Open AccessStructure andin vitroreplication of DNA templates containing 7,8-dihydro-8-oxoadenine
Author(s) -
Wilhelm Guschlbauer,
AnneMarie Duplaa,
André Guy,
R. Téoule,
G. Victor Fazakerley
Publication year - 1991
Publication title -
nucleic acids research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/19.8.1753
Subject(s) - klenow fragment , biology , thymine , dna , dna polymerase , dna polymerase i , dna replication , duplex (building) , stereochemistry , taq polymerase , nuclear magnetic resonance spectroscopy , base pair , dna polymerase ii , polymerase , microbiology and biotechnology , nucleoside , biochemistry , reverse transcriptase , rna , chemistry , exonuclease , thermus aquaticus , gene
Adenine residues in DNA are oxidized under the action of ionizing radiation at the C-8 position to give 7,8-dihydro-8-oxoadenine. The formation of this lesion can be considered a cause of mutations and carcinogenesis. Oligodeoxyribonucleotides 39 and 47 bases long containing a single 7,8-dihydro-8-oxoadenine (8-hydroxyadenine) residue were synthesized by using nucleoside phosphoramidites. They were used as templates to study the copies obtained in vitro by the Klenow fragment and the thermostable Taq DNA polymerase. 7,8-Dihydro-8-oxoadenine does not block the replication and thymine is incorporated opposite the damage. The modifications of the DNA duplex conformation provoked by 7,8-dihydro-8-oxoadenine are minor. 1H-NMR spectroscopy shows that the duplex is in a B form, the sugar in a normal position in the helix and the modified base in the anti position. NMR confirms that 7,8-dihydro-8-oxoadenine exists predominantly in the keto form.
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