Selective reaction to a flipping cytidine of the duplex DNA mediated by triple helix formation

Bioorg Med Chem Lett. 2001 Feb 12;11(3):343-5. doi: 10.1016/s0960-894x(00)00666-1.

Abstract

A new nucleoside derivative (2) with a butyl spacer between the sugar part and the 2-amino-6-vinylpurine motif has been synthesized. The triplex-forming oligodeoxynucleotide incorporating 2 has achieved strand- and cytidine-selective cross-linking reaction to the G-C target site mediated by triple helix formation. It has been suggested that 2 reacts with a flipping cytidine at the target site.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Pair Mismatch*
  • Base Pairing
  • Cross-Linking Reagents / chemical synthesis
  • Cross-Linking Reagents / chemistry
  • Cross-Linking Reagents / metabolism
  • Cytidine / chemistry*
  • DNA / chemistry*
  • DNA / metabolism
  • DNA / ultrastructure
  • Electrophoresis
  • Nucleic Acid Conformation
  • Nucleosides / chemical synthesis
  • Nucleosides / chemistry
  • Nucleosides / metabolism
  • Oligodeoxyribonucleotides / chemical synthesis
  • Oligodeoxyribonucleotides / chemistry
  • Oligodeoxyribonucleotides / metabolism
  • Structure-Activity Relationship
  • Temperature

Substances

  • Cross-Linking Reagents
  • Nucleosides
  • Oligodeoxyribonucleotides
  • Cytidine
  • DNA