doi:10.1021/jp0559837

Bosca, F. (2012). Seeking to Shed Some Light on the Binding of Fluoroquinolones to Albumins. The Journal of Physical Chemistry B, 116(11), 3504-3511. doi:10.1021/jp208930q

Encinas, S., Miranda, M. A., Marconi, G., & Monti, S. (1998). Triplet Photoreactivity of the Diaryl Ketone Tiaprofenic Acid and Its Decarboxylated Photoproduct. Photobiological Implications. Photochemistry and Photobiology, 67(4), 420-425. doi:10.1111/j.1751-1097.1998.tb05221.x

Su, T., Li, M.-D., Ma, J., Wong, N., & Phillips, D. L. (2014). Femtosecond Transient Absorption Spectroscopy Study of the Early Events of Norfloxacin in Aqueous Solutions with Varying pH Values. The Journal of Physical Chemistry B, 118(47), 13458-13467. doi:10.1021/jp506711f

[-]

recommendations

 

Este ítem aparece en la(s) siguiente(s) colección(ones)

Mostrar el registro completo del ítem