Structures of 2-acetylaminofluorene modified DNA revisited: insight into conformational heterogeneity

Chem Res Toxicol. 2010 Nov 15;23(11):1650-2. doi: 10.1021/tx100341u. Epub 2010 Oct 18.

Abstract

Despite the extensive data on dG-AAF, the major DNA adduct derived from the model carcinogen 2-acetylaminofluorene, little is known with respect to its solution structures. Here, we provide NMR/CD evidence for three conformers of dG-AAF in duplex DNA: major groove B-type (B), base-displaced stacked (S), and minor groove wedge (W). The S/B/W-conformational heterogeneities were found to be sensitive to the nature of the flanking DNA sequence contexts and pH.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • 2-Acetylaminofluorene / chemistry*
  • Carcinogens / chemistry
  • Circular Dichroism
  • DNA / chemistry*
  • DNA Adducts / chemistry
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Temperature

Substances

  • Carcinogens
  • DNA Adducts
  • DNA
  • 2-Acetylaminofluorene