DNA·RNA heteroduplex containing 8-oxo-7,8-dihydroguanosine: Base pairing, structures, and thermodynamic stability

Kook Kim Sang, Hwa Lee Sung, Oh Shin Kwon, Jo Moon Byung

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Oligoribonucleotides containing 8-oxo-7,8-dihydroguanosine (8-oxoG) and 8-oxo-7,8-dihydro-2′-O-methylguanosine (8-oxoG-Me) were synthesized. The base pairing properties of 8-oxoG and 8-oxoG-Me in oligoribonucleotide in cDNA synthesis by reverse transcriptases were studied. dCMP was preferentially incorporated into the site opposite 8-oxoG or 8-oxoG-Me than into other dNMPs. TMP and dCMP were inserted preferentially into sites opposite 8-oxoG or 8-oxoG by reverse transcriptases. HTV-RT did not incorporate TMP, but RAV2-RT incorporated 50% more TMP than dCMP into the site opposite 8-oxoG. In the site opposite 8-oxoG-Me TMP was substantially incorporated by HIV-RT or RAV2-RT. Thermodynamic analysis of the DNA·RNA heteroduplex containing 8-oxoG revealed that 8-oxoG and 8-oxoG-Me formed base pairs with cytidine and thymidine with similar stability. The thermodynamic parameter (ΔG°) demonstrated that the formation of duplexes between 8-oxoG or 8-oxoG-Me and cytidine or thymidine is more thermodynamically favorable than with adenosine and guanosine. However, differences in the melting temperature and AG°'s of 8-oxoG/ dC and 8-oxoG/T were much smaller than between G/dC and G/T. CD spectra showed that DNA·RNA containing 8-oxoG or 8-oxoG-Me duplexes showed similarities between the A-type RNA and B-type DNA conformations.

Original languageEnglish
Pages (from-to)657-662
Number of pages6
JournalJournal of Biochemistry and Molecular Biology
Volume37
Issue number6
StatePublished - 30 Nov 2004

Keywords

  • 8-Oxo-7,8-dihydro-2-O-methylguanosine
  • 8-Oxo-7,8-dihydroguanosine
  • Base pairing
  • CD spectra
  • Melting temperature
  • Thermodynamic parameter

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