Literature DB >> 23734842

Generation of guanine-thymine cross-links in human cells by one-electron oxidation mechanisms.

Guru S Madugundu1, J Richard Wagner, Jean Cadet, Konstantin Kropachev, Byeong Hwa Yun, Nicholas E Geacintov, Vladimir Shafirovich.   

Abstract

The one-electron oxidation of cellular DNA in cultured human HeLa cells initiated by intense nanosecond 266 nm laser pulse irradiation produces cross-links between guanine and thymine bases (G*-T*), characterized by a covalent bond between C8 guanine (G*) and N3 thymine (T*) atoms. The DNA lesions were quantified by isotope dilution LC-MS/MS methods in the multiple reaction-monitoring mode using isotopically labeled [(15)N, (13)C]-nucleotides as internal standards. Among several known pyrimidine and 8-oxo-7,8-dihydroguanine lesions, the G*-T* cross-linked lesions were detected at levels of ~0.21 and 1.19 d(G*-T*) lesions per 10(6) DNA bases at laser intensities of 50 and 280 mJ/cm(2)/pulse, respectively.

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Year:  2013        PMID： 23734842      PMCID： PMC3812307          DOI： 10.1021/tx400158g

Source DB:  PubMed          Journal:  Chem Res Toxicol        ISSN： 0893-228X            Impact factor:   3.739


  22 in total

1.  Generation of guanine-thymidine cross-links in DNA by peroxynitrite/carbon dioxide.

Authors:  Byeong Hwa Yun; Nicholas E Geacintov; Vladimir Shafirovich
Journal:  Chem Res Toxicol       Date:  2011-05-04       Impact factor: 3.739

Review 2.  Immunity, inflammation, and cancer.

Authors:  Sergei I Grivennikov; Florian R Greten; Michael Karin
Journal:  Cell       Date:  2010-03-19       Impact factor: 41.582

Review 3.  Oxidatively generated base damage to cellular DNA.

Authors:  Jean Cadet; Thierry Douki; Jean-Luc Ravanat
Journal:  Free Radic Biol Med       Date:  2010-04-02       Impact factor: 7.376

4.  Profiling cytosine oxidation in DNA by LC-MS/MS.

Authors:  Francois Samson-Thibault; Guru S Madugundu; Shanshan Gao; Jean Cadet; J Richard Wagner
Journal:  Chem Res Toxicol       Date:  2012-07-16       Impact factor: 3.739

5.  Reaction of HO* with guanine derivatives in aqueous solution: formation of two different redox-active OH-adduct radicals and their unimolecular transformation reactions. Properties of G(-H)*.

Authors:  L P Candeias; S Steenken
Journal:  Chemistry       Date:  2000-02-04       Impact factor: 5.236

6.  Lifetimes and reaction pathways of guanine radical cations and neutral guanine radicals in an oligonucleotide in aqueous solutions.

Authors:  Yekaterina Rokhlenko; Nicholas E Geacintov; Vladimir Shafirovich
Journal:  J Am Chem Soc       Date:  2012-02-29       Impact factor: 15.419

Review 7.  Oxidatively generated damage to the guanine moiety of DNA: mechanistic aspects and formation in cells.

Authors:  Jean Cadet; Thierry Douki; Jean-Luc Ravanat
Journal:  Acc Chem Res       Date:  2008-07-31       Impact factor: 22.384

Review 8.  DNA repair mechanisms protect our genome from carcinogenesis.

Authors:  Maria Carolina Strano Moraes; Januario Bispo Cabral Neto; Carlos Frederico Martins Menck
Journal:  Front Biosci (Landmark Ed)       Date:  2012-01-01

9.  Oxidation of single-stranded oligonucleotides by carbonate radical anions: generating intrastrand cross-links between guanine and thymine bases separated by cytosines.

Authors:  Conor Crean; Yuriy Uvaydov; Nicholas E Geacintov; Vladimir Shafirovich
Journal:  Nucleic Acids Res       Date:  2007-12-15       Impact factor: 16.971

10.  Formation and genotoxicity of a guanine-cytosine intrastrand cross-link lesion in vivo.

Authors:  Haizheng Hong; Huachuan Cao; Yinsheng Wang
Journal:  Nucleic Acids Res       Date:  2007-10-16       Impact factor: 16.971
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  13 in total

1.  Traceless Tandem Lesion Formation in DNA from a Nitrogen-Centered Purine Radical.

Authors:  Liwei Zheng; Marc M Greenberg
Journal:  J Am Chem Soc       Date:  2018-05-08       Impact factor: 15.419

2.  Oxidatively Generated Guanine(C8)-Thymine(N3) Intrastrand Cross-links in Double-stranded DNA Are Repaired by Base Excision Repair Pathways.

Authors:  Ibtissam Talhaoui; Vladimir Shafirovich; Zhi Liu; Christine Saint-Pierre; Zhiger Akishev; Bakhyt T Matkarimov; Didier Gasparutto; Nicholas E Geacintov; Murat Saparbaev
Journal:  J Biol Chem       Date:  2015-04-22       Impact factor: 5.157

Review 3.  Formation and repair of oxidatively generated damage in cellular DNA.

Authors:  Jean Cadet; Kelvin J A Davies; Marisa Hg Medeiros; Paolo Di Mascio; J Richard Wagner
Journal:  Free Radic Biol Med       Date:  2017-01-02       Impact factor: 7.376

Review 4.  Removal of oxidatively generated DNA damage by overlapping repair pathways.

Authors:  Vladimir Shafirovich; Nicholas E Geacintov
Journal:  Free Radic Biol Med       Date:  2016-11-04       Impact factor: 7.376

Review 5.  Occurrence, Biological Consequences, and Human Health Relevance of Oxidative Stress-Induced DNA Damage.

Authors:  Yang Yu; Yuxiang Cui; Laura J Niedernhofer; Yinsheng Wang
Journal:  Chem Res Toxicol       Date:  2016-11-07       Impact factor: 3.739

Review 6.  Radiation-mediated formation of complex damage to DNA: a chemical aspect overview.

Authors:  J-L Ravanat; J Breton; T Douki; D Gasparutto; A Grand; W Rachidi; S Sauvaigo
Journal:  Br J Radiol       Date:  2014-03       Impact factor: 3.039

Review 7.  Repair of oxidatively induced DNA damage by DNA glycosylases: Mechanisms of action, substrate specificities and excision kinetics.

Authors:  Miral Dizdaroglu; Erdem Coskun; Pawel Jaruga
Journal:  Mutat Res Rev Mutat Res       Date:  2017-02-16       Impact factor: 5.657

8.  Single-molecule detection of a guanine(C8) - thymine(N3) cross-link using ion channel recording.

Authors:  Anna H Wolna; Aaron M Fleming; Cynthia J Burrows
Journal:  J Phys Org Chem       Date:  2014-04-01       Impact factor: 2.391

9.  Translesion synthesis past guanine(C8)-thymine(N3) intrastrand cross-links catalyzed by selected A- and Y-family polymerases.

Authors:  Young-Ae Lee; Yuan-Cho Lee; Nicholas E Geacintov; Vladimir Shafirovich
Journal:  Mol Biosyst       Date:  2016-05-24

Review 10.  One-electron oxidation reactions of purine and pyrimidine bases in cellular DNA.

Authors:  Jean Cadet; J Richard Wagner; Vladimir Shafirovich; Nicholas E Geacintov
Journal:  Int J Radiat Biol       Date:  2014-04-03       Impact factor: 2.694
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