Synthesis of triazole-linked morpholino oligonucleotides via Cu(I) catalysed cycloaddition

Org Biomol Chem. 2016 Mar 21;14(11):3112-9. doi: 10.1039/c6ob00007j. Epub 2016 Feb 24.

Abstract

Triazole-linked morpholino ((TL)MO) oligonucleic acids were synthesised using the Cu(I) catalysed (3 + 2) azide-alkyne cycloaddition (CuAAC) reaction. The modified DNA analogues were incorporated into 13-mer sequences via solid phase synthesis. UV melting experiments showed that the (TL)MO modification gives higher Tm values than the corresponding (TL)DNA modification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Catalysis
  • Copper / chemistry
  • Cycloaddition Reaction
  • DNA / chemical synthesis
  • DNA / chemistry
  • Morpholinos / chemical synthesis
  • Morpholinos / chemistry*
  • Nucleic Acid Denaturation
  • Solid-Phase Synthesis Techniques / methods
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*

Substances

  • Morpholinos
  • Triazoles
  • Copper
  • DNA