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Cited by 149Skin Protection and AgingDNA Repair MechanismsCarcinogens and Genotoxicity Assessment

UVA-induced cyclobutane pyrimidine dimers in DNA: a direct photochemical mechanism?

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Mouret, Stéphane, Philippe, Coralie, Gracia-Chantegrel, Jocelyne, Banyasz, Akos, Karpati, Szilvia, Markovitsi, Dimitra, Douki, Thierry·2010·Organic & Biomolecular Chemistry
DOI 10.1039/b924712b
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Abstract

The carcinogenic action of UVA radiation is commonly attributed to DNA oxidation mediated by endogenous photosensitisers. Yet, it was recently shown that cyclobutane pyrimidine dimers (CPD), well known for their involvement in UVB genotoxicity, are produced in larger yield than oxidative lesions in UVA-irradiated cells and skin. In the present work, we gathered mechanistic information on this photoreaction by comparing formation of all possible bipyrimidine photoproducts upon UVA irradiation of cells, purified genomic DNA and dA(20):dT(20) oligonucleotide duplex. We observed that the distribution of photoproducts, characterized by the sole formation of CPD and the absence of (6-4) photoproducts was similar in the three types of samples. The CPD involving two thymines represented 90% of the amount of photoproducts. Moreover, the yields of formation of the DNA lesions were similar in cells and isolated DNA. In addition, the effect of the wavelength of the incident photons was found to be the same in isolated DNA and cells. This set of data shows that UVA-induced cyclobutane pyrimidine dimers are formed via a direct photochemical mechanism, without mediation of a cellular photosensitiser. This is possible because the double-stranded structure increases the capacity of DNA bases to absorb UVA photons, as evidenced in the case of the oligomer dA(20):dT(20). These results emphasize the need to consider UVA in the carcinogenic effects of sunlight. An efficient photoprotection is needed that can only be complete by completely blocking incident photons, rather than by systemic approaches such as antioxidant supplementation.

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References 39 · Cited by 149

Research works printed but not linked: 38

  1. F. El Ghissassi, R. Baan, K. Straif, Y. Grosse, B. Secretan, V. Bouvard, L. Benbrahim-Tallaa, N. Guha, C. Freeman, L. Galichet and V. Cogliano, Lancet Oncol., 2009, 10, 751- 752.
  2. E. A. Drobetsky, J. Turcotte and A. Chateauneuf, Proc. Natl. Acad. Sci. USA, 1995, 92, 2350-2354.
  3. A. Stary, C. Robert and A. Sarasin, Mutat. Res., 1997, 383, 1-8.
  4. J. Cadet, T. Douki, J. L. Ravanat and P. Di Mascio, Photochem. Photobiol. Sci., 2009, 8, 903-911.
  5. S. Courdavault, C. Baudouin, M. Charveron, A. Favier, J. Cadet and T. Douki, Mutat. Res., 2004, 556, 135-142.
  6. R. M. Tyrrell, Photochem. Photobiol., 1973, 17, 69-73.
  7. T. Douki, A. Reynaud-Angelin, J. Cadet and E. Sage, Biochemistry, 2003, 42, 9221-9226.
  8. S. Mouret, C. Baudouin, M. Charveron, A. Favier, J. Cadet and T. Douki, Proc. Natl. Acad. Sci. USA, 2006, 103, 13765-13770.
  9. A. R. Young, C. A. Chadwick, G. I. Harrison, O. Nikaido, J. Ramsden and C. S. Potten, J. Invest. Dermtol., 1998, 111, 982-928.
  10. D. Perdiz, P. Grof, M. Mezzina, O. Nikaido, E. Moustacchi and E. Sage, J. Biol. Chem., 2000, 275, 26732-26742.
  11. Y. H. You, D. H. Lee, J. H. Yoon, S. Nakajima, A. Yasui and G. P. Pfeifer, J. Biol. Chem., 2001, 276, 44688-44694.
  12. U. P. Kappes, D. Luo, M. Potter, K. Schulmeister and T. M. Rünger, J. Invest. Dermtol., 2006, 126, 667-675.
  13. P. J. Rochette, J.-P. Therrien, R. Drouin, D. Perdiz, N. Bastien, E. A. Drobetsky and E. Sage, Nucleic Acids Res., 2003, 31, 2786-2794.
  14. F. Bosca, V. Lhiaubet-Vallet, M. C. Cuquerella, J. V. Castell and M. A. Miranda, J. Am. Chem. Soc., 2006, 128, 6318-6319.
  15. V. Lhiaubet-Vallett, J. Trzcionka, S. Encinas, M. A. Miranda and N. Chouini-Lalanne, J. Phys. Chem. B, 2004, 108, 14148-14153.
  16. I. G. Gut, P. D. Wood and R. W. Redmond, J. Am. Chem. Soc., 1996, 118, 2366-2373.
  17. F. E. Quaite, B. M. Sutherland and J. C. Sutherland, Nature, 1992, 358, 576-578.
  18. X. S. Zhang, B. S. Rosenstein, Y. Wang, M. Lebwohl, D. M. Mitchell and H. C. Wei, Photochem. Photobiol., 1997, 65, 119-124.
  19. Y. Jiang, M. Rabbi, M. Kim, C. H. Ke, W. Lee, R. L. Clark, P. A. Mieczkowski and P. E. Marszalek, Biophys. J., 2009, 96, 1151-1158.
  20. A. P. Schuch, R. D. Galhardo, K. M. de Lima-Bessa, N. J. Schuch and C. F. M. Menck, Photochem. Photobiol. Sci., 2009, 8, 111-120.
  21. S. Frelon, T. Douki, A. Favier and J. Cadet, J. Chem. Soc. Perkin Trans. 1, 2002, 2866-2870.
  22. D. Markovitsi, T. Gustavsson and F. Talbot, Photochem. Photobiol. Sci., 2007, 6, 717-724.
  23. C. E. Crespo-Hernandez, B. Cohen and B. Kohler, Nature, 2005, 436, 1141-1144.
  24. D. Markovitsi, F. Talbot, T. Gustavsson, D. Onidas, E. Lazzarotto and S. Marguet, Nature, 2006, 441, E7; discussion E8.
  25. I. Buchvarov, Q. Wang, M. Raytchev, A. Trifonov and T. Fiebig, Proc. Natl. Acad. Sci. USA, 2007, 104, 4794-4797.
  26. D. Markovitsi, A. Sharonov, D. Onidas and T. Gustavsson, Chemphyschem, 2003, 4, 303-305.
  27. F. Santoro, V. Barone and R. Improta, Chemphyschem, 2008, 9, 2531-2537.
  28. J. C. Sutherland and K. P. Griffin, Radiat. Res., 1981, 86, 399-409.
  29. D. Markovitsi, D. Onidas, T. Gustavsson, F. Talbot and E. Lazzarotto, J. Am. Chem. Soc., 2005, 127, 17130-17131.
  30. A. W. Lange and J. M. Herbert, J. Am. Chem. Soc., 2009, 131, 3913-3922.
  31. F. Santoro, V. Barone and R. Improta, J. Am. Chem. Soc., 2009, 131, 15232-15245.
  32. S. Courdavault, C. Baudouin, M. Charveron, B. Canghilem, A. Favier, J. Cadet and T. Douki, DNA Repair, 2005, 4, 836-844.
  33. S. Matallana-Surget, J. A. Meador, F. Joux and T. Douki, Photochem. Photobiol. Sci., 2008, 7, 794-801.
  34. C. Kielbassa, L. Roza and B. Epe, Carcinogenesis, 1997, 18, 811-816.
  35. E. Kvam and R. M. Tyrrell, Carcinogenesis, 1997, 18, 2281- 2283.
  36. T. Douki, M. Court, S. Sauvaigo, F. Odin and J. Cadet, J. Biol. Chem., 2000, 275, 11678-11685.
  37. T. Douki and J. Cadet, Biochemistry, 2001, 40, 2495-2501.
  38. A. Banyasz, S. Karpati, E. Lazzarotto, D. Markovitsi and T. Douki, J. Phys. Chem. C, 2009, 113, 11747-11750.

Authors
Mouret, S., Philippe, C., Gracia-Chantegrel, J., Banyasz, A., Karpati, S., Markovitsi, D., & Douki, T.
Affiliations
Centre National de la Recherche Scientifique (FR)
Corresponding author
Douki, Thierry
ORCID
Venue
Organic & Biomolecular Chemistry
Publisher
Royal Society of Chemistry (RSC)
Published
2010
Volume
8
Issue
7
Pages
1706
ISSN
  • 1477-0520 (ISSN-L)
  • 1477-0539
DOI
10.1039/b924712b
OpenAlex
W1966360175
Cited by
149
References
39
Citations by year
2026: 4 · 2025: 6 · 2024: 8 · 2023: 4 · 2022: 6 · 2021: 8 · 2020: 7 · 2019: 6 · 2018: 10 · 2017: 7 · 2016: 14 · 2015: 7 · 2014: 11 · 2013: 17 · 2012: 10
FWCI
19.70
Type
journal article
Language
en
Open access
Licence
other-oa
Locations
  • Organic & Biomolecular Chemistry (publishedVersion)
  • PubMed (publishedVersion)
  • HAL (submittedVersion, other-oa)
Funders
Agence Nationale de la Recherche (ANR-07-PCVI-0004)
Topics
  • Health Sciences › Medicine › Dermatology › Skin Protection and Aging
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA Repair Mechanisms
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Carcinogens and Genotoxicity Assessment
Keywords
UVA, cyclobutane pyrimidine dimers, DNA photoproducts, 6-4 photoproducts, DNA oxidation, photosensitizers, photoprotection, wavelength dependence, oligonucleotide duplexes, skin cancer
MeSH terms
Animals, Cattle, Cells, Cultured, Clostridium perfringens, DNA, DNA Damage, DNA, Bacterial, Humans, Photochemistry, Pyrimidine Dimers, Ultraviolet Rays, Keratinocytes, Genome, Bacterial, Micrococcus luteus

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