DNA triplex structures are stabilized by the incorporation of 3'-endo blocked pyrimidine nucleosides in the Hoogsteen strand

Bioorg Med Chem Lett. 2000 Oct 16;10(20):2287-9. doi: 10.1016/s0960-894x(00)00434-0.

Abstract

A short route to pyrimidine locked nucleosides has been developed for their incorporation in triplex forming oligonucleotides (TFO). Compared to oligonucleotides built with standard nucleosides, the modified TFOs containing 3'-endo blocked residues formed, with their corresponding DNA duplexes, more stable triple helix systems, an effect which might be ascribed to the 3'-endo pucker of the modified nucleoside residues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • DNA / chemical synthesis*
  • DNA / chemistry*
  • Drug Stability
  • Molecular Conformation
  • Nucleic Acid Conformation*
  • Nucleotides / chemical synthesis*
  • Nucleotides / chemistry
  • Nucleotides / pharmacology
  • Oligodeoxyribonucleotides / chemical synthesis
  • Oligodeoxyribonucleotides / chemistry*
  • Pyrimidine Nucleosides / chemistry*
  • Structure-Activity Relationship

Substances

  • ADP-S-HBES-S-dGTP
  • Nucleotides
  • Oligodeoxyribonucleotides
  • Pyrimidine Nucleosides
  • DNA