Efficient generation of 2'-deoxyuridin-5-yl at 5'-(G/C)AA(X)U(X)U-3' (X = Br, I) sequences in duplex DNA under UV irradiation

J Am Chem Soc. 2005 Jan 12;127(1):44-5. doi: 10.1021/ja0454743.

Abstract

The photoreactivity of 5-halouracil-containing DNA was investigated using 450 base pair DNA fragments under 302 nm irradiation. Heat-dependent cleavage selectively occurs at 5'-(G/C)AAXUXU-3' and 5'-(G/C)AXUXU-3' (X = Br, I) sequences in double-stranded DNA. HPLC product analysis indicated that 2'-deoxyribonolactone residues are effectively generated at these sequences. These observations will be useful in studying the molecular basis of the sequence-dependent DNA-damaging process in UV-irradiated 5-halouracil-containing DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • DNA / chemistry*
  • DNA / radiation effects*
  • DNA Damage*
  • Deoxyuracil Nucleotides / chemistry*
  • Hydrocarbons, Halogenated / chemistry
  • Molecular Sequence Data
  • Oligonucleotides / chemistry
  • Oligonucleotides / radiation effects
  • Ultraviolet Rays
  • Uracil / analogs & derivatives*

Substances

  • Deoxyuracil Nucleotides
  • Hydrocarbons, Halogenated
  • Oligonucleotides
  • Uracil
  • DNA
  • 2'-deoxyuridylic acid