Oxidatively Generated Damage to the Guanine Moiety of DNA: Mechanistic Aspects and Formation in Cells
Abstract
Nuclear DNA and other molecules in living systems are continuously exposed to endogenously generated oxygen species. Such species range from the unreactive superoxide radical (O2*-)the precursor of hydrogen peroxide (H2O2)to the highly reactive hydroxyl radical (*OH). Exogenous chemical and physical agents, such as ionizing radiation and the UVA component of solar light, can also oxidatively damage both the bases and the 2-deoxyribose moieties of cellular DNA. Over the last two decades, researchers have made major progress in understanding the oxidation degradation pathways of DNA that are most likely to occur from either oxidative metabolism or exposure to various exogenous agents. In the first part of this Account, we describe the mechanistic features of one-electron oxidation reactions of the guanine base in isolated DNA and related model compounds. These reactions illustrate the complexity of the various degradation pathways involved. Then, we briefly survey the analytical methods that can detect low amounts of oxidized bases and nucleosides in cells as they are formed. Recent data on the formation of oxidized guanine residues in cellular DNA following exposure to UVA light, ionizing radiation, and high-intensity UV pulses are also provided. We discuss these chemical reactions in the context of *OH radical, singlet oxygen, and two-quantum photoionization processes.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
An alternative mechanism for 6-TG-photosensitized formation of DPCs has been proposed based on reactivity of guanine radical cation with biological nucleophiles.
“An alternative mechanism for the 6-TG-photosensitized formation of DPCs has been recently proposed (216) on the basis of the welldocumented reactivity of Gua •+ , the predominant oneelectron DNA oxidation transient radical formed, with relevant biological nucleophiles (111,134,136,217).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [134]
Cites
Steenken, S. (1989) · Chemical Reviews · doi:10.1021/cr00093a003 · Cited by 1,232 · see citing works
Kasai, H. (1997) · Mutation Research/Reviews in Mutation Research · doi:10.1016/s1383-5742(97)00035-5 · Cited by 1,140 · see citing works
Ultraviolet radiation-mediated damage to cellular DNA
Cadet, J., Sage, E., & Douki, T. (2005) · Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis · doi:10.1016/j.mrfmmm.2004.09.012 · Cited by 932 · see citing works
Self-citationFuel Cells: Principles, Types, Fuels, and Applications
Carrette, L., Friedrich, K. A., & Stimming, U. (2000) · ChemPhysChem · doi:10.1002/1439-7641(20001215)1:4 · Cited by 922 · see citing works
Hollow Capsule Processing through Colloidal Templating and Self-Assembly
Caruso, F. (2000) · Chemistry - A European Journal · doi:10.1002/(sici)1521-3765(20000204)6:3 · Cited by 883 · see citing works
Free-Radical-Induced DNA Damage and Its Repair
von Sonntag, C. (2006) · Springer eBooks · doi:10.1007/3-540-30592-0 · Cited by 811 · see citing works
Long-Range Charge Transfer in DNA: Transient Structural Distortions Control the Distance Dependence
Schuster, G. B. (2000) · Accounts of Chemical Research · doi:10.1021/ar980059z · Cited by 778 · see citing works
Oxidative damage to DNA: formation, measurement and biochemical features
Cadet, J., Douki, T., Gasparutto, D., & Ravanat, J. (2003) · Mutation research. Fundamental and molecular mechanisms of mutagenesis · doi:10.1016/j.mrfmmm.2003.09.001 · Cited by 698 · see citing works
Self-citationHelbock, H. J., Beckman, K. B., Shigenaga, M. K., Walter, P. B., Woodall, A., Yeo, H. C. H., & Ames, B. N. (1998) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.95.1.288 · Cited by 688 · see citing works
Mouret, S., Baudouin, C., Charveron, M., Favier, A., Cadet, J., & Douki, T. (2006) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0604213103 · Cited by 684 · see citing works
Self-citationHydroxyl Free Radical Adduct of Deoxyguanosine: Sensitive Detection and Mechanisms of Formation
Floyd, R. A., Watson, J. J., Wong, P. K., Altmiller, D. H., & Rickard, R. C. (1986) · Free Radical Research Communications · doi:10.3109/10715768609083148 · Cited by 663 · see citing works
Mechanisms of formation, genotoxicity, and mutation of guanine oxidation products
Neeley, W. L., & Essigmann, J. M. (2006) · Chemical Research in Toxicology · doi:10.1021/tx0600043 · Cited by 510 · see citing works
Oxidative damage to DNA: Formation, measurement, and biological significance
Cadet, J., Berger, M., Douki, T., & Ravanat, J. (1997) · Springer eBooks · doi:10.1007/3-540-61992-5_5 · Cited by 431 · see citing works
Self-citationCadet, J., Berger, M., Buchko, G. W., Joshi, P. C., Raoul, S., & Ravanat, J. (1994) · Journal of the American Chemical Society · doi:10.1021/ja00095a052 · Cited by 333 · see citing works
Self-citationSinglet Oxygen Induces Oxidation of Cellular DNA
Ravanat, J., Mascio, P. D., Martinez, G. R., de Medeiros, M. H. G., & Cadet, J. (2000) · Journal of Biological Chemistry · doi:10.1074/jbc.m006681200 · Cited by 327 · see citing works
Self-citationAre we sure we know how to measure 8-oxo-7,8-dihydroguanine in DNA from human cells?
Collins, A. R., Cadet, J., Möller, L., Poulsen, H. E., & Viña, J. (2004) · Archives of Biochemistry and Biophysics · doi:10.1016/j.abb.2003.12.022 · Cited by 312 · see citing works
Self-citationRavanat, J. (2002) · Carcinogenesis · doi:10.1093/carcin/23.11.1911 · Cited by 310 · see citing works
Self-citationKasai, H., Yamaizumi, Z., Berger, M., & Cadet, J. (1992) · Journal of the American Chemical Society · doi:10.1021/ja00050a078 · Cited by 300 · see citing works
Self-citationMeasurement of DNA oxidation in human cells by chromatographic and enzymic methods
European Standards Committee on Oxidative DNA Damage (ESCODD) (2003) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(03)00041-8 · Cited by 286 · see citing works
Steenken, S., Jovanović, S. V., Bietti, M., & Bernhard, K. (2000) · Journal of the American Chemical Society · doi:10.1021/ja993508e · Cited by 276 · see citing works
Pouget, J.-P., Douki, T., Richard, M.-J., & Cadet, J. (2000) · Chemical Research in Toxicology · doi:10.1021/tx000020e · Cited by 274 · see citing works
Self-citationFrelon, S., Douki, T., Ravanat, J.-L., Pouget, J.-P., Tornabene, C., & Cadet, J. (2000) · Chemical Research in Toxicology · doi:10.1021/tx000085h · Cited by 271 · see citing works
Self-citationCommentary the Measurement of Oxidative Damage to DNA by HPLC and GC/MS Techniques
Halliwell, B. B., & Dizdaroglu, M. (1992) · Free Radical Research Communications · doi:10.3109/10715769209049161 · Cited by 243 · see citing works
Luo, W., Muller, J. G., Rachlin, E. M., & Burrows, C. J. (2000) · Organic Letters · doi:10.1021/ol9913643 · Cited by 242 · see citing works
Boon, E. M., & Barton, J. K. (2002) · Current Opinion in Structural Biology · doi:10.1016/s0959-440x(02)00327-5 · Cited by 239 · see citing works
Direct Observation of Guanine Radical Cation Deprotonation in Duplex DNA Using Pulse Radiolysis
Kobayashi, K., & Tagawa, S. (2003) · Journal of the American Chemical Society · doi:10.1021/ja036211w · Cited by 227 · see citing works
Misiaszek, R., Crean, C. W., Joffe, A., Geacintov, N. E., & Shafirovich, V. (2004) · Journal of Biological Chemistry · doi:10.1074/jbc.m313904200 · Cited by 221 · see citing works
Formation of Modified DNA Bases in Cells Exposed either to Gamma Radiation or to High-LET Particles1
Pouget, J., Frelon, S., Ravanat, J., Testard, I., Odin, F., & Cadet, J. (2002) · Radiation Research · doi:10.1667/0033-7587(2002)157[0589:fomdbi]2.0.co;2 · Cited by 219 · see citing works
Self-citationRavanat, J., Turesky, R. J., Gremaud, E., Trudel, L. J., & Stadler, R. H. (1995) · Chemical Research in Toxicology · doi:10.1021/tx00050a007 · Cited by 207 · see citing works
Self-citationSinglet Oxygen Oxidation of Isolated and Cellular DNA: Product Formation and Mechanistic Insights
Cadet, J., Ravanat, J., Martinez, G. R., Medeiros, M. H. G., & Mascio, P. D. (2006) · Photochemistry and Photobiology · doi:10.1562/2006-06-09-ir-914 · Cited by 176 · see citing works
Self-citationYe, Y., Muller, J. G., Luo, W., Mayne, C. L., Shallop, A. J., Jones, R. A., & Burrows, C. J. (2003) · Journal of the American Chemical Society · doi:10.1021/ja0378660 · Cited by 167 · see citing works
Guanine Oxidation: One‐ and Two‐Electron Reactions
Pratviel, G., & Meunier, B. (2006) · Chemistry - A European Journal · doi:10.1002/chem.200600539 · Cited by 159 · see citing works
Xu, X., Muller, J. G., Ye, Y., & Burrows, C. J. (2007) · Journal of the American Chemical Society · doi:10.1021/ja077102a · Cited by 152 · see citing works
Niles, J. C., Wishnok, J. S., & Tannenbaum, S. R. (2001) · Organic Letters · doi:10.1021/ol006993n · Cited by 142 · see citing works
Tuo, J., Jaruga, P., Rodriguez, H., Bohr, V. A., & Dizdaroğlu, M. (2003) · The FASEB Journal · doi:10.1096/fj.02-0851com · Cited by 142 · see citing works
Perrier, S., Hau, J., Gasparutto, D., Cadet, J., Favier, A., & Ravanat, J.-L. (2006) · Journal of the American Chemical Society · doi:10.1021/ja057656i · Cited by 141 · see citing works
Self-citationLuo, W., Muller, J. G., & Burrows, C. J. (2001) · Organic Letters · doi:10.1021/ol0161763 · Cited by 135 · see citing works
DNA Lesions Derived from the Site Selective Oxidation of Guanine by Carbonate Radical Anions
Joffe, A., Geacintov, N. E., & Shafirovich, V. (2003) · Chemical Research in Toxicology · doi:10.1021/tx034142t · Cited by 125 · see citing works
Douki, T., Dealtour, T., Bianchini, F., & Cadet, J. (1996) · Carcinogenesis · doi:10.1093/carcin/17.2.347 · Cited by 120 · see citing works
Self-citationDouki, T. (1997) · Carcinogenesis · doi:10.1093/carcin/18.12.2385 · Cited by 117 · see citing works
Self-citationRavanat, J., Saint‐Pierre, C., & Cadet, J. (2003) · Journal of the American Chemical Society · doi:10.1021/ja028608q · Cited by 115 · see citing works
Self-citationEndoperoxide formation in a guanosine derivative
Sheu, C., & Foote, C. S. (1993) · Journal of the American Chemical Society · doi:10.1021/ja00075a105 · Cited by 111 · see citing works
Martinez, G. R., Ravanat, J., de Medeiros, M. H. G., Cadet, J., & Mascio, P. D. (2000) · Journal of the American Chemical Society · doi:10.1021/ja0016452 · Cited by 111 · see citing works
Self-citationMinor contribution of direct ionization to DNA base damage inducedby heavy ions
Douki, T., Ravanat, J.-L., Pouget, J.-P., Testard, I., & Cadet, J. (2006) · International Journal of Radiation Biology · doi:10.1080/09553000600573788 · Cited by 106 · see citing works
Self-citationDizdaroğlu, M. (1984) · Journal of Chromatography A · doi:10.1016/s0021-9673(01)87602-0 · Cited by 104 · see citing works
Formation and genotoxicity of a guanine–cytosine intrastrand cross-link lesion in vivo
Hong, H., Cao, H., & Wang, Y. (2007) · Nucleic Acids Research · doi:10.1093/nar/gkm851 · Cited by 100 · see citing works
Matter, B. A., Malejka‐Giganti, D., Csallany, A. S., & Tretyakova, N. Y. (2006) · Nucleic Acids Research · doi:10.1093/nar/gkl596 · Cited by 99 · see citing works
Quantitative Determination of 8-Hydroxyguanine and Guanine by Isotope Dilution Mass Spectrometry
Hámberg, M., & Zhang, L. Y. (1995) · Analytical Biochemistry · doi:10.1006/abio.1995.1422 · Cited by 98 · see citing works
The Cockayne Syndrome Group B Gene Product Is Involved in Cellular Repair of 8-Hydroxyadenine in DNA
Tuo, J., Jaruga, P., Rodriguez, H., Dizdaroğlu, M., & Bohr, V. A. (2002) · Journal of Biological Chemistry · doi:10.1074/jbc.m204814200 · Cited by 95 · see citing works
Vialas, C., Pratviel, G., Claparols, C., & Meunier, B. (1998) · Journal of the American Chemical Society · doi:10.1021/ja981597+ · Cited by 87 · see citing works
Crean, C. W., Uvaydov, Y., Geacintov, N. E., & Shafirovich, V. (2007) · Nucleic Acids Research · doi:10.1093/nar/gkm1092 · Cited by 86 · see citing works
Ravanat, J., Sauvaigo, S., Caillat, S., Martinez, G. R., de Medeiros, M. H. G., Mascio, P. D., Favier, A. E., & Cadet, J. (2004) · Biological Chemistry · doi:10.1515/bc.2004.003 · Cited by 84 · see citing works
Self-citationOne-electron oxidation of DNA and inflammation processes
Cadet, J., Douki, T., & Ravanat, J. (2006) · Nature Chemical Biology · doi:10.1038/nchembio0706-348 · Cited by 83 · see citing works
Self-citationMcCallum, J. E. B., Kuniyoshi, C. Y., & Foote, C. S. (2004) · Journal of the American Chemical Society · doi:10.1021/ja030678p · Cited by 82 · see citing works
Tautomerism in the Guanyl Radical
Chatgilialoglu, C., Caminal, C., Altieri, A., Vougioukalakis, G. C., Mulazzani, Q. G., Gimisis, T., & Guerra, M. (2006) · Journal of the American Chemical Society · doi:10.1021/ja062636h · Cited by 78 · see citing works
Kang, P., & Foote, C. S. (2002) · Journal of the American Chemical Society · doi:10.1021/ja012038x · Cited by 78 · see citing works
Singh, R., McEwan, M., Lamb, J. H., Santella, R. M., & Farmer, P. B. (2002) · Rapid Communications in Mass Spectrometry · doi:10.1002/rcm.883 · Cited by 73 · see citing works
Johansen, M. E., Muller, J. G., Xu, X., & Burrows, C. J. (2005) · Biochemistry · doi:10.1021/bi047580n · Cited by 72 · see citing works
Isolation, Characterization, and Independent Synthesis of Guanine Oxidation Products
Gimisis, T., & Cismaş, C. (2006) · European Journal of Organic Chemistry · doi:10.1002/ejoc.200500581 · Cited by 71 · see citing works
DNA Base Damage Generatedin Vivoin Hepatic Chromatin of Mice Upon Whole Body γ-irradiation
Mori, T., Hori, Y., & Dizdaroğlu, M. (1993) · International Journal of Radiation Biology · doi:10.1080/09553009314551881 · Cited by 70 · see citing works
Charge transfer through DNA nanoscaled assembly programmable with DNA building blocks
Osakada, Y., Kawai, K., Fujitsuka, M., & Majima, T. (2006) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0607148103 · Cited by 67 · see citing works
Shafirovich, V., Cadet, J., Gasparutto, D., Dourandin, A., & Geacintov, N. E. (2001) · Chemical Research in Toxicology · doi:10.1021/tx000204t · Cited by 66 · see citing works
Self-citationTautomers of One‐Electron‐Oxidized Guanosine
Chatgilialoglu, C., Caminal, C., Guerra, M., & Mulazzani, Q. G. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200501087 · Cited by 66 · see citing works
Singlet oxygen oxidation of 2′-deoxyguanosine. Formation and mechanistic insights
Ravanat, J., Martinez, G. R., de Medeiros, M. H. G., Mascio, P. D., & Cadet, J. (2006) · Tetrahedron · doi:10.1016/j.tet.2006.08.097 · Cited by 65 · see citing works
Self-citationLee, Y. A., Yun, B. H., Kim, S. K., Margolin, Y., Dedon, P. C., Geacintov, N. E., & Shafirovich, V. (2007) · Chemistry - A European Journal · doi:10.1002/chem.200601434 · Cited by 62 · see citing works
Morin, B., & Cadet, J. (1995) · Journal of the American Chemical Society · doi:10.1021/ja00155a005 · Cited by 61 · see citing works
Self-citationEffects of Duplex Stability on Charge-Transfer Efficiency within DNA
Douki, T., Ravanat, J., Angelov, D., Wagner, J. R., & Cadet, J. (2012) · Topics in current chemistry · doi:10.1007/b94409 · Cited by 57 · see citing works
Self-citationTautomers of One‐Electron‐Oxidized Guanosine
Chatgilialoglu, C., Caminal, C., Guerra, M., & Mulazzani, Q. G. (2005) · Angewandte Chemie · doi:10.1002/ange.200501087 · Cited by 56 · see citing works
Antioxidant-induced changes in oxidized DNA
Malins, D. C., Hellström, K. E., Anderson, K. M., Johnson, P. M., & Vinson, M. A. (2002) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.082111199 · Cited by 55 · see citing works
DNA−Protein Cross-Linking via Guanine Oxidation: Dependence upon Protein and Photosensitizer
Kurbanyan, K., Nguyen, K. L., To, P., Rivas, E. V., Lueras, A. M. K., Kosinski, C., Steryo, M., González, A., Mah, D. A., & Stemp, E. D. A. (2003) · Biochemistry · doi:10.1021/bi020713p · Cited by 53 · see citing works
The sacrificial role of easily oxidizable sites in the protection of DNA from damage
Kanvah, S. (2005) · Nucleic Acids Research · doi:10.1093/nar/gki801 · Cited by 48 · see citing works
Mori, T., & Dizdaroğlu, M. (1994) · Radiation Research · doi:10.2307/3578572 · Cited by 47 · see citing works
DNA Cross-Linking with Metallointercalator−Peptide Conjugates
Copeland, K. D., Lueras, A. M. K., Stemp, E. D. A., & Barton, J. K. (2002) · Biochemistry · doi:10.1021/bi020407b · Cited by 43 · see citing works
Oxidative Damage to DNA: Counterion-Assisted Addition of Water to Ionized DNA
Barnett, R. N., Bongiorno, A., Cleveland, C. L., Joy, A., Landman, U., & Schuster, G. B. (2006) · Journal of the American Chemical Society · doi:10.1021/ja061795y · Cited by 36 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Supramolecular Amphiphiles Based on Host–Guest Molecular Recognition Motifs
Yu, G., Jie, K., & Huang, F. (2015) · Chemical Reviews · doi:10.1021/cr5005315 · Cited by 1,031 · see citing works
Type I and Type II Photosensitized Oxidation Reactions: Guidelines and Mechanistic Pathways
Baptista, M. S., Cadet, J., Mascio, P. D., Ghogare, A. A., Greer, A., Hamblin, M. R., Lorente, C., Núñez, S. C., Ribeiro, M. S., Thomas, A. H., et al. (2017) · Photochemistry and Photobiology · doi:10.1111/php.12716 · Cited by 924 · see citing works
Self-citationDNA Base Damage by Reactive Oxygen Species, Oxidizing Agents, and UV Radiation
Cadet, J., & Wagner, J. R. (2013) · Cold Spring Harbor Perspectives in Biology · doi:10.1101/cshperspect.a012559 · Cited by 903 · see citing works
Self-citationMechanisms for DNA Charge Transport
Genereux, J. C., & Barton, J. K. (2010) · Chemical Reviews · doi:10.1021/cr900228f · Cited by 787 · see citing works
Mechanisms of free radical-induced damage to DNA
Dizdaroğlu, M., & Jaruga, P. (2012) · Free Radical Research · doi:10.3109/10715762.2011.653969 · Cited by 748 · see citing works
Biological Consequences of Radiation-induced DNA Damage: Relevance to Radiotherapy
Lomax, M. E., Folkes, L. K., & O'Neill, P. (2013) · Clinical Oncology · doi:10.1016/j.clon.2013.06.007 · Cited by 738 · see citing works
Plasma-activated water: generation, origin of reactive species and biological applications
Zhou, R., Zhou, R., Wang, P., Xian, Y., Mai‐Prochnow, A., Lu, X., Cullen, P. J., Ostrikov, K., & Bazaka, K. (2020) · Journal of Physics D Applied Physics · doi:10.1088/1361-6463/ab81cf · Cited by 718 · see citing works
Singlet Molecular Oxygen Reactions with Nucleic Acids, Lipids, and Proteins
Mascio, P. D., Martinez, G. R., Miyamoto, S., Ronsein, G. E., de Medeiros, M. H. G., & Cadet, J. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00554 · Cited by 665 · see citing works
Self-citationOxidatively generated base damage to cellular DNA
Cadet, J., Douki, T., & Ravanat, J. (2010) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2010.03.025 · Cited by 543 · see citing works
Self-citationFormation of UV-induced DNA damage contributing to skin cancer development
Cadet, J., & Douki, T. (2018) · Photochemical & Photobiological Sciences · doi:10.1039/c7pp00395a · Cited by 435 · see citing works
Self-citationPhotodynamic Therapy: Current Status and Future Directions
Benov, L. (2014) · Medical Principles and Practice · doi:10.1159/000362416 · Cited by 428 · see citing works
Melatonin and its metabolites vs oxidative stress: From individual actions to collective protection
Galano, A., & Reiter, R. J. (2018) · Journal of Pineal Research · doi:10.1111/jpi.12514 · Cited by 361 · see citing works
Formation and repair of oxidatively generated damage in cellular DNA
Cadet, J., Davies, K. J. A., de Medeiros, M. H. G., Mascio, P. D., & Wagner, J. R. (2017) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2016.12.049 · Cited by 356 · see citing works
Self-citationCadet, J., Douki, T., & Ravanat, J. (2015) · Photochemistry and Photobiology · doi:10.1111/php.12368 · Cited by 355 · see citing works
Self-citationOxidation of DNA: Damage to Nucleobases
Kanvah, S., Joseph, J., Schuster, G. B., Barnett, R. N., Cleveland, C. L., & Landman, U. (2010) · Accounts of Chemical Research · doi:10.1021/ar900175a · Cited by 338 · see citing works
Mechanism of Virus Inactivation by Cold Atmospheric-Pressure Plasma and Plasma-Activated Water
Guo, L., Xu, R., Gou, L., Liu, Z., Zhao, Y., Liu, D., Zhang, L., Chen, H., & Kong, M. G. (2018) · Applied and Environmental Microbiology · doi:10.1128/aem.00726-18 · Cited by 313 · see citing works
Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup>
Cadet, J., Mouret, S., Ravanat, J., & Douki, T. (2012) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.2012.01200.x · Cited by 300 · see citing works
Self-citationNardi, G., Manet, I. G. J., Monti, S., Miranda, M. A., & Lhiaubet‐Vallet, V. (2014) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2014.08.020 · Cited by 299 · see citing works
Cardiac Oxidative Stress and Inflammatory Cytokines Response after Myocardial Infarction
Neri, M., Fineschi, V., Paolo, M. D., Pomara, C., Riezzo, I., Turillazzi, E., & Cerretani, D. (2015) · Current Vascular Pharmacology · doi:10.2174/15701611113119990003 · Cited by 296 · see citing works
Melatonin: A Versatile Protector against Oxidative DNA Damage
Galano, A., Tan, D., & Reiter, R. J. (2018) · Molecules · doi:10.3390/molecules23030530 · Cited by 290 · see citing works
Galano, A., & Alvarez-Idaboy, J. R. (2018) · International Journal of Quantum Chemistry · doi:10.1002/qua.25665 · Cited by 282 · see citing works
Membrane Lipid Peroxidation in Copper Alloy-Mediated Contact Killing of Escherichia coli
Hong, R., Kang, T. Y., Michels, C. A., & Gadura, N. (2012) · Applied and Environmental Microbiology · doi:10.1128/aem.07068-11 · Cited by 281 · see citing works
Oxidative stress and metal carcinogenesis
Lee, J., Son, Y., Pratheeshkumar, P., & Shi, X. (2012) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2012.06.002 · Cited by 277 · see citing works
Benzophenone Photosensitized DNA Damage
Cuquerella, M. C., Lhiaubet‐Vallet, V., Cadet, J., & Miranda, M. A. (2012) · Accounts of Chemical Research · doi:10.1021/ar300054e · Cited by 262 · see citing works
Self-citationBroekgaarden, M., Weijer, R., van Gulik, T. M., Hamblin, M. R., & Heger, M. (2015) · Cancer and Metastasis Reviews · doi:10.1007/s10555-015-9588-7 · Cited by 261 · see citing works
Single cell trapping and DNA damage analysis using microwell arrays
Wood, D. K., Weingeist, D. M., Bhatia, S. N., & Engelward, B. P. (2010) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1004056107 · Cited by 260 · see citing works
Oxidatively induced DNA damage and its repair in cancer
Dizdaroğlu, M. (2014) · Mutation Research/Reviews in Mutation Research · doi:10.1016/j.mrrev.2014.11.002 · Cited by 254 · see citing works
Activating Drugs with Sound: Mechanisms Behind Sonodynamic Therapy and the Role of Nanomedicine
Choi, V., Rajora, M. A., & Zheng, G. (2020) · Bioconjugate Chemistry · doi:10.1021/acs.bioconjchem.0c00029 · Cited by 237 · see citing works
Oxidatively generated complex DNA damage: Tandem and clustered lesions
Cadet, J., Ravanat, J.-L., TavernaPorro, M., Menoni, H., & Angelov, D. (2012) · Cancer Letters · doi:10.1016/j.canlet.2012.04.005 · Cited by 233 · see citing works
Self-citationSensitized formation of oxidatively generated damage to cellular DNA by UVA radiation
Cadet, J., Douki, T., Ravanat, J.-L., & Di Mascio, P. (2009) · Photochemical & Photobiological Sciences · doi:10.1039/b905343n · Cited by 213 · see citing works
Self-citationDNA damage by singlet oxygen and cellular protective mechanisms
Agnez-Lima, L. F., Melo, J. T. A., Silva, A. E., Oliveira, A. H. S., Timoteo, A. R. S., Lima-Bessa, K. M., Martinez, G. R., Medeiros, M. H. G., Di Mascio, P., Galhardo, R. S., et al. (2012) · Mutation Research/Reviews in Mutation Research · doi:10.1016/j.mrrev.2011.12.005 · Cited by 205 · see citing works
Photosensitization Reactions of Biomolecules: Definition, Targets and Mechanisms
Baptista, M. S., Cadet, J., Greer, A., & Thomas, A. H. (2021) · Photochemistry and Photobiology · doi:10.1111/php.13470 · Cited by 205 · see citing works
Self-citationProton-Coupled Electron Transfer in DNA on Formation of Radiation-Produced Ion Radicals
Kumar, A., & Sevilla, M. D. (2010) · Chemical Reviews · doi:10.1021/cr100023g · Cited by 200 · see citing works
Revisiting carotenoids as dietary antioxidants for human health and disease prevention
Terao, J. (2023) · Food & Function · doi:10.1039/d3fo02330c · Cited by 187 · see citing works
Chain and conformation stability of solid-state DNA: implications for room temperature storage
Bonnet, J., Colotte, M., Coudy, D., Couallier, V., Portier, J., Morin, B., & Tuffet, S. (2010) · Nucleic Acids Research · doi:10.1093/nar/gkp1060 · Cited by 182 · see citing works
Hutchinson, M.-K. N. D., Mierzwa, M. L., & D’Silva, N. J. (2020) · Oncogene · doi:10.1038/s41388-020-1250-3 · Cited by 181 · see citing works
Radiation chemistry comes before radiation biology
O’Neill, P., & Wardman, P. (2009) · International Journal of Radiation Biology · doi:10.1080/09553000802640401 · Cited by 179 · see citing works
DNA-Mediated Charge Transport in Redox Sensing and Signaling
Genereux, J. C., Boal, A. K., & Barton, J. K. (2010) · Journal of the American Chemical Society · doi:10.1021/ja907669c · Cited by 171 · see citing works
Cadet, J., & Wagner, J. R. (2014) · Archives of Biochemistry and Biophysics · doi:10.1016/j.abb.2014.05.001 · Cited by 169 · see citing works
Self-citationWagner, J. R., & Cadet, J. (2010) · Accounts of Chemical Research · doi:10.1021/ar9002637 · Cited by 167 · see citing works
Self-citationCold atmospheric plasma delivery for biomedical applications
Chen, Z., Chen, G., Obenchain, R. A., Zhang, R., Bai, F., Fang, T., Wang, H., Lu, Y., Wirz, R. E., & Gu, Z. (2022) · Materials Today · doi:10.1016/j.mattod.2022.03.001 · Cited by 159 · see citing works
Bio‐Coreactant‐Enhanced Electrochemiluminescence Microscopy of Intracellular Structure and Transport
Ma, C., Wu, S., Zhou, Y., Wei, H., Zhang, J., Chen, Z., Zhu, J., Lin, Y., & Zhu, W. (2020) · Angewandte Chemie International Edition · doi:10.1002/anie.202012171 · Cited by 156 · see citing works
Protein Dynamics in Complex DNA Lesions
Aleksandrov, R., Dotchev, A., Poser, I., Krastev, D. B., Georgiev, G. S., Panova, G., Babukov, Y., Danovski, G., Dyankova-Danovska, T., Hubatsch, L., et al. (2018) · Molecular Cell · doi:10.1016/j.molcel.2018.02.016 · Cited by 155 · see citing works
One-electron oxidation reactions of purine and pyrimidine bases in cellular DNA
Cadet, J., Wagner, J. R., Shafirovich, V., & Geacintov, N. E. (2013) · International Journal of Radiation Biology · doi:10.3109/09553002.2013.877176 · Cited by 152 · see citing works
Self-citationInterplay of Guanine Oxidation and G-Quadruplex Folding in Gene Promoters
Fleming, A. M., & Burrows, C. J. (2020) · Journal of the American Chemical Society · doi:10.1021/jacs.9b11050 · Cited by 152 · see citing works
Fleming, A. M., & Burrows, C. J. (2013) · Chemical Research in Toxicology · doi:10.1021/tx400028y · Cited by 148 · see citing works
Analysis of 7,8-Dihydro-8-oxo-2′-deoxyguanosine in Cellular DNA during Oxidative Stress
Mangal, D., Vudathala, D. K., Park, J., Lee, S. H., Penning, T. M., & Blair, I. A. (2009) · Chemical Research in Toxicology · doi:10.1021/tx800343c · Cited by 145 · see citing works
Evans, M. D., Oliński, R., Loft, S. H., & Cooke, M. S. (2009) · The FASEB Journal · doi:10.1096/fj.09-147124 · Cited by 145 · see citing works
Metal interaction with redox regulation: an integrating concept in metal carcinogenesis?
Hartwig, A. (2012) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2012.11.009 · Cited by 143 · see citing works
Cadet, J., Loft, S. H., Oliński, R., Evans, M. D., Białkowski, K., Wagner, J. R., Dedon, P. C., Möller, P., Greenberg, M. M., & Cooke, M. S. (2012) · Free Radical Research · doi:10.3109/10715762.2012.659248 · Cited by 143 · see citing works
Self-citationPurine 5′,8-cyclonucleoside lesions: chemistry and biology
Chatgilialoglu, C., Ferreri, C., & Terzidis, M. A. (2011) · Chemical Society Reviews · doi:10.1039/c0cs00061b · Cited by 137 · see citing works
Cogoi, S., Ferino, A., Miglietta, G., Pedersen, E. B., & Xodo, L. E. (2017) · Nucleic Acids Research · doi:10.1093/nar/gkx1142 · Cited by 137 · see citing works
Measurement of oxidatively generated base damage in cellular DNA
Cadet, J., Douki, T., & Ravanat, J.-L. (2011) · Mutation Research - Fundamental and Molecular Mechanisms of Mutagenesis · doi:10.1016/j.mrfmmm.2011.02.004 · Cited by 136 · see citing works
Self-citationOxidatively-generated damage to DNA and proteins mediated by photosensitized UVA
Brem, R., Guven, M., & Karran, P. (2016) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2016.10.488 · Cited by 136 · see citing works
Castañeda‐Arriaga, R., Pérez‐González, A., Reina, M., Alvarez-Idaboy, J. R., & Galano, A. (2018) · The Journal of Physical Chemistry B · doi:10.1021/acs.jpcb.8b03500 · Cited by 136 · see citing works
Galano, A. (2017) · Journal of the Mexican Chemical Society · doi:10.29356/jmcs.v59i4.81 · Cited by 134 · see citing works
DNA damage spectra induced by photosensitization
Epe, B. (2011) · Photochemical & Photobiological Sciences · doi:10.1039/c1pp05190c · Cited by 133 · see citing works
Thapa, B., & Schlegel, H. B. (2014) · The Journal of Physical Chemistry A · doi:10.1021/jp5088866 · Cited by 130 · see citing works
Solar UV Radiation-Induced DNA Bipyrimidine Photoproducts: Formation and Mechanistic Insights
Cadet, J., Grand, A., & Douki, T. (2014) · Topics in current chemistry · doi:10.1007/128_2014_553 · Cited by 130 · see citing works
Self-citationGalano, A., & Alvarez-Idaboy, J. R. (2009) · Organic Letters · doi:10.1021/ol901862h · Cited by 126 · see citing works
Xu, H., Ma, R., Zhu, Y., Du, M., Zhang, H., & Jiao, Z. (2019) · The Science of The Total Environment · doi:10.1016/j.scitotenv.2019.134965 · Cited by 120 · see citing works
Oxidatively generated damage to DNA by UVA radiation in cells and human skin
Cadet, J., & Douki, T. (2011) · Journal of Investigative Dermatology · doi:10.1038/jid.2011.51 · Cited by 116 · see citing works
Self-citationIonizing radiation-induced bystander effects, potential targets for modulation of radiotherapy
Rzeszowska‐Wolny, J., Przybyszewski, W. M., & Wideł, M. (2009) · European Journal of Pharmacology · doi:10.1016/j.ejphar.2009.07.028 · Cited by 109 · see citing works
Rokhlenko, Y., Geacintov, N. E., & Shafirovich, V. (2012) · Journal of the American Chemical Society · doi:10.1021/ja212186w · Cited by 108 · see citing works
On the Chemical Repair of DNA Radicals by Glutathione: Hydrogen vs Electron Transfer
Alvarez-Idaboy, J. R., & Galano, A. (2012) · The Journal of Physical Chemistry B · doi:10.1021/jp303116n · Cited by 107 · see citing works
Radiotherapy Using High-Intensity Pulsed Radiation Beams (FLASH): A Radiation-Chemical Perspective
Wardman, P. (2020) · Radiation Research · doi:10.1667/rade-19-00016 · Cited by 104 · see citing works
Lao, K. U., & Herbert, J. M. (2016) · Journal of Chemical Theory and Computation · doi:10.1021/acs.jctc.6b00155 · Cited by 103 · see citing works
Hydroxyl Radical (OH•) Reaction with Guanine in an Aqueous Environment: A DFT Study
Kumar, A., Pottiboyina, V., & Sevilla, M. D. (2011) · The Journal of Physical Chemistry B · doi:10.1021/jp208841q · Cited by 103 · see citing works
On the in vivo photochemical rate parameters for PDT reactive oxygen species modeling
Kim, M. M., Ghogare, A. A., Greer, A., & Zhu, T. C. (2017) · Physics in Medicine and Biology · doi:10.1088/1361-6560/62/5/r1 · Cited by 102 · see citing works
Sources of spontaneous mutagenesis in bacteria
Schroeder, J. W., Yeesin, P., Simmons, L. A., & Wang, J. D. (2017) · Critical Reviews in Biochemistry and Molecular Biology · doi:10.1080/10409238.2017.1394262 · Cited by 101 · see citing works
A Reevaluation of the Ambident Reactivity of the Guanine Moiety Towards Hydroxyl Radicals
Chatgilialoglu, C., D’Angelantonio, M., Guerra, M., Kaloudis, P., & Mulazzani, Q. G. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200805372 · Cited by 100 · see citing works
Mechanistic Aspects of Hydration of Guanine Radical Cations in DNA
Rokhlenko, Y., Cadet, J., Geacintov, N. E., & Shafirovich, V. (2014) · Journal of the American Chemical Society · doi:10.1021/ja412471u · Cited by 98 · see citing works
Self-citationBelmadoui, N., Boussicault, F., Guerra, M., Ravanat, J., Chatgilialoglu, C., & Cadet, J. (2010) · Organic & Biomolecular Chemistry · doi:10.1039/c004531d · Cited by 97 · see citing works
Self-citationInvolvement of DNA Damage Response Pathways in Hepatocellular Carcinoma
Yang, S., Chang, C.-W., Wei, R., Shiue, Y., Wang, S., & Yeh, Y. (2014) · BioMed Research International · doi:10.1155/2014/153867 · Cited by 97 · see citing works
Dizdaroğlu, M., Coşkun, E., & Jaruga, P. (2017) · Mutation Research/Reviews in Mutation Research · doi:10.1016/j.mrrev.2017.02.001 · Cited by 97 · see citing works
Nanopore Detection of 8-Oxoguanine in the Human Telomere Repeat Sequence
An, N., Fleming, A. M., White, H. S., & Burrows, C. J. (2015) · ACS Nano · doi:10.1021/acsnano.5b00722 · Cited by 95 · see citing works
UV and ionizing radiations induced DNA damage, differences and similarities
Ravanat, J.-L., & Douki, T. (2016) · Radiation Physics and Chemistry · doi:10.1016/j.radphyschem.2016.07.007 · Cited by 94 · see citing works
Self-citationZhao, X., Krishnamurthy, N., Burrows, C. J., & David, S. S. (2010) · Biochemistry · doi:10.1021/bi901852q · Cited by 93 · see citing works
Inter-laboratory variation in DNA damage using a standard comet assay protocol
Forchhammer, L., Ersson, C., Loft, S. H., Möller, L., Godschalk, R., van Schooten, F., Jones, G. D. D., Higgins, J. A., Cooke, M. S., Mistry, V., et al. (2012) · Mutagenesis · doi:10.1093/mutage/ges032 · Cited by 90 · see citing works
On the relevance of hydroxyl radical to purine DNA damage
Chatgilialoglu, C., Ferreri, C., Krokidis, M. G., Masi, A., & Terzidis, M. A. (2021) · Free Radical Research · doi:10.1080/10715762.2021.1876855 · Cited by 89 · see citing works
Barbosa, L. F., Cerqueira, F. M., Macedo, A. F. D. A., Garcia, C. C. M., Angeli, J. P. F., Schumacher, R. I., Sogayar, M. C., Augusto, O., Carrı̀, M. T., Mascio, P. D., et al. (2010) · Biochimica et Biophysica Acta (BBA) - Molecular Basis of Disease · doi:10.1016/j.bbadis.2010.01.011 · Cited by 88 · see citing works
Himmelstein, M. W., Boogaard, P. J., Cadet, J., Farmer, P. B., Kim, J. H., Martin, E. A., Persaud, R., & Shuker, D. E. G. (2009) · Critical Reviews in Toxicology · doi:10.1080/10408440903164163 · Cited by 87 · see citing works
Self-citationThe Effects of Ionising and Non-Ionising Electromagnetic Radiation on Extracellular Matrix Proteins
Tuieng, R. J., Cartmell, S. H., Kirwan, C., & Sherratt, M. J. (2021) · Cells · doi:10.3390/cells10113041 · Cited by 85 · see citing works
Radiation-induced DNA–protein cross-links: Mechanisms and biological significance
Nakano, T., Xu, X., Salem, A. M. H., Shoulkamy, M. I., & Ide, H. (2016) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2016.11.041 · Cited by 85 · see citing works
Significance of Singlet Oxygen Molecule in Pathologies
Murotomi, K., Umeno, A., Shichiri, M., Tanito, M., & Yoshida, Y. (2023) · International Journal of Molecular Sciences · doi:10.3390/ijms24032739 · Cited by 84 · see citing works
Prasse, C., Wenk, J., Jasper, J. T., Ternes, T. A., & Sedlak, D. L. (2015) · Environmental Science & Technology · doi:10.1021/acs.est.5b03783 · Cited by 84 · see citing works
Endogenous Photosensitizers in Human Skin.
Bastos, E., Quina, F., & Baptista, M. S. (2023) · Chemical Reviews · doi:10.1021/acs.chemrev.2c00787 · Cited by 69 · see citing works
Role of particle coating in controlling skin damage photoinduced by titania nanoparticles
Carlotti, M. E., Ugazio, E., Sapino, S., Fenoglio, I., Greco, G., & Fubini, B. (2009) · Free Radical Research · doi:10.1080/10715760802716633 · Cited by 81 · see citing works
Tada‐Oikawa, S., Oikawa, S., Hirayama, J., Hirakawa, K., & Kawanishi, S. (2009) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.2009.00600.x · Cited by 80 · see citing works
Hu, C., Chao, M., & Sie, C.-H. (2009) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2009.10.029 · Cited by 79 · see citing works
Urinary excretion of biomarkers of oxidatively damaged DNA and RNA in hereditary hemochromatosis
Broedbaek, K., Poulsen, H. E., Weimann, A., Kom, G. D., Schwedhelm, E., Nielsen, P., & Böger, R. H. (2009) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2009.08.004 · Cited by 79 · see citing works
Zhao, Y., Farrer, N. J., Li, H., Butler, J. S., McQuitty, R. J., Habtemariam, A., Wang, F., & Sadler, P. J. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201307505 · Cited by 75 · see citing works
Dual Roles of Oxidative Stress in Metal Carcinogenesis
Xu, J., Wise, J. T. F., Wang, L., Schumann, K., Zhang, Z., & Shi, X. (2017) · Journal of Environmental Pathology Toxicology and Oncology · doi:10.1615/jenvironpatholtoxicoloncol.2017025229 · Cited by 75 · see citing works
New Insights into the Reaction Paths of Hydroxyl Radicals with 2′-Deoxyguanosine
Chatgilialoglu, C., D’Angelantonio, M., Kciuk, G., & Bobrowski, K. (2011) · Chemical Research in Toxicology · doi:10.1021/tx2003245 · Cited by 74 · see citing works
Heavy Metals and Epigenetic Alterations in Brain Tumors
Caffo, M., Caruso, G., Fata, G. L., Barresi, V., Visalli, M., Venza, M., & Venza, I. (2015) · Current Genomics · doi:10.2174/138920291506150106151847 · Cited by 73 · see citing works
Andreoli, R., Mutti, A., Goldoni, M., Manini, P., Apostoli, P., & Palma, G. D. (2010) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2010.11.009 · Cited by 72 · see citing works
CometChip: A High-throughput 96-Well Platform for Measuring DNA Damage in Microarrayed Human Cells
Ge, J., Prasongtanakij, S., Wood, D. K., Weingeist, D. M., Fessler, J. L., Navasumrit, P., Ruchirawat, M., & Engelward, B. P. (2014) · Journal of Visualized Experiments · doi:10.3791/50607 · Cited by 72 · see citing works
Impact of G-Quadruplexes on the Regulation of Genome Integrity, DNA Damage and Repair
Pavlova, A. V., Kubareva, E. A., Monakhova, M. V., Zvereva, M. I., & Dolinnaya, N. G. (2021) · Biomolecules · doi:10.3390/biom11091284 · Cited by 68 · see citing works
DNA Damage in Major Psychiatric Diseases
Raza, M. U., Tufan, T., Wang, Y., Hill, C. P., & Zhu, M. (2016) · Neurotoxicity Research · doi:10.1007/s12640-016-9621-9 · Cited by 67 · see citing works
DNA protection by ectoine from ionizing radiation: molecular mechanisms
Hahn, M. B., Meyer, S., Schröter, M.-A., Kunte, H., Solomun, T., & Stürm, H. (2017) · Physical Chemistry Chemical Physics · doi:10.1039/c7cp02860a · Cited by 67 · see citing works
- Authors
- Cadet, J., Douki, T., & Ravanat, J.-L.
- Affiliations
- Université de Sherbrooke (CA)
- Université Joseph Fourier (FR)
- Venue
- Accounts of Chemical Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-07-31
- Volume
- 41
- Issue
- 8
- Pages
- 1075-1083
- ISSN
- 0001-4842 (ISSN-L)
- 1520-4898
- OpenAlex
- W2077450957
- Cited by
- 555
- References
- 74
- Citations by year
- 2026: 10 · 2025: 17 · 2024: 29 · 2023: 30 · 2022: 25 · 2021: 45 · 2020: 31 · 2019: 33 · 2018: 28 · 2017: 31 · 2016: 28 · 2015: 34 · 2014: 31 · 2013: 26 · 2012: 37
- FWCI
- 16.47
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Accounts of Chemical Research (publishedVersion)
- PubMed (publishedVersion)
- HAL (submittedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA and Nucleic Acid Chemistry
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Carcinogens and Genotoxicity Assessment
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA Repair Mechanisms
- Keywords
- guanine oxidation, oxidative DNA damage, hydroxyl radicals, superoxide, hydrogen peroxide, one-electron oxidation, singlet oxygen, UVA, ionizing radiation, oxidative metabolism
- MeSH terms
- Animals, Cells, DNA, DNA Damage, Electrons, Guanine, Humans, Oxidation-Reduction
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review