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Photosensitised pyrimidine dimerisation in DNA

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Photosensitised pyrimidine dimerisation in DNA

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Bosca Mayans, F.; Lhiaubet, VL.; Cuquerella Alabort, MC.; Miranda Alonso, MÁ. (2011). Photosensitised pyrimidine dimerisation in DNA. Chemical Science. 2(7):1219-1232. https://doi.org/10.1039/c1sc00088h

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Título: Photosensitised pyrimidine dimerisation in DNA
Autor: Bosca Mayans, Francisco Lhiaubet, Virginie Lyria Cuquerella Alabort, Maria Consuelo Miranda Alonso, Miguel Ángel
Entidad UPV: Universitat Politècnica de València. Departamento de Química - Departament de Química
Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química
Fecha difusión:
Resumen:
Triplet-mediated pyrimidine (Pyr) dimerisation is a key process in photochemical damage to DNA. It may occur in the presence of a photosensitiser, provided that a number of requirements are fulfilled, such as favourable ...[+]
Palabras clave: THYMINE DIMER FORMATION , TRIPLET ENERGY-TRANSFER , FROZEN AQUEOUS-SOLUTIONS , NUCLEIC-ACID BASES , UV-IRRADIATED DNA , SPORE PHOTOPRODUCT , EXCITED-STATE , ELECTRON-TRANSFER , ROOM-TEMPERATURE , BIPYRIMIDINE PHOTOPRODUCTS
Derechos de uso: Reserva de todos los derechos
Fuente:
Chemical Science. (issn: 2041-6520 )
DOI: 10.1039/c1sc00088h
Editorial:
Royal Society of Chemistry
Versión del editor: http://dx.doi.org/10.1039/c1sc00088h
Código del Proyecto:
info:eu-repo/grantAgreement/MICINN//CTQ2009-14196/
info:eu-repo/grantAgreement/MICINN//CTQ2009-13699/ES/MECANISMOS FOTOQUIMICOS DEL DAÑO AL ADN Y SU REPARACION. FOTOSENSIBILIZACION FRENTE A FOTOPROTECCION/
info:eu-repo/grantAgreement/COST//CM0603/EU/Free Radicals in Chemical Biology (CHEMBIORADICAL)/
Agradecimientos:
Financial support from the Spanish Government (CTQ2009-13699, CTQ2009-14196, JAE Doc fellowship for M. C. C. and Ramon y Cajal contract for V. L.-V.) and EU (CM0603) is gratefully acknowledged.
Tipo: Artículo

References

The Lancet Oncology. (2009). Beauty and the beast. The Lancet Oncology, 10(9), 835. doi:10.1016/s1470-2045(09)70243-8

Mouret, S., Baudouin, C., Charveron, M., Favier, A., Cadet, J., & Douki, T. (2006). Cyclobutane pyrimidine dimers are predominant DNA lesions in whole human skin exposed to UVA radiation. Proceedings of the National Academy of Sciences, 103(37), 13765-13770. doi:10.1073/pnas.0604213103

Setlow, R. B., Grist, E., Thompson, K., & Woodhead, A. D. (1993). Wavelengths effective in induction of malignant melanoma. Proceedings of the National Academy of Sciences, 90(14), 6666-6670. doi:10.1073/pnas.90.14.6666 [+]
The Lancet Oncology. (2009). Beauty and the beast. The Lancet Oncology, 10(9), 835. doi:10.1016/s1470-2045(09)70243-8

Mouret, S., Baudouin, C., Charveron, M., Favier, A., Cadet, J., & Douki, T. (2006). Cyclobutane pyrimidine dimers are predominant DNA lesions in whole human skin exposed to UVA radiation. Proceedings of the National Academy of Sciences, 103(37), 13765-13770. doi:10.1073/pnas.0604213103

Setlow, R. B., Grist, E., Thompson, K., & Woodhead, A. D. (1993). Wavelengths effective in induction of malignant melanoma. Proceedings of the National Academy of Sciences, 90(14), 6666-6670. doi:10.1073/pnas.90.14.6666

Rochette, P. J. (2003). UVA-induced cyclobutane pyrimidine dimers form predominantly at thymine-thymine dipyrimidines and correlate with the mutation spectrum in rodent cells. Nucleic Acids Research, 31(11), 2786-2794. doi:10.1093/nar/gkg402

Mitchell, D. L., Fernandez, A. A., Nairn, R. S., Garcia, R., Paniker, L., Trono, D., … Gimenez-Conti, I. (2010). Ultraviolet A does not induce melanomas in a Xiphophorus hybrid fish model. Proceedings of the National Academy of Sciences, 107(20), 9329-9334. doi:10.1073/pnas.1000324107

Douki, T., Reynaud-Angelin, A., Cadet, J., & Sage, E. (2003). Bipyrimidine Photoproducts Rather than Oxidative Lesions Are the Main Type of DNA Damage Involved in the Genotoxic Effect of Solar UVA Radiation†. Biochemistry, 42(30), 9221-9226. doi:10.1021/bi034593c

Young, A. R., Potten, C. S., Nikaido, O., Parsons, P. G., Boenders, J., Ramsden, J. M., & Chadwick, C. A. (1998). Human Melanocytes and Keratinocytes Exposed to UVB or UVA In Vivo Show Comparable Levels of Thymine Dimers. Journal of Investigative Dermatology, 111(6), 936-940. doi:10.1046/j.1523-1747.1998.00435.x

Cooke, M. S., Evans, M. D., Patel, K., Barnard, A., Lunec, J., Burd, R. M., & Hutchinson, P. E. (2001). Induction and Excretion of Ultraviolet-Induced 8-Oxo-2′-deoxyguanosine and Thymine Dimers In Vivo: Implications for PUVA. Journal of Investigative Dermatology, 116(2), 281-285. doi:10.1046/j.1523-1747.2001.01251.x

Mouret, S., Philippe, C., Gracia-Chantegrel, J., Banyasz, A., Karpati, S., Markovitsi, D., & Douki, T. (2010). UVA-induced cyclobutane pyrimidine dimers in DNA: a direct photochemical mechanism? Organic & Biomolecular Chemistry, 8(7), 1706. doi:10.1039/b924712b

Jiang, Y., Rabbi, M., Kim, M., Ke, C., Lee, W., Clark, R. L., … Marszalek, P. E. (2009). UVA Generates Pyrimidine Dimers in DNA Directly. Biophysical Journal, 96(3), 1151-1158. doi:10.1016/j.bpj.2008.10.030

Tyrrell, R. M., & Keyse, S. M. (1990). New trends in photobiology the interaction of UVA radiation with cultured cells. Journal of Photochemistry and Photobiology B: Biology, 4(4), 349-361. doi:10.1016/1011-1344(90)85014-n

Besaratinia, A., Synold, T. W., Chen, H.-H., Chang, C., Xi, B., Riggs, A. D., & Pfeifer, G. P. (2005). DNA lesions induced by UV A1 and B radiation in human cells: Comparative analyses in the overall genome and in the p53 tumor suppressor gene. Proceedings of the National Academy of Sciences, 102(29), 10058-10063. doi:10.1073/pnas.0502311102

Kuluncsics, Z., Perdiz, D., Brulay, E., Muel, B., & Sage, E. (1999). Wavelength dependence of ultraviolet-induced DNA damage distribution: Involvement of direct or indirect mechanisms and possible artefacts. Journal of Photochemistry and Photobiology B: Biology, 49(1), 71-80. doi:10.1016/s1011-1344(99)00034-2

Cadet, J., Courdavault, S., Ravanat, J.-L., & Douki, T. (2005). UVB and UVA radiation-mediated damage to isolated and cellular DNA. Pure and Applied Chemistry, 77(6), 947-961. doi:10.1351/pac200577060947

Costalat, R., Blais, J., Ballini, J.-P., Moysan, A., Cadet, J., Chalvet, O., & Vigny, P. (1990). FORMATION OF CYCLOBUTANE THYMINE DIMERS PHOTOSENSITIZED BY PYRIDOPSORALENS: A TRIPLET-TRIPLET ENERGY TRANSFER MECHANISM. Photochemistry and Photobiology, 51(3), 255-262. doi:10.1111/j.1751-1097.1990.tb01709.x

Moysan, A., Viari, A., Vigny, P., Voituriez, L., Cadet, J., Moustacchi, E., & Sage, E. (1991). Formation of cyclobutane thymine dimers photosensitized by pyridopsoralens: quantitative and qualitative distribution within DNA. Biochemistry, 30(29), 7080-7088. doi:10.1021/bi00243a007

Stern, R. S., Liebman, E. J., & Väkevä, L. (1998). Oral Psoralen and Ultraviolet-A Light (PUVA) Treatment of Psoriasis and Persistent Risk of Nonmelanoma Skin Cancer. JNCI: Journal of the National Cancer Institute, 90(17), 1278-1284. doi:10.1093/jnci/90.17.1278

Young, A. R. (1990). Photocarcinogenicity of psoralens used in PUVA treatment: Present status in mouse and man. Journal of Photochemistry and Photobiology B: Biology, 6(1-2), 237-247. doi:10.1016/1011-1344(90)85093-c

Spratt, T. E., Schultz, S. S., Levy, D. E., Chen, D., Schlüter, G., & Williams, G. M. (1999). Different Mechanisms for the Photoinduced Production of Oxidative DNA Damage by Fluoroquinolones Differing in Photostability. Chemical Research in Toxicology, 12(9), 809-815. doi:10.1021/tx980224j

Sauvaigo, S., Douki, T., Odin, F., Caillat, S., Ravanat, J.-L., & Cadet, J. (2001). Analysis of Fluoroquinolone-mediated Photosensitization of 2′-Deoxyguanosine, Calf Thymus and Cellular DNA: Determination of Type-I, Type-II and Triplet–Triplet Energy Transfer Mechanism Contribution¶. Photochemistry and Photobiology, 73(3), 230. doi:10.1562/0031-8655(2001)073<0230:aofmpo>2.0.co;2

Cuquerella, M. C., Boscá, F., Miranda, M. A., Belvedere, A., Catalfo, A., & de Guidi, G. (2003). Photochemical Properties of Ofloxacin Involved in Oxidative DNA Damage:  A Comparison with Rufloxacin. Chemical Research in Toxicology, 16(4), 562-570. doi:10.1021/tx034006o

Lhiaubet-Vallet, V., Bosca, F., & Miranda, M. A. (2009). Photosensitized DNA Damage: The Case of Fluoroquinolones. Photochemistry and Photobiology, 85(4), 861-868. doi:10.1111/j.1751-1097.2009.00548.x

Mäkinen, M., Forbes, P. D., & Stenbäck, F. (1997). Quinolone antibacterials: A new class of photochemical carcinogens. Journal of Photochemistry and Photobiology B: Biology, 37(3), 182-187. doi:10.1016/s1011-1344(96)07425-8

Klecak, G., Urbach, F., & Urwyler, H. (1997). Fluoroquinolone antibacterials enhance UVA-induced skin tumors. Journal of Photochemistry and Photobiology B: Biology, 37(3), 174-181. doi:10.1016/s1011-1344(96)07424-6

Johnson, B. E., Gibbs, N. K., & Ferguson, J. (1997). Quinolone antibiotic with potential to photosensitize skin tumorigenesis. Journal of Photochemistry and Photobiology B: Biology, 37(3), 171-173. doi:10.1016/s1011-1344(96)07423-4

Itoh, T., Miyauchi-Hashimoto, H., Sugihara, A., Tanaka, K., & Horio, T. (2005). The Photocarcinogenesis of Antibiotic Lomefloxacin and UVA Radiation Is Enhanced in Xeroderma Pigmentosum Group A Gene-Deficient Mice. Journal of Investigative Dermatology, 125(3), 554-559. doi:10.1111/j.0022-202x.2005.23862.x

Sandros, K., Haglid, F., Ryhage, R., Ryhage, R., & Stevens, R. (1964). Transfer of Triplet State Energy in Fluid Solutions. III. Reversible Energy Transfer. Acta Chemica Scandinavica, 18, 2355-2374. doi:10.3891/acta.chem.scand.18-2355

Encinas, S., Belmadoui, N., Climent, M. J., Gil, S., & Miranda, M. A. (2004). Photosensitization of Thymine Nucleobase by Benzophenone Derivatives as Models for Photoinduced DNA Damage:  Paterno−Büchi vs Energy and Electron Transfer Processes. Chemical Research in Toxicology, 17(7), 857-862. doi:10.1021/tx034249g

Morrison, H., & Kleopfer, R. (1968). Organic photochemistry. VIII. Solvent effects on liquid-phase photodimerization of dimethylthymine. Journal of the American Chemical Society, 90(18), 5037-5038. doi:10.1021/ja01020a055

Wagner, P. J., & Bucheck, D. J. (1970). Photodimerization of thymine and uracil in acetonitrile. Journal of the American Chemical Society, 92(1), 181-185. doi:10.1021/ja00704a030

Cadet, J., Voituriez, L., Hruska, F. E., Kan, L.-S., Leeuw, F. A. A. M. de, & Altona, C. (1985). Characterization of thymidine ultraviolet photoproducts. Cyclobutane dimers and 5,6-dihydrothymidines. Canadian Journal of Chemistry, 63(11), 2861-2868. doi:10.1139/v85-477

VARGHESE, A. J. (1972). ACETONE-SENSITIZED DIMERIZATION OF CYTOSINE DERIVATIVES. Photochemistry and Photobiology, 15(2), 113-118. doi:10.1111/j.1751-1097.1972.tb06232.x

LAMOLA, A. A. (1968). EXCITED STATE PRECURSORS OF THYMINE PHOTODIMERS. Photochemistry and Photobiology, 7(6), 619-632. doi:10.1111/j.1751-1097.1968.tb08044.x

Greenstock, C. L., & Johns, H. E. (1968). Photosensitized dimerization of pyrimidines. Biochemical and Biophysical Research Communications, 30(1), 21-27. doi:10.1016/0006-291x(68)90706-7

Aliwell, S. R., Martincigh, B. S., & Salter, L. F. (1993). Para-aminobenzoic acid-photosensitized dimerization of thymine I. In DNA-related model systems. Journal of Photochemistry and Photobiology A: Chemistry, 71(2), 137-146. doi:10.1016/1010-6030(93)85065-g

Kleopfer, R., & Morrison, H. (1972). Organic photochemistry. XVII. Solution-phase photodimerization of dimethylthymine. Journal of the American Chemical Society, 94(1), 255-264. doi:10.1021/ja00756a045

Chouini-Lalanne, N., Defais, M., & Paillous, N. (1998). Nonsteroidal antiinflammatory drug-photosensitized formation of pyrimidine dimer in DNA. Biochemical Pharmacology, 55(4), 441-446. doi:10.1016/s0006-2952(97)00511-x

Meistrich, M. L., & Lamola, A. A. (1972). Triplet-state sensitization of thymine photodimerization in bacteriophage T4. Journal of Molecular Biology, 66(1), 83-95. doi:10.1016/s0022-2836(72)80007-x

Lamola, A. A., Guéron, M., Yamane, T., Eisinger, J., & Shulman, R. G. (1967). Triplet State of DNA. The Journal of Chemical Physics, 47(7), 2210-2217. doi:10.1063/1.1703293

HøNNÅS, P. I., & STEEN, H. B. (1970). X-RAY- AND U.V.-INDUCED EXCITATION OF ADENINE, THYMINE AND THE RELATED NUCLEOSIDES AND NUCLEOTIDES IN SOLUTION AT 77°K. Photochemistry and Photobiology, 11(2), 67-76. doi:10.1111/j.1751-1097.1970.tb05972.x

Wilucki, I. vo., Matthäs, H., & Krauch, C. H. (1967). PHOTOSENSIBILISIERTE CYCLODIMERISATION VON THYMIN IN LÖSUNG. Photochemistry and Photobiology, 6(7), 497-500. doi:10.1111/j.1751-1097.1967.tb08750.x

Elad, D., Krüger, C., & Schmidt, G. M. J. (1967). THE PHOTOSENSITIZED SOLUTION DIMERIZATTION OF DIMETHYLURACIL AND DIMETHYLTHYMINE. FOUR PHOTODIMERS OF DIMETHYLURACIL. Photochemistry and Photobiology, 6(7), 495-496. doi:10.1111/j.1751-1097.1967.tb08749.x

JENNINGS, B. H., PASTRA, S.-C., & WELLINGTON, J. L. (1970). PHOTOSENSITIZED DIMERIZATION OF THYMINE. Photochemistry and Photobiology, 11(4), 215-226. doi:10.1111/j.1751-1097.1970.tb05991.x

Ben-Hur, E., Elad, D., & Ben-Ishai, R. (1967). The photosensitized dimerization of thymidine in solution. Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 149(2), 355-360. doi:10.1016/0005-2787(67)90163-3

Delatour, T., Douki, T., D’Ham, C., & Cadet, J. (1998). Photosensitization of thymine nucleobase by benzophenone through energy transfer, hydrogen abstraction and one-electron oxidation. Journal of Photochemistry and Photobiology B: Biology, 44(3), 191-198. doi:10.1016/s1011-1344(98)00142-0

Douki, T., Court, M., & Cadet, J. (2000). Electrospray–mass spectrometry characterization and measurement of far-UV-induced thymine photoproducts. Journal of Photochemistry and Photobiology B: Biology, 54(2-3), 145-154. doi:10.1016/s1011-1344(00)00009-9

Belmadoui, N., Encinas, S., Climent, M. J., Gil, S., & Miranda, M. A. (2006). Intramolecular Interactions in the Triplet Excited States of Benzophenone–Thymine Dyads. Chemistry - A European Journal, 12(2), 553-561. doi:10.1002/chem.200500345

Prakash, G., & Falvey, D. E. (1995). Model studies of the (6-4) photoproduct DNA photolyase: Synthesis and photosensitized splitting of a thymine-5,6-oxetane. Journal of the American Chemical Society, 117(45), 11375-11376. doi:10.1021/ja00150a050

Nakatani, K., Yoshida, T., & Saito, I. (2002). Photochemistry of Benzophenone Immobilized in a Major Groove of DNA:  Formation of Thermally Reversible Interstrand Cross-link. Journal of the American Chemical Society, 124(10), 2118-2119. doi:10.1021/ja017611r

Varghese, A. J. (1975). PHOTOCYCLOADDITION OF ACETONE TO URACIL AND CYTOSINE. Photochemistry and Photobiology, 21(3), 147-151. doi:10.1111/j.1751-1097.1975.tb06644.x

Trzcionka, J., Lhiaubet-Vallet, V., Paris, C., Belmadoui, N., Climent, M. J., & Miranda, M. A. (2007). Model Studies on a Carprofen Derivative as Dual Photosensitizer for Thymine Dimerization and (6–4) Photoproduct Repair. ChemBioChem, 8(4), 402-407. doi:10.1002/cbic.200600394

Lhiaubet-Vallet, V., Encinas, S., & Miranda, M. A. (2005). Excited State Enantiodifferentiating Interactions between a Chiral Benzophenone Derivative and Nucleosides. Journal of the American Chemical Society, 127(37), 12774-12775. doi:10.1021/ja053518h

Umlas, M. E., Franklin, W. A., Chan, G. L., & Haseltine, W. A. (1985). ULTRAVIOLET LIGHT IRRADIATION OF DEFINED-SEQUENCE DNA UNDER CONDITIONS OF CHEMICAL PHOTOSENSITIZATION. Photochemistry and Photobiology, 42(3), 265-273. doi:10.1111/j.1751-1097.1985.tb08941.x

Liu, F.-T., & Yang, N. C. (1978). Photochemistry of cytosine derivatives. 1. Photochemistry of thymidylyl-(3’ →5’)-deoxycytidine. Biochemistry, 17(23), 4865-4876. doi:10.1021/bi00616a003

Mu, W., Han, Q., Luo, Z., & Wang, Y. (2006). Production of cis–syn thymine–thymine cyclobutane dimer oligonucleotide in the presence of acetone photosensitizer. Analytical Biochemistry, 353(1), 117-123. doi:10.1016/j.ab.2006.03.007

Kaneko, M., Matsuyama, A., & Nagata, C. (1979). Photosensitized formation of thymine dimers in DNA by tyramine, tyrosine and tyrosine containing peptides. Nucleic Acids Research, 6(3), 1177-1187. doi:10.1093/nar/6.3.1177

Logue, M. W., & Leonard, N. J. (1972). Synthetic spectroscopic models related to coenzymes and base pairs. IX. «Abbreviated» dinucleosides of thymidine and deoxyuridine and their photoproducts. Journal of the American Chemical Society, 94(8), 2842-2846. doi:10.1021/ja00763a050

KONING, T. M. G., SOEST, J. J. G., & KAPTEIN, R. (1991). NMR studies of bipyrimidine cyclobutane photodimers. European Journal of Biochemistry, 195(1), 29-40. doi:10.1111/j.1432-1033.1991.tb15672.x

Leonard, N. J., McCredie, R. S., Logue, M. W., & Cundall, R. L. (1973). Synthetic spectroscopic models related to coenzymes and base pairs. XI. Solid state ultraviolet irradiation of 1,1’-trimethylenebisthymine and photosensitized irradiation of 1,1’-polymethylenebisthymines. Journal of the American Chemical Society, 95(7), 2320-2324. doi:10.1021/ja00788a036

Rahn, R. O., & Landry, L. C. (1971). Pyrimidine dimer formation in poly (d-dT) and apurinic acid. Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 247(2), 197-206. doi:10.1016/0005-2787(71)90670-8

Hosszu, J. L., & Rahn, R. O. (1967). Thymine dimer formation in DNA between 25°C and 100°C. Biochemical and Biophysical Research Communications, 29(3), 327-330. doi:10.1016/0006-291x(67)90457-3

Setlow, R. B., & Carrier, W. L. (1966). Pyrimidine dimers in ultraviolet-irradiated DNA’s. Journal of Molecular Biology, 17(1), 237-254. doi:10.1016/s0022-2836(66)80105-5

Lhiaubet, V., Paillous, N., & Chouini-Lalanne, N. (2001). Comparison of DNA Damage Photoinduced by Ketoprofen, Fenofibric Acid and Benzophenone via Electron and Energy Transfer¶. Photochemistry and Photobiology, 74(5), 670. doi:10.1562/0031-8655(2001)074<0670:coddpb>2.0.co;2

Lhiaubet-Vallet, V., Trzcionka, J., Encinas, S., Miranda, M. A., & Chouini-Lalanne, N. (2004). The Triplet State of aN-Phenylphthalimidine with High Intersystem Crossing Efficiency:  Characterization by Transient Absorption Spectroscopy and DNA Sensitization Properties. The Journal of Physical Chemistry B, 108(37), 14148-14153. doi:10.1021/jp0498926

Trzcionka, J., Lhiaubet-Vallet, V., & Chouini-Lalanne, N. (2004). DNA photosensitization by indoprofen ? is DNA damage photoinduced by indoprofen or by its photoproducts? Photochemical & Photobiological Sciences, 3(2), 226. doi:10.1039/b307719e

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

Marrot, L., Belaïdi, J. P., Jones, C., Perez, P., Meunier, J. R., Riou, L., & Sarasin, A. (2003). Molecular Responses to Photogenotoxic Stress Induced by the Antibiotic Lomefloxacin in Human Skin Cells: From DNA Damage to Apoptosis. Journal of Investigative Dermatology, 121(3), 596-606. doi:10.1046/j.1523-1747.2003.12422.x

Lamola, A. A. (1970). Triplet photosensitization and the photobiology of thymine dimers in DNA. Pure and Applied Chemistry, 24(3), 599-610. doi:10.1351/pac197024030599

Lamola, A. A., & Yamane, T. (1967). Sensitized photodimerization of thymine in DNA. Proceedings of the National Academy of Sciences, 58(2), 443-446. doi:10.1073/pnas.58.2.443

Patrick, M. H., & Snow, J. M. (1977). STUDIES ON THYMINE-DERIVED UV PHOTO-PRODUCTS IN DNA—II. A COMPARATIVE ANALYSIS OF DAMAGE CAUSED BY 254 NM IRRADIATION AND TRIPLET-STATE PHOTOSENSITIZATION. Photochemistry and Photobiology, 25(4), 373-384. doi:10.1111/j.1751-1097.1977.tb07356.x

Guillo, L., Blais, J., Vigny, P., & Spassky, A. (1995). SELECTIVE DNA THYMINE DIMERIZATION DURING UVA IRRADIATION IN THE PRESENCE OF A SATURATED PYRIDOPSORALEN. Photochemistry and Photobiology, 61(4), 331-335. doi:10.1111/j.1751-1097.1995.tb08617.x

Robinson, K. S., Traynor, N. J., Moseley, H., Ferguson, J., & Woods, J. A. (2010). Cyclobutane pyrimidine dimers are photosensitised by carprofen plus UVA in human HaCaT cells. Toxicology in Vitro, 24(4), 1126-1132. doi:10.1016/j.tiv.2010.03.007

Marrot, L., & Meunier, J.-R. (2008). Skin DNA photodamage and its biological consequences. Journal of the American Academy of Dermatology, 58(5), S139-S148. doi:10.1016/j.jaad.2007.12.007

Walrant, P., Santos, R., & Charlier, M. (1976). ROLE OF COMPLEX FORMATION IN THE PHOTOSENSITIZED DEGRADATION OF DNA INDUCED BY N‘-FORMYLKYNURENINE. Photochemistry and Photobiology, 24(1), 13-19. doi:10.1111/j.1751-1097.1976.tb06792.x

Bolton, K., Martincigh, B. S., & Salter, L. F. (1992). The potential carcinogenic effect of Uvinul DS49 — a common UV absorber used in cosmetics. Journal of Photochemistry and Photobiology A: Chemistry, 63(2), 241-248. doi:10.1016/1010-6030(92)85142-h

Aliwell, S. R., Martincigh, B. S., & Salter, L. F. (1993). Para-aminobenzoic acid-photosensitized dimerization of thymine II. In pUC19 plasmid DNA. Journal of Photochemistry and Photobiology A: Chemistry, 71(2), 147-153. doi:10.1016/1010-6030(93)85066-h

Desnous, C., Guillaume, D., & Clivio, P. (2010). Spore Photoproduct: A Key to Bacterial Eternal Life. Chemical Reviews, 110(3), 1213-1232. doi:10.1021/cr0781972

Donnellan, J. E., & Setlow, R. B. (1965). Thymine Photoproducts but not Thymine Dimers Found in Ultraviolet-Irradiated Bacterial Spores. Science, 149(3681), 308-310. doi:10.1126/science.149.3681.308

Mantel, C., Chandor, A., Gasparutto, D., Douki, T., Atta, M., Fontecave, M., … Bardet, M. (2008). Combined NMR and DFT Studies for the Absolute Configuration Elucidation of the Spore Photoproduct, a UV-Induced DNA Lesion. Journal of the American Chemical Society, 130(50), 16978-16984. doi:10.1021/ja805032r

Douki, T., Setlow, B., & Setlow, P. (2005). Photosensitization of DNA by dipicolinic acid, a major component of spores of Bacillus species. Photochemical & Photobiological Sciences, 4(8), 591. doi:10.1039/b503771a

Douki, T. (2003). Inter-strand photoproducts are produced in high yield within A-DNA exposed to UVC radiation. Nucleic Acids Research, 31(12), 3134-3142. doi:10.1093/nar/gkg408

Nicholson, W. L., Setlow, B., & Setlow, P. (1991). Ultraviolet irradiation of DNA complexed with alpha/beta-type small, acid-soluble proteins from spores of Bacillus or Clostridium species makes spore photoproduct but not thymine dimers. Proceedings of the National Academy of Sciences, 88(19), 8288-8292. doi:10.1073/pnas.88.19.8288

Rahn, R. O., & Hosszu, J. L. (1969). Influence of relative humidity on the photochemistry of DNA films. Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 190(1), 126-131. doi:10.1016/0005-2787(69)90161-0

Douki, T., & Cadet, J. (2003). Formation of the spore photoproduct and other dimeric lesions between adjacent pyrimidines in UVC-irradiated dry DNA. Photochemical & Photobiological Sciences, 2(4), 433. doi:10.1039/b300173c

Varghese, A. J. (1970). Photochemistry of thymidine in ice. Biochemistry, 9(24), 4781-4787. doi:10.1021/bi00826a023

GROMOVA E. BALANZAT B. GERVAIS R. N, M. (1998). The direct effect of heavy ions and electrons on thymidine in the solid state. International Journal of Radiation Biology, 74(1), 81-97. doi:10.1080/095530098141753

Shaw, A. A., & Cadet, J. (1990). Radical combination processes under the direct effects of gamma radiation on thymidine. Journal of the Chemical Society, Perkin Transactions 2, (12), 2063. doi:10.1039/p29900002063

Nguyen, M. T., Zhang, R., Nam, P.-C., & Ceulemans, A. (2004). Singlet−Triplet Energy Gaps of Gas-Phase RNA and DNA Bases. A Quantum Chemical Study. The Journal of Physical Chemistry A, 108(31), 6554-6561. doi:10.1021/jp0491156

Etinski, M., Fleig, T., & Marian, C. M. (2009). Intersystem Crossing and Characterization of Dark States in the Pyrimidine Nucleobases Uracil, Thymine, and 1-Methylthymine†. The Journal of Physical Chemistry A, 113(43), 11809-11816. doi:10.1021/jp902944a

Serrano-Pérez, J. J., González-Luque, R., Merchán, M., & Serrano-Andrés, L. (2007). On the Intrinsic Population of the Lowest Triplet State of Thymine. The Journal of Physical Chemistry B, 111(41), 11880-11883. doi:10.1021/jp0765446

Etinski, M., & Marian, C. M. (2010). Ab initio investigation of the methylation and hydration effects on the electronic spectra of uracil and thymine. Physical Chemistry Chemical Physics, 12(19), 4915. doi:10.1039/b925677f

Merchán, M., Serrano-Andrés, L., Robb, M. A., & Blancafort, L. (2005). Triplet-State Formation along the Ultrafast Decay of Excited Singlet Cytosine. Journal of the American Chemical Society, 127(6), 1820-1825. doi:10.1021/ja044371h

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

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

Roca-Sanjuán, D., Olaso-González, G., González-Ramírez, I., Serrano-Andrés, L., & Merchán, M. (2008). Molecular Basis of DNA Photodimerization: Intrinsic Production of Cyclobutane Cytosine Dimers. Journal of the American Chemical Society, 130(32), 10768-10779. doi:10.1021/ja803068n

Abouaf, R., Pommier, J., Dunet, H., Quan, P., Nam, P.-C., & Nguyen, M. T. (2004). The triplet state of cytosine and its derivatives: Electron impact and quantum chemical study. The Journal of Chemical Physics, 121(23), 11668-11674. doi:10.1063/1.1812533

González-Luque, R., Climent, T., González-Ramírez, I., Merchán, M., & Serrano-Andrés, L. (2010). Singlet−Triplet States Interaction Regions in DNA/RNA Nucleobase Hypersurfaces. Journal of Chemical Theory and Computation, 6(7), 2103-2114. doi:10.1021/ct100164m

Fleig, T., Knecht, S., & Hättig, C. (2007). Quantum-Chemical Investigation of the Structures and Electronic Spectra of the Nucleic Acid Bases at the Coupled Cluster CC2 Level. The Journal of Physical Chemistry A, 111(25), 5482-5491. doi:10.1021/jp0669409

Climent, T., González-Luque, R., Merchán, M., & Serrano-Andrés, L. (2007). On the intrinsic population of the lowest triplet state of uracil. Chemical Physics Letters, 441(4-6), 327-331. doi:10.1016/j.cplett.2007.05.040

Rasmussen, A. M., Lind, M. C., Kim, S., & Schaefer, H. F. (2010). Hydration of the Lowest Triplet States of the DNA/RNA Pyrimidines. Journal of Chemical Theory and Computation, 6(3), 930-939. doi:10.1021/ct900478c

Boggio-Pasqua, M., Groenhof, G., Schäfer, L. V., Grubmüller, H., & Robb, M. A. (2007). Ultrafast Deactivation Channel for Thymine Dimerization. Journal of the American Chemical Society, 129(36), 10996-10997. doi:10.1021/ja073628j

Merchán, M., González-Luque, R., Climent, T., Serrano-Andrés, L., Rodríguez, E., Reguero, M., & Peláez, D. (2006). Unified Model for the Ultrafast Decay of Pyrimidine Nucleobases. The Journal of Physical Chemistry B, 110(51), 26471-26476. doi:10.1021/jp066874a

Durbeej, B., & Eriksson, L. A. (2002). Reaction mechanism of thymine dimer formation in DNA induced by UV light. Journal of Photochemistry and Photobiology A: Chemistry, 152(1-3), 95-101. doi:10.1016/s1010-6030(02)00180-6

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

Blancafort, L., & Migani, A. (2007). Modeling Thymine Photodimerizations in DNA:  Mechanism and Correlation Diagrams. Journal of the American Chemical Society, 129(47), 14540-14541. doi:10.1021/ja074734o

Rahn, R. O., Shulman, R. G., & Longworth, J. W. (1965). The UV-induced triplet state in DNA. Proceedings of the National Academy of Sciences, 53(5), 893-896. doi:10.1073/pnas.53.5.893

Bersohn, R., & Isenberg, I. (1963). On the phosphorescence of DNA. Biochemical and Biophysical Research Communications, 13(3), 205-208. doi:10.1016/0006-291x(63)90282-1

Bersohn, R., & Isenberg, I. (1964). Phosphorescence in Nucleotides and Nucleic Acids. The Journal of Chemical Physics, 40(11), 3175-3180. doi:10.1063/1.1724980

Helene, C. (1966). Triplet-triplet energy transfer between nucleic acids derivatives in frozen aqueous solutions. Biochemical and Biophysical Research Communications, 22(3), 237-242. doi:10.1016/0006-291x(66)90471-2

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

Eisinger, J., & Shulman, R. G. (1968). Excited Electronic States of DNA. Science, 161(3848), 1311-1319. doi:10.1126/science.161.3848.1311

Montenay-Garestier, T., & Helene, C. (1970). Interactions between cytidine and its cation in polycytidylic acid, cytidylyl-3’-cytidine, and cytidine aggregates. Biochemistry, 9(14), 2865-2870. doi:10.1021/bi00816a017

Görner, H. (1990). Phosphorescence of nucleic acids and DNA components at 77 K. Journal of Photochemistry and Photobiology B: Biology, 5(3-4), 359-377. doi:10.1016/1011-1344(90)85051-w

KLEINWÄCHTER, V., DROBNIK, J., & AUGENSTEIN, L. (1968). EMISSION SPECTRA FROM SYNTHETIC POLYNUCLEOTIDES AND DEOXYRIBONUCLEIC ACID IN AQUEOUS SOLUTIONS. Photochemistry and Photobiology, 7(5), 485-497. doi:10.1111/j.1751-1097.1968.tb07409.x

Aaron, J. J., Spann, W. J., & Winefordner, J. D. (1973). Quantitative phosphorescence study of interactions of cytosine and cytidine and its nucleotides in frozen aqueous solution☆Evidence for anomalous heavy-atom effect. Talanta, 20(9), 855-865. doi:10.1016/0039-9140(73)80201-2

Guéron, M., Eisinger, J., & Shulman, R. G. (1967). Excited States of Nucleotides and Singlet Energy Transfer in Polynucleotides. The Journal of Chemical Physics, 47(10), 4077-4091. doi:10.1063/1.1701580

Isenberg, I., Rosenbluth, R., & Baird, S. L. (1967). Comparative Phosphorescence Quenching of DNA’s of Different Composition. Biophysical Journal, 7(4), 365-373. doi:10.1016/s0006-3495(67)86594-9

Hélène, C., & Montenay-Garestier, T. (1968). Excitation energy transfer in molecular aggregates of nucleic acid derivatives in frozen aqueous solutions. Chemical Physics Letters, 2(1), 25-28. doi:10.1016/0009-2614(68)80137-x

Eisinger, J., & Shulman, R. G. (1967). Energy transfer in poly dAT. Journal of Molecular Biology, 28(3), 445-449. doi:10.1016/s0022-2836(67)80093-7

Becker, R. S., & Kogan, G. (1980). PHOTOPHYSICAL PROPERTIES OF NUCLEIC ACID COMPONENTS—1. THE PYRIMIDINES: THYMINE, URACIL, N, N-DIMETHYL DERIVATIVES AND THYMIDINE. Photochemistry and Photobiology, 31(1), 5-13. doi:10.1111/j.1751-1097.1980.tb03675.x

Salet, C., Bensasson, R., & Becker, R. S. (1979). TRIPLET EXCITED STATES OF PYRIMIDINE NUCLEOSIDES AND NUCLEOTIDES. Photochemistry and Photobiology, 30(3), 325-329. doi:10.1111/j.1751-1097.1979.tb07363.x

Salet, C., & Bensasson, R. (1975). STUDIES ON THYMINE AND URACIL TRIPLET EXCITED STATE IN ACETONITRILE AND WATER. Photochemistry and Photobiology, 22(6), 231-235. doi:10.1111/j.1751-1097.1975.tb06741.x

Kasama, K., Takematsu, A., & Arai, S. (1982). Photochemical reactions of triplet acetone with indole, purine, and pyrimidine derivatives. The Journal of Physical Chemistry, 86(13), 2420-2427. doi:10.1021/j100210a035

Zuo, Z., Yao, S., Luo, J., Wang, W., Zhang, J., & Lin, N. (1992). Laser photolysis of cytosine, cytidine and dCMP in aqueous solution. Journal of Photochemistry and Photobiology B: Biology, 15(3), 215-222. doi:10.1016/1011-1344(92)85125-e

Gut, I. G., Wood, P. D., & Redmond, R. W. (1996). Interaction of Triplet Photosensitizers with Nucleotides and DNA in Aqueous Solution at Room Temperature. Journal of the American Chemical Society, 118(10), 2366-2373. doi:10.1021/ja9519344

(s. f.). doi:10.1021/ja954340

Song, Q., Lin, W., Yao, S., & Lin, N. (1998). Comparative studies of triplet states of thymine components by acetone sensitization and direct excitation in aqueous solution at room temperature. Journal of Photochemistry and Photobiology A: Chemistry, 114(3), 181-184. doi:10.1016/s1010-6030(98)00219-6

Crespo-Hernández, C. E., Cohen, B., Hare, P. M., & Kohler, B. (2004). Ultrafast Excited-State Dynamics in Nucleic Acids. Chemical Reviews, 104(4), 1977-2020. doi:10.1021/cr0206770

Samoylova, E., Lippert, H., Ullrich, S., Hertel, I. V., Radloff, W., & Schultz, T. (2005). Dynamics of Photoinduced Processes in Adenine and Thymine Base Pairs. Journal of the American Chemical Society, 127(6), 1782-1786. doi:10.1021/ja044369q

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

Hare, P. M., Middleton, C. T., Mertel, K. I., Herbert, J. M., & Kohler, B. (2008). Time-resolved infrared spectroscopy of the lowest triplet state of thymine and thymidine. Chemical Physics, 347(1-3), 383-392. doi:10.1016/j.chemphys.2007.10.035

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

Marguet, S., & Markovitsi, D. (2005). Time-Resolved Study of Thymine Dimer Formation. Journal of the American Chemical Society, 127(16), 5780-5781. doi:10.1021/ja050648h

Wagner, J. R., Lier, J.-E. van, & JOHNSTON, L. J. (1990). QUINONE SENSITIZED ELECTRON TRANSFER PHOTOOXIDATION OF NUCLEIC ACIDS: CHEMISTRY OF THYMINE AND THYMIDINE RADICAL CATIONS IN AQUEOUS SOLUTION. Photochemistry and Photobiology, 52(2), 333-343. doi:10.1111/j.1751-1097.1990.tb04189.x

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