Fast DNA interstrand cross-linking reaction by 6-vinylpurine

Nucleosides Nucleotides Nucleic Acids. 2012;31(10):752-62. doi: 10.1080/15257770.2012.726756.

Abstract

Oligonucleotides that incorporate a reactive moiety to form an interstrand cross-link have been widely studied for their potential toward inhibiting gene expression or as basic tools for chemical biology studies. The 6-vinylpurine (2) newly designed in the current study serves well as a new purine-base moiety for increasing cross-link reactivity to target cytosine. Thus, oligonucleotides containing 6-vinylpurine exhibit a more selective and much smoother DNA cross-linking ability to cytosine than the oligonucleotide analogs derived from 2-amino-6-vinylpurine (1) previously explored.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaline Phosphatase / chemistry
  • Chromatography, High Pressure Liquid
  • Cross-Linking Reagents / chemistry*
  • Cytosine / chemistry
  • DNA / chemical synthesis
  • DNA / chemistry*
  • DNA / isolation & purification
  • DNA Cleavage
  • Oligodeoxyribonucleotides / chemical synthesis
  • Oligodeoxyribonucleotides / chemistry
  • Oligodeoxyribonucleotides / isolation & purification
  • Phosphoric Diester Hydrolases / chemistry
  • Purines / chemistry*
  • Vinyl Compounds / chemistry*

Substances

  • 2-amino-6-vinylpurine
  • Cross-Linking Reagents
  • Oligodeoxyribonucleotides
  • Purines
  • Vinyl Compounds
  • Cytosine
  • DNA
  • Alkaline Phosphatase
  • Phosphoric Diester Hydrolases