Quick and reversible photocrosslinking reaction of 3-cyanovinylcarbazole nucleoside in a DNA triplex

Org Biomol Chem. 2013 Aug 21;11(31):5065-8. doi: 10.1039/c3ob40915e. Epub 2013 Jun 13.

Abstract

3-Cyanovinylcarbazole nucleoside ((CNV)K), which can quickly photocrosslink to the pyrimidine base in the DNA double strand, was incorporated into a triplex forming oligonucleotide (TFO). We successfully demonstrated that (CNV)K in TFO can photocrosslink to the thymine base in Watson-Crick double-stranded DNA via anti-Hoogsteen base pairing with a few seconds of photoirradiation.

MeSH terms

  • Carbazoles / chemistry*
  • Cross-Linking Reagents / chemistry*
  • DNA / chemistry*
  • Electrophoresis, Polyacrylamide Gel
  • Light*
  • Molecular Structure
  • Nucleosides / chemistry*
  • Time Factors
  • Vinyl Compounds / chemistry*

Substances

  • Carbazoles
  • Cross-Linking Reagents
  • Nucleosides
  • Vinyl Compounds
  • triplex DNA
  • DNA