Literature DB >> 24130045

Detection and characterization of 1,2-dibromoethane-derived DNA crosslinks formed with O(6) -alkylguanine-DNA alkyltransferase.

Goutam Chowdhury1, Sung-Hee Cho, Anthony E Pegg, F Peter Guengerich.   

Abstract

A combination of chemical modifications and LC-tandem MS was used for the structure elucidation of various ethylene crosslinks of DNA with O(6) -alkylguanine-DNA alkyltransferase (AGT, see picture). The elucidation of the chemical structures of such DNA-protein crosslinks is necessary to understand mechanisms of mutagenesis.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  DNA adducts; DNA damage; DNA-protein crosslinks; hydrogenation; mutations

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Substances:

Year:  2013        PMID: 24130045      PMCID: PMC4048925          DOI: 10.1002/anie.201307580

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  19 in total

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Authors:  J Gerardo Valadez; F Peter Guengerich
Journal:  J Biol Chem       Date:  2004-01-07       Impact factor: 5.157

2.  Mutation spectrum and sequence alkylation selectivity resulting from modification of bacteriophage M13mp18 DNA with S-(2-chloroethyl)glutathione. Evidence for a role of S-(2-N7-guanyl)ethyl)glutathione as a mutagenic lesion formed from ethylene dibromide.

Authors:  J L Cmarik; W G Humphreys; K L Bruner; R S Lloyd; C Tibbetts; F P Guengerich
Journal:  J Biol Chem       Date:  1992-04-05       Impact factor: 5.157

3.  Evidence for formation of an S-[2-(N7-guanyl)ethyl]glutathione adduct in glutathione-mediated binding of the carcinogen 1,2-dibromoethane to DNA.

Authors:  N Ozawa; F P Guengerich
Journal:  Proc Natl Acad Sci U S A       Date:  1983-09       Impact factor: 11.205

4.  Repair of DNA-polypeptide crosslinks by human excision nuclease.

Authors:  Joyce T Reardon; Aziz Sancar
Journal:  Proc Natl Acad Sci U S A       Date:  2006-03-06       Impact factor: 11.205

5.  Replication past the butadiene diepoxide-derived DNA adduct S-[4-(N(6)-deoxyadenosinyl)-2,3-dihydroxybutyl]glutathione by DNA polymerases.

Authors:  Sung-Hee Cho; F Peter Guengerich
Journal:  Chem Res Toxicol       Date:  2013-06-04       Impact factor: 3.739

6.  Human glutathione S-transferase T1-1 enhances mutagenicity of 1,2-dibromoethane, dibromomethane and 1,2,3,4-diepoxybutane in Salmonella typhimurium.

Authors:  R Thier; S E Pemble; H Kramer; J B Taylor; F P Guengerich; B Ketterer
Journal:  Carcinogenesis       Date:  1996-01       Impact factor: 4.944

7.  Insertion of nucleotides opposite apurinic/apyrimidinic sites in deoxyribonucleic acid during in vitro synthesis: uniqueness of adenine nucleotides.

Authors:  D Sagher; B Strauss
Journal:  Biochemistry       Date:  1983-09-13       Impact factor: 3.162

8.  Chemical modifications of transfer RNA species. Desulfurization with Raney nickel.

Authors:  S M Hecht; L H Kirkegaard; R M Bock
Journal:  Proc Natl Acad Sci U S A       Date:  1971-01       Impact factor: 11.205

9.  Paradoxical enhancement of the toxicity of 1,2-dibromoethane by O6-alkylguanine-DNA alkyltransferase.

Authors:  Liping Liu; Anthony E Pegg; Kevin M Williams; F Peter Guengerich
Journal:  J Biol Chem       Date:  2002-07-31       Impact factor: 5.157

10.  Characterization of a mutagenic DNA adduct formed from 1,2-dibromoethane by O6-alkylguanine-DNA alkyltransferase.

Authors:  Liping Liu; David L Hachey; Gerardo Valadez; Kevin M Williams; F Peter Guengerich; Natalia A Loktionova; Sreenivas Kanugula; Anthony E Pegg
Journal:  J Biol Chem       Date:  2003-11-25       Impact factor: 5.157

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  10 in total

1.  Characterization of thioether-linked protein adducts of DNA using a Raney-Ni-mediated desulfurization method and liquid chromatography-electrospray-tandem mass spectrometry.

Authors:  Goutam Chowdhury; F Peter Guengerich
Journal:  Curr Protoc Nucleic Acid Chem       Date:  2015-03-09

2.  Synthesis and Characterization of Site-Specific O6 -Alkylguanine DNA-Alkyl Transferase-Oligonucleotide Crosslinks.

Authors:  Pratibha P Ghodke; Matthew E Albertolle; Kevin M Johnson; F Peter Guengerich
Journal:  Curr Protoc Nucleic Acid Chem       Date:  2019-01-18

3.  Formation of S-[2-(N6-Deoxyadenosinyl)ethyl]glutathione in DNA and Replication Past the Adduct by Translesion DNA Polymerases.

Authors:  Carl A Sedgeman; Yan Su; F Peter Guengerich
Journal:  Chem Res Toxicol       Date:  2017-04-14       Impact factor: 3.739

4.  Structure elucidation of DNA-protein crosslinks by using reductive desulfurization and liquid chromatography-tandem mass spectrometry.

Authors:  Susith Wickramaratne; Natalia Y Tretyakova
Journal:  Chembiochem       Date:  2014-01-16       Impact factor: 3.164

5.  In vivo roles of conjugation with glutathione and O6-alkylguanine DNA-alkyltransferase in the mutagenicity of the bis-electrophiles 1,2-dibromoethane and 1,2,3,4-diepoxybutane in mice.

Authors:  Sung-Hee Cho; F Peter Guengerich
Journal:  Chem Res Toxicol       Date:  2013-11-06       Impact factor: 3.739

6.  The Natural Products Withaferin A and Withanone from the Medicinal Herb Withania somnifera Are Covalent Inhibitors of the SARS-CoV-2 Main Protease.

Authors:  Shayantani Chakraborty; Dibyendu Mallick; Mausumi Goswami; F Peter Guengerich; Anindita Chakrabarty; Goutam Chowdhury
Journal:  J Nat Prod       Date:  2022-09-13       Impact factor: 4.803

7.  Protective Role of Glutathione against Peroxynitrite-Mediated DNA Damage During Acute Inflammation.

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8.  Characterization of the deoxyguanosine-lysine cross-link of methylglyoxal.

Authors:  Katya V Petrova; Amy D Millsap; Donald F Stec; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2014-05-15       Impact factor: 3.739

9.  Enzymatic bypass of an N6-deoxyadenosine DNA-ethylene dibromide-peptide crosslink by translesion DNA polymerases.

Authors:  Pratibha P Ghodke; Gabriela Gonzalez-Vasquez; Hui Wang; Kevin M Johnson; Carl A Sedgeman; F Peter Guengerich
Journal:  J Biol Chem       Date:  2021-02-19       Impact factor: 5.157

10.  DNA damage by Withanone as a potential cause of liver toxicity observed for herbal products of Withania somnifera (Ashwagandha).

Authors:  Shazia Siddiqui; Nabeel Ahmed; Mausumi Goswami; Anindita Chakrabarty; Goutam Chowdhury
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  10 in total

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