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Literature DB >> 2027747

NMR studies of a DNA containing 8-hydroxydeoxyguanosine.

Y Oda¹, S Uesugi, M Ikehara, S Nishimura, Y Kawase, H Ishikawa, H Inoue, E Ohtsuka.

Abstract

The effects of hydroxylation at the C8 of a deoxyguanosine residue in DNA were studied by NMR analysis of a self-complementary dodecanucleotide, d(C1-G2-C3-oh8G4-A5-A6-T7-T8-C9-G10-C11-G12), which has an 8-hydroxy-2'-deoxyguanosine (oh8dG) residue at the 4th position. NMR data indicate that the 8-hydroxyguanine (oh8G) base takes a 6,8-diketo tautomeric form and is base-paired to C with Watson-Crick type hydrogen bonds in a B-form structure. The thermal stability of the duplex is reduced, but the overall structure is much the same as that of the unmodified d(CGCGAATTCGCG) duplex. The structural changes caused by 8-hydroxylation of the deoxyguanosine, if any, are localized near the modification site.

Entities: Chemical

Mesh：

Substances：

Year: 1991 PMID： 2027747 PMCID： PMC333893 DOI： 10.1093/nar/19.7.1407

Source DB: PubMed Journal: Nucleic Acids Res ISSN： 0305-1048 Impact factor: 16.971

22 in total

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Authors: M P Schweizer; J T Witkowski; R K Robins
Journal: J Am Chem Soc Date: 1971-01-13 Impact factor: 15.419

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Authors: S Uesugi; M Ikehara
Journal: J Am Chem Soc Date: 1977-05-11 Impact factor: 15.419

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Authors: R E Dickerson; H R Drew
Journal: J Mol Biol Date: 1981-07-15 Impact factor: 5.469

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Authors: D R Hare; D E Wemmer; S H Chou; G Drobny; B R Reid
Journal: J Mol Biol Date: 1983-12-15 Impact factor: 5.469

5. Premelting and melting transitions in the d(CGCGAATTCGCG) self-complementary duplex in solution.

Authors: D J Patel; S A Kozlowski; L A Marky; C Broka; J A Rice; K Itakura; K J Breslauer
Journal: Biochemistry Date: 1982-02-02 Impact factor: 3.162

6. Hydroxylation of deoxy guanosine at the C-8 position by polyphenols and aminophenols in the presence of hydrogen peroxide and ferric ion.

Authors: H Kasai; S Nishimura
Journal: Gan Date: 1984-07

7. Right-handed and left-handed DNA: studies of B- and Z-DNA by using proton nuclear Overhauser effect and P NMR.

Authors: D J Patel; S A Kozlowski; A Nordheim; A Rich
Journal: Proc Natl Acad Sci U S A Date: 1982-03 Impact factor: 11.205

8. Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents.

Authors: H Kasai; S Nishimura
Journal: Nucleic Acids Res Date: 1984-02-24 Impact factor: 16.971

9. Simplications in the synthesis of short oligonucleotide blocks.

Authors: C Broka; T Hozumi; R Arentzen; K Itakura
Journal: Nucleic Acids Res Date: 1980-11-25 Impact factor: 16.971

10. PURINE NUCLEOSIDES. IX. THE SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES.

Authors: R E HOLMES; R K ROBINS
Journal: J Am Chem Soc Date: 1965-04-20 Impact factor: 15.419

75 in total

1. Single 8-oxo-guanine and 8-oxo-adenine lesions induce marked changes in the backbone structure of a 25-base DNA strand.

Authors: D C Malins; N L Polissar; G K Ostrander; M A Vinson
Journal: Proc Natl Acad Sci U S A Date: 2000-11-07 Impact factor: 11.205

2. Arg660Ser mutation in Thermus aquaticus DNA polymerase I suppresses T-->C transitions: implication of wobble base pair formation at the nucleotide incorporation step.

Authors: K Yoshida; A Tosaka; H Kamiya; T Murate; H Kasai; Y Nimura; M Ogawa; S Yoshida; M Suzuki
Journal: Nucleic Acids Res Date: 2001-10-15 Impact factor: 16.971

3. Role of DNA polymerase eta in the bypass of a (6-4) TT photoproduct.

Authors: R E Johnson; L Haracska; S Prakash; L Prakash
Journal: Mol Cell Biol Date: 2001-05 Impact factor: 4.272

4. Neighbouring bases in template influence base-pairing of isoguanine.

Authors: Agnieszka M Maciejewska; Katarzyna D Lichota; Jarosław T Kuśmierek
Journal: Biochem J Date: 2003-02-01 Impact factor: 3.857

5. Molecular cloning and functional expression of a human cDNA encoding the antimutator enzyme 8-hydroxyguanine-DNA glycosylase.

Authors: T Roldán-Arjona; Y F Wei; K C Carter; A Klungland; C Anselmino; R P Wang; M Augustus; T Lindahl
Journal: Proc Natl Acad Sci U S A Date: 1997-07-22 Impact factor: 11.205

Review 9. The GO system protects organisms from the mutagenic effect of the spontaneous lesion 8-hydroxyguanine (7,8-dihydro-8-oxoguanine).

Authors: M L Michaels; J H Miller
Journal: J Bacteriol Date: 1992-10 Impact factor: 3.490

10. Structural basis for the dual coding potential of 8-oxoguanosine by a high-fidelity DNA polymerase.

Authors: Luis G Brieba; Brandt F Eichman; Robert J Kokoska; Sylvie Doublié; Tom A Kunkel; Tom Ellenberger
Journal: EMBO J Date: 2004-08-05 Impact factor: 11.598