Advanced search
Publication Cover
International Journal of Radiation Biology Volume 63, 1993 - Issue 6
Submit an article Journal homepage
14
Views
49
CrossRef citations to date
0
Altmetric
Original Article

Isolation and Characterization of a New Product Produced by Ionizing Irradiation and Type I Photosensitization of 2′-deoxyguanosine in Oxygen-saturated aqueous Solution: (2S)-2,5′-anhydro-1-(2′-deoxy-β-d-erythro-pentofuranosyl)-5-guanidinylidene-2-hydroxy-4-oxoimidazolidine

G.W. Buchko Laboratoire des Lesions des Acides Nucléiques, DRFMC/SESAM, Centre d'Etudės Nucléaires de Grenoble, France
,
J. Cadet Laboratoire des Lesions des Acides Nucléiques, DRFMC/SESAM, Centre d'Etudės Nucléaires de Grenoble, France
,
J.-L. Ravanat Laboratoire des Lesions des Acides Nucléiques, DRFMC/SESAM, Centre d'Etudės Nucléaires de Grenoble, France
&
P. Labataille Laboratoire des Lesions des Acides Nucléiques, DRFMC/SESAM, Centre d'Etudės Nucléaires de Grenoble, France
Pages 669-676 | Received 22 Oct 1992, Accepted 31 Jan 1993, Published online: 03 Jul 2009

Citations (49)

Keep up to date with the latest research on this topic with citation updates for this article.

Subscribe to citation updates

Read on this site (3)

Caroline Suzanne Thomas, Hannah Catherine Pollard, Yuriy Razskazovskiy & Marina Roginskaya. (2020) Sources of 2,5-diaminoimidazolone lesions in DNA damage initiated by hydroxyl radical attack. Free Radical Research 54:7, pages 517-524.
Read now
Marina Roginskaya, Reza Mohseni, Derrick Ampadu-Boateng & Yuriy Razskazovskiy. (2016) DNA damage by the sulfate radical anion: hydrogen abstraction from the sugar moiety versus one-electron oxidation of guanine. Free Radical Research 50:7, pages 756-766.
Read now
C. Von Sonntag. (1994) Radiation Chemistry in the 1990s: Pressing Questions Relating to the Areas of Radiation Biology and Environmental Research. International Journal of Radiation Biology 65:1, pages 19-26.
Read now

Articles from other publishers (46)

Yingli Su, Guanlin Song, Yan Shen, Xiangyuan Li & Haisheng Ren. (2023) Mechanisms and energetics for hydrogen abstraction of thymine photosensitized by benzophenone from theoretical principles. Physical Chemistry Chemical Physics 25:8, pages 6467-6472.
Crossref
Jeffrey S. Souris, Lara Leoni, Hannah J. Zhang, Ariel Pan, Eve Tanios, Hsiu-Ming Tsai, Irina V. Balyasnikova, Marc Bissonnette & Chin-Tu Chen. (2023) X-ray Activated Nanoplatforms for Deep Tissue Photodynamic Therapy. Nanomaterials 13:4, pages 673.
Crossref
Yuriy Razskazovskiy, Elaina B. Campbell, Zachary D. Cutright, Caroline S. Thomas & Marina Roginskaya. (2022) One-electron oxidation of guanine derivatives: Detection of 2,5-diaminoimidazolone and novel guanine-guanine cross-links as major end products. Radiation Physics and Chemistry 196, pages 110099.
Crossref
Jean Cadet, J. Richard Wagner & Dimitar Angelov. (2018) Biphotonic Ionization of DNA : From Model Studies to Cell . Photochemistry and Photobiology 95:1, pages 59-72.
Crossref
Marina Roginskaya, Hannah Janson, Devanamuni Seneviratni & Yuriy Razskazovskiy. (2016) The reactivity of 2,5-diaminoimidazolone base modification towards aliphatic primary amino derivatives: nucleophilic substitution at C5 as a potential source of abasic sites in oxidatively damaged DNA. Research on Chemical Intermediates 43:3, pages 1543-1555.
Crossref
Jean-Luc Ravanat & Thierry Douki. (2016) UV and ionizing radiations induced DNA damage, differences and similarities. Radiation Physics and Chemistry 128, pages 92-102.
Crossref
Stéphanie Silerme, Laure Bobyk, Marisa Taverna-Porro, Camille Cuier, Christine Saint-Pierre & Jean-Luc Ravanat. (2014) DNA-Polyamine Cross-Links Generated upon One Electron Oxidation of DNA. Chemical Research in Toxicology 27:6, pages 1011-1018.
Crossref
M. Consuelo Cuquerella, Virginie Lhiaubet-Vallet, Jean Cadet & Miguel A. Miranda. (2012) Benzophenone Photosensitized DNA Damage. Accounts of Chemical Research 45:9, pages 1558-1570.
Crossref
Jean Cadet, Thierry Douki, Didier Gasparutto, Jean‐Luc Ravanat & J.  Richard Wagner. 2012. Encyclopedia of Radicals in Chemistry, Biology and Materials. Encyclopedia of Radicals in Chemistry, Biology and Materials.
Jean Cadet, Thierry Douki, Didier Gasparutto, Jean‐Luc Ravanat & J. Richard Wagner. 2009. Radical and Radical Ion Reactivity in Nucleic Acid Chemistry. Radical and Radical Ion Reactivity in Nucleic Acid Chemistry 69 97 .
Michael R. Hamblin. 2009. Handbook of Research on Systems Biology Applications in Medicine. Handbook of Research on Systems Biology Applications in Medicine 588 642 .
Pawel Mroz, George P. Tegos, Hariprasad Gali, Timothy Wharton, Tadeusz Sarna & Michael R. Hamblin. 2008. Medicinal Chemistry and Pharmacological Potential of Fullerenes and Carbon Nanotubes. Medicinal Chemistry and Pharmacological Potential of Fullerenes and Carbon Nanotubes 79 106 .
Brock Matter, Danuta Malejka-Giganti, A. Saari Csallany & Natalia Tretyakova. (2006) Quantitative analysis of the oxidative DNA lesion, 2,2-diamino-4-(2-deoxy-β-d-erythro-pentofuranosyl)amino]-5(2H)-oxazolone (oxazolone), in vitro and in vivo by isotope dilution-capillary HPLC-ESI-MS/MS. Nucleic Acids Research 34:19, pages 5449-5460.
Crossref
Geneviève Pratviel & Bernard Meunier. (2006) Guanine Oxidation: One‐ and Two‐Electron Reactions. Chemistry – A European Journal 12:23, pages 6018-6030.
Crossref
Sandrine Perrier, Jörg Hau, Didier Gasparutto, Jean Cadet, Alain Favier & Jean-Luc Ravanat. (2006) Characterization of Lysine−Guanine Cross-Links upon One-Electron Oxidation of a Guanine-Containing Oligonucleotide in the Presence of a Trilysine Peptide. Journal of the American Chemical Society 128:17, pages 5703-5710.
Crossref
Thanasis Gimisis & Crina Cismaş. (2006) Isolation, Characterization, and Independent Synthesis of Guanine Oxidation Products. European Journal of Organic Chemistry 2006:6, pages 1351-1378.
Crossref
Garry W. Buchko & Jean Cadet. (2006) Identification of the α and β Anomers of 1-(2-Deoxy-d-Erythro-Pentofuranosyl)-Oxaluric Acid at the Site of Riboflavin-mediated Photooxidation of Guanine in 2′-Deoxyguanosine and Thymidylyl-(3′-5′)-2′-Deoxyguanosine†. Photochemistry and Photobiology 82:1, pages 191.
Crossref
Clemens von Sonntag. 2006. Free-Radical-Induced DNA Damage and Its Repair. Free-Radical-Induced DNA Damage and Its Repair 211 334 .
Sophie Mourgues, Adam Kupan, Geneviève Pratviel & Bernard Meunier. (2005) Use of Short Duplexes for the Analysis of the Sequence-Dependent Cleavage of DNA by a Chemical Nuclease, a Manganese Porphyrin. ChemBioChem 6:12, pages 2326-2335.
Crossref
Ana P. Castano, Tatiana N. Demidova & Michael R. Hamblin. (2004) Mechanisms in photodynamic therapy: part one—photosensitizers, photochemistry and cellular localization. Photodiagnosis and Photodynamic Therapy 1:4, pages 279-293.
Crossref
Jean-Luc Ravanat, Christine Saint-Pierre & Jean Cadet. (2003) One-Electron Oxidation of the Guanine Moiety of 2‘-Deoxyguanosine:  Influence of 8-Oxo-7,8-dihydro-2‘-deoxyguanosine. Journal of the American Chemical Society 125:8, pages 2030-2031.
Crossref
Jean-Luc Ravanat, Thierry Douki & Jean Cadet. (2001) Direct and indirect effects of UV radiation on DNA and its components. Journal of Photochemistry and Photobiology B: Biology 63:1-3, pages 88-102.
Crossref
J.-L. Ravanat, T. Douki & J. Cadet. 2001. Sun Protection in Man. Sun Protection in Man 207 230 .
C. von Sonntag & H.-P. Schuchmann. 2001. Radiation Chemistry - Present Status and Future Trends. Radiation Chemistry - Present Status and Future Trends 513 551 .
Paul D. Wood, Anisa Mnyusiwalla, Lie Chen & Linda J. Johnston. (2007) Reactions of Psoralen Radical Cations with Biological Substrates†¶. Photochemistry and Photobiology 72:2, pages 155-162.
Crossref
C. Agapakis-Caussé, F. Boscá, J. V. Castell, D. Hernández, M. L. Marín, L. Marrot & M. A. Miranda. (2007) Tiaprofenic Acid-photosensitized Damage to Nucleic Acids: A Mechanistic Study Using Complementary in vitro Approaches. Photochemistry and Photobiology 71:5, pages 499-505.
Crossref
Paul D. Wood, Anisa Mnyusiwalla, Lie Chen & Linda J. Johnston. (2000) Reactions of Psoralen Radical Cations with Biological Substrates†¶. Photochemistry and Photobiology 72:2, pages 155.
Crossref
C. Agapakis-Caussé, F. Boscá, J. V. Castell, D. Hernández, M. L. Marín*L. Marrot & M. A. Miranda*. (2000) Tiaprofenic Acid-photosensitized Damage to Nucleic Acids: A Mechanistic Study Using Complementary in vitro Approaches. Photochemistry and Photobiology 71:5, pages 499.
Crossref
Waldemar Adam, Günther N. Grimm, Stefan Marquardt & Chantu R. Saha-Möller. (1999) Are Pyridinethiones Reliable Photochemical Oxyl-Radical Sources for Photobiological Studies? The Importance of Secondary Photolysis Products in the Guanine Oxidation of 2‘-Deoxyguanosine and Cell-Free DNA. Journal of the American Chemical Society 121:6, pages 1179-1185.
Crossref
Miral Dizdaroglu. 1999. Advances in DNA Damage and Repair. Advances in DNA Damage and Repair 67 87 .
Béatrice Mestre, Sandrine Nascimben, Geneviève Pratviel & Bernard Meunier. (1998) Oxidation of guanine bases mediated by a manganese-porphyrin-oligonucleotide conjugate onto a G-rich DNA target: 8-oxo-7,8-dihydroguanine is not the major lesion. Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry 1:11, pages 725-736.
Crossref
Thierry Delatour, Thierry Douki, Didier Gasparutto, Marie-Christine Brochier & Jean Cadet. (1998) A Novel Vicinal Lesion Obtained from the Oxidative Photosensitization of TpdG:  Characterization and Mechanistic Aspects. Chemical Research in Toxicology 11:9, pages 1005-1013.
Crossref
Waldemar Adam, Simone Andler, Werner M. Nau & Chantu R. Saha-Möller. (1998) Oxidative DNA Damage by Radicals Generated in the Thermolysis of Hydroxymethyl-Substituted 1,2-Dioxetanes through the α Cleavage of Chemiexcited Ketones. Journal of the American Chemical Society 120:15, pages 3549-3559.
Crossref
Nadia Chouini-Lalanne, Martine Defais & Nicole Paillous. (1998) Nonsteroidal antiinflammatory drug-photosensitized formation of pyrimidine dimer in DNA. Biochemical Pharmacology 55:4, pages 441-446.
Crossref
Waldemar Adam, Karsten Mielke, Chantu R. Saha‐Möller, Marianne Möller, Helga Stopper, Rudolf Hutterer, Friedemann W. Schneider, Daniel Ballmaier, Bernd Epe, Francis F. Gasparro, Xinsheng Chen & Jacques Kagan. (2008) Photochemical and Photobiological Studies of a Furonaphthopyranone as a Benzo‐spaced Psoralen Analog in Cell‐free and Cellular DNA. Photochemistry and Photobiology 66:1, pages 46-54.
Crossref
Waldemar Adam, Chantu R. Saha-Möller & André Schönberger. (1997) Type I and Type II Photosensitized Oxidative Modification of 2‘-Deoxyguanosine (dGuo) by Triplet-Excited Ketones Generated Thermally from the 1,2-Dioxetane HTMD. Journal of the American Chemical Society 119:4, pages 719-723.
Crossref
J. Cadet, M. Berger, T. Douki & J. -L. Ravanat. 1997. Reviews of Physiology Biochemistry and Pharmacology, Volume 131. Reviews of Physiology Biochemistry and Pharmacology, Volume 131 1 87 .
Ernst S. Henle, Yongzhang Luo, Walter Gassmann & Stuart Linn. (1996) Oxidative Damage to DNA Constituents by Iron-mediated Fenton Reactions. Journal of Biological Chemistry 271:35, pages 21177-21186.
Crossref
Waldemar Adam, Maurice Berger, Jean Cadet, Francesco Dall'Acqua, Bernd Epe, Silvia Frank, Danaboyina Rarnaiah, Sebastian Raoul, Chantu R. Saha‐Möller & Daniela Vedaldi. (2008) Photochemistry and Photobiology of Furocoumarin Hydroperoxides Derived from Imperatorin: Novel Intercalating Photo‐Fenton Reagents for Oxidative DNA Modification by Hydroxyl Radicals*. Photochemistry and Photobiology 63:6, pages 768-778.
Crossref
Waldemar Adam, Simone Andler, Chantu R. Saha-Möller & André Schönberger. (1996) Inhibitory effect of ethyl oleate hydroperoxide and alcohol in photosensitized oxidative DNA damage. Journal of Photochemistry and Photobiology B: Biology 34:1, pages 51-58.
Crossref
Waldemar Adam, Chantu R. Saha-Möller & André Schönberger. (1996) Photooxidation of 8-Oxo-7,8-dihydro-2‘-deoxyguanosine by Thermally Generated Triplet-Excited Ketones from 3-(Hydroxymethyl)-3,4,4-trimethyl-1,2-dioxetane and Comparison with Type I and Type II Photosensitizers. Journal of the American Chemical Society 118:39, pages 9233-9238.
Crossref
Garry W. Buchko, J.Richard Wagner, Jean Cadet, Sébastien Raoul & Michael Weinfeld. (1995) Methylene blue-mediated photooxidation of 7,8-dihydro-8-oxo-2′-deoxyguanosine. Biochimica et Biophysica Acta (BBA) - Gene Structure and Expression 1263:1, pages 17-24.
Crossref
Anthony P. Breen & John A. Murphy. (1995) Reactions of oxyl radicals with DNA. Free Radical Biology and Medicine 18:6, pages 1033-1077.
Crossref
Benedicte Morin & Jean Cadet. (2008) BENZOPHENONE PHOTOSENSITIZATION OF 2′‐DEOXYGUANOSINE: CHARACTERIZATION OF THE 2R AND 2s DIASTEREOISOMERS OF 1‐(2‐DEOXY‐β‐D‐ erytho W‐PENTOFURANOSYL)‐2‐METHOXY‐4,5‐IMIDAZOLIDINEDIONE. A MODEL SYSTEM FOR THE INVESTIGATION OF PHOTOSENSITIZED FORMATION OF DNA‐PROTEIN CROSSLINKS . Photochemistry and Photobiology 60:2, pages 102-109.
Crossref
Jean Nève, Alain Favier & Patrice FaureS Raoul, G Buchkob, M Incardona, J Cadeta, B Morin, M Berger, J Ravanat & J Wagner. 1994. Trace Elements and Free Radicals in Oxidative Diseases. Trace Elements and Free Radicals in Oxidative Diseases 20 36 .
Jean Cadet, Jean-Luc Ravanat, Garry W. Helen, Helen C. Yeo & Bruce N. Ames. 1994. Oxygen Radicals in Biological Systems Part D. Oxygen Radicals in Biological Systems Part D 79 88 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.