Structures of apurinic and apyrimidinic sites in duplex DNAs

J Biol Chem. 1998 Jun 19;273(25):15565-73. doi: 10.1074/jbc.273.25.15565.

Abstract

Natural and exogenous processes can give rise to abasic sites with either a purine or pyrimidine as the base on the opposing strand. The solution state structures of the apyrimidinic DNA duplex, with D6 indicating an abasic site, [sequence: see text] referred to as AD, and the apurinic DNA duplex with a dC17, referred to as CD, have been determined. A particularly striking difference is that the abasic site in CD is predominantly a beta hemiacetal, whereas in AD the alpha and beta forms are equally present. Hydrogen bonding with water by the abasic site and the base on the opposite strand appears to play a large role in determining the structure near the damaged site. Comparison of these structures with that of a duplex DNA containing a thymine glycol at the same position as the abasic site and with that of a duplex DNA containing an abasic site in the middle of a curved DNA sequence offers some insight into the common and distinct structural features of damaged DNA sites.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Apurinic Acid / chemistry*
  • Computer Simulation
  • DNA / chemistry*
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Models, Molecular
  • Nucleic Acid Conformation
  • Polynucleotides / chemistry*
  • Stereoisomerism

Substances

  • Polynucleotides
  • apyrimidinic acid
  • Apurinic Acid
  • DNA

Associated data

  • PDB/1A9G
  • PDB/1A9H
  • PDB/1A9I
  • PDB/1A9J