Literature DB >> 21903404

Probing DNA interstrand cross-link formation by an oxidized abasic site using nonnative nucleotides.

Jonathan T Sczepanski1, Christine N Hiemstra, Marc M Greenberg.   

Abstract

The C4'-oxidized abasic site (C4-AP) forms two types of interstrand cross-links with the adjacent nucleotides in DNA. Previous experiments revealed that dG does not react with the lesion and that formation of one type of cross-link is catalyzed by the opposing dA. iso-Guanosine·dC and 2-aminopurine·dT base pairs were used to determine why dG does not cross-link with C4-AP despite its well known reactivity with other bis-electrophiles. 7-Deaza-2'-deoxyadenosine was used to probe the role of the nucleotide opposite C4-AP in the catalysis of interstrand cross-link formation.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID： 21903404      PMCID： PMC3177026          DOI： 10.1016/j.bmc.2011.08.024

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  30 in total

1.  Synthesis and characterization of oligonucleotides containing the c4'-oxidized abasic site produced by bleomycin and other DNA damaging agents.

Authors:  Jaeseung Kim; Jun Mo Gil; Marc M Greenberg
Journal:  Angew Chem Int Ed Engl       Date:  2003       Impact factor: 15.336

2.  Effects of the C4'-oxidized abasic site on replication in Escherichia coli. An unusually large deletion is induced by a small lesion.

Authors:  Kelly M Kroeger; Jaeseung Kim; Myron F Goodman; Marc M Greenberg
Journal:  Biochemistry       Date:  2004-11-02       Impact factor: 3.162

3.  Interstrand cross-links generated by abasic sites in duplex DNA.

Authors:  Sanjay Dutta; Goutam Chowdhury; Kent S Gates
Journal:  J Am Chem Soc       Date:  2007-01-25       Impact factor: 15.419

4.  Self-promoted DNA interstrand cross-link formation by an abasic site.

Authors:  Jonathan T Sczepanski; Aaron C Jacobs; Marc M Greenberg
Journal:  J Am Chem Soc       Date:  2008-07-01       Impact factor: 15.419

5.  Photochemical generation of C4'-oxidized abasic site containing oligodeoxynucleotide and its efficient amine modification.

Authors:  Mariko Aso; Kazuteru Usui; Mitsuhiro Fukuda; Yoshie Kakihara; Tsuyoshi Goromaru; Hiroshi Suemune
Journal:  Org Lett       Date:  2006-07-20       Impact factor: 6.005

6.  Oxidation of the sugar moiety of DNA by ionizing radiation or bleomycin could induce the formation of a cluster DNA lesion.

Authors:  Peggy Regulus; Benoit Duroux; Pierre-Alain Bayle; Alain Favier; Jean Cadet; Jean-Luc Ravanat
Journal:  Proc Natl Acad Sci U S A       Date:  2007-08-22       Impact factor: 11.205

7.  Distortion-dependent unhooking of interstrand cross-links in mammalian cell extracts.

Authors:  Michael B Smeaton; Erica M Hlavin; Tracey McGregor Mason; Anne M Noronha; Christopher J Wilds; Paul S Miller
Journal:  Biochemistry       Date:  2008-08-15       Impact factor: 3.162

8.  Deficiency in incisions produced by XPF at the site of a DNA interstrand cross-link in Fanconi anemia cells.

Authors:  Kandallu R Kumaresan; Deepa M Sridharan; Laura W McMahon; Muriel W Lambert
Journal:  Biochemistry       Date:  2007-11-20       Impact factor: 3.162

9.  Interstrand DNA cross-links induced by alpha,beta-unsaturated aldehydes derived from lipid peroxidation and environmental sources.

Authors:  Michael P Stone; Young-Jin Cho; Hai Huang; Hye-Young Kim; Ivan D Kozekov; Albena Kozekova; Hao Wang; Irina G Minko; R Stephen Lloyd; Thomas M Harris; Carmelo J Rizzo
Journal:  Acc Chem Res       Date:  2008-05-24       Impact factor: 22.384

10.  Designer enediynes generate DNA breaks, interstrand cross-links, or both, with concomitant changes in the regulation of DNA damage responses.

Authors:  Daniel R Kennedy; Jianhua Ju; Ben Shen; Terry A Beerman
Journal:  Proc Natl Acad Sci U S A       Date:  2007-10-31       Impact factor: 11.205
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  11 in total

Review 1.  Biologically relevant oxidants and terminology, classification and nomenclature of oxidatively generated damage to nucleobases and 2-deoxyribose in nucleic acids.

Authors:  Jean Cadet; Steffen Loft; Ryszard Olinski; Mark D Evans; Karol Bialkowski; J Richard Wagner; Peter C Dedon; Peter Møller; Marc M Greenberg; Marcus S Cooke
Journal:  Free Radic Res       Date:  2012-02-22

2.  Correlation of Thermal Stability and Structural Distortion of DNA Interstrand Cross-Links Produced from Oxidized Abasic Sites with Their Selective Formation and Repair.

Authors:  Souradyuti Ghosh; Marc M Greenberg
Journal:  Biochemistry       Date:  2015-10-01       Impact factor: 3.162

Review 3.  Looking beneath the surface to determine what makes DNA damage deleterious.

Authors:  Marc M Greenberg
Journal:  Curr Opin Chem Biol       Date:  2014-04-22       Impact factor: 8.822

4.  Interstrand DNA-DNA cross-link formation between adenine residues and abasic sites in duplex DNA.

Authors:  Nathan E Price; Kevin M Johnson; Jin Wang; Mostafa I Fekry; Yinsheng Wang; Kent S Gates
Journal:  J Am Chem Soc       Date:  2014-02-20       Impact factor: 15.419

5.  Abasic and oxidized abasic site reactivity in DNA: enzyme inhibition, cross-linking, and nucleosome catalyzed reactions.

Authors:  Marc M Greenberg
Journal:  Acc Chem Res       Date:  2013-12-26       Impact factor: 22.384

Review 6.  DNA base damage by reactive oxygen species, oxidizing agents, and UV radiation.

Authors:  Jean Cadet; J Richard Wagner
Journal:  Cold Spring Harb Perspect Biol       Date:  2013-02-01       Impact factor: 10.005

7.  On the formation and properties of interstrand DNA-DNA cross-links forged by reaction of an abasic site with the opposing guanine residue of 5'-CAp sequences in duplex DNA.

Authors:  Kevin M Johnson; Nathan E Price; Jin Wang; Mostafa I Fekry; Sanjay Dutta; Derrick R Seiner; Yinsheng Wang; Kent S Gates
Journal:  J Am Chem Soc       Date:  2013-01-11       Impact factor: 15.419

8.  Site-specific inter-strand cross-links of DNA duplexes.

Authors:  Miao Ye; Johan Guillaume; Yu Liu; Ruojie Sha; Risheng Wang; Nadrian C Seeman; James W Canary
Journal:  Chem Sci       Date:  2013-03-01       Impact factor: 9.825

9.  Interstrand DNA Cross-Links Derived from Reaction of a 2-Aminopurine Residue with an Abasic Site.

Authors:  Maryam Imani Nejad; Nathan E Price; Tuhin Haldar; Calvin Lewis; Yinsheng Wang; Kent S Gates
Journal:  ACS Chem Biol       Date:  2019-07-01       Impact factor: 5.100

10.  Structure of a Stable Interstrand DNA Cross-Link Involving a β-N-Glycosyl Linkage Between an N6-dA Amino Group and an Abasic Site.

Authors:  Andrew H Kellum; David Y Qiu; Markus W Voehler; William Martin; Kent S Gates; Michael P Stone
Journal:  Biochemistry       Date:  2020-12-31       Impact factor: 3.162
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