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Literature DB >> 12166998

Detection of an interchain carbinolamine cross-link formed in a CpG sequence by the acrolein DNA adduct gamma-OH-1,N( 2)-propano-2'-deoxyguanosine.

Hye-Young H Kim¹, Markus Voehler, Thomas M Harris, Michael P Stone.

Abstract

Spectroscopic evidence is presented for the formation of a carbinolamine interchain cross-link in 5'-CpG-3' sequences, arising from the acrolein adduct gamma-OH-PdG. This may be important in understanding biological processing of acrolein-induced DNA damage in CpG sequences.

Entities: Chemical

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Year: 2002 PMID： 12166998 DOI： 10.1021/ja020333r

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

27 in total

1. Efficient and error-free replication past a minor-groove DNA adduct by the sequential action of human DNA polymerases iota and kappa.

Authors: M Todd Washington; Irina G Minko; Robert E Johnson; William T Wolfle; Thomas M Harris; R Stephen Lloyd; Satya Prakash; Louise Prakash
Journal: Mol Cell Biol Date: 2004-07 Impact factor: 4.272

2. Site-specific synthesis of oligonucleotides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a postsynthetic modification strategy.

Authors: Hao Wang; Ivan D Kozekov; Albena Kozekova; Pamela J Tamura; Lawrence J Marnett; Thomas M Harris; Carmelo J Rizzo
Journal: Chem Res Toxicol Date: 2006-11 Impact factor: 3.739

3. Unraveling the aflatoxin-FAPY conundrum: structural basis for differential replicative processing of isomeric forms of the formamidopyrimidine-type DNA adduct of aflatoxin B1.

Authors: Kyle L Brown; James Z Deng; Rajkumar S Iyer; Lalitha G Iyer; Markus W Voehler; Michael P Stone; Constance M Harris; Thomas M Harris
Journal: J Am Chem Soc Date: 2006-11-29 Impact factor: 15.419

4. Site specific synthesis and polymerase bypass of oligonucleotides containing a 6-hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one base, an intermediate in the formation of 1,N2-etheno-2'-deoxyguanosine.

Authors: Angela K Goodenough; Ivan D Kozekov; Hong Zang; Jeong-Yun Choi; F Peter Guengerich; Thomas M Harris; Carmelo J Rizzo
Journal: Chem Res Toxicol Date: 2005-11 Impact factor: 3.739

5. Conformational interconversion of the trans-4-hydroxynonenal-derived (6S,8R,11S) 1,N(2)-deoxyguanosine adduct when mismatched with deoxyadenosine in DNA.

Authors: Hai Huang; Hao Wang; R Stephen Lloyd; Carmelo J Rizzo; Michael P Stone
Journal: Chem Res Toxicol Date: 2009-01 Impact factor: 3.739

10. Differential base stacking interactions induced by trimethylene interstrand DNA cross-links in the 5'-CpG-3' and 5'-GpC-3' sequence contexts.

Authors: Hai Huang; Patricia A Dooley; Constance M Harris; Thomas M Harris; Michael P Stone
Journal: Chem Res Toxicol Date: 2009-11 Impact factor: 3.739

Detection of an interchain carbinolamine cross-link formed in a CpG sequence by the acrolein DNA adduct gamma-OH-1,N( 2)-propano-2'-deoxyguanosine.

1. Efficient and error-free replication past a minor-groove DNA adduct by the sequential action of human DNA polymerases iota and kappa.

2. Site-specific synthesis of oligonucleotides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a postsynthetic modification strategy.

3. Unraveling the aflatoxin-FAPY conundrum: structural basis for differential replicative processing of isomeric forms of the formamidopyrimidine-type DNA adduct of aflatoxin B1.

4. Site specific synthesis and polymerase bypass of oligonucleotides containing a 6-hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one base, an intermediate in the formation of 1,N2-etheno-2'-deoxyguanosine.

5. Conformational interconversion of the trans-4-hydroxynonenal-derived (6S,8R,11S) 1,N(2)-deoxyguanosine adduct when mismatched with deoxyadenosine in DNA.

6. Multinuclear NMR and kinetic analysis of DNA interstrand cross-link formation.

7. Translesion synthesis past acrolein-derived DNA adducts by human mitochondrial DNA polymerase γ.

8. Genetic control of predominantly error-free replication through an acrolein-derived minor-groove DNA adduct.

9. Replication bypass of interstrand cross-link intermediates by Escherichia coli DNA polymerase IV.

10. Differential base stacking interactions induced by trimethylene interstrand DNA cross-links in the 5'-CpG-3' and 5'-GpC-3' sequence contexts.