Azide phosphoramidite in direct synthesis of azide-modified oligonucleotides

Org Lett. 2014 Sep 5;16(17):4590-3. doi: 10.1021/ol502155g. Epub 2014 Aug 26.

Abstract

Azide and phosphoramidite functions were found to be compatible within one molecule and stable for months in solution kept frozen at -20 °C. An azide-carrying phosphoramidite was used for direct introduction of multiple azide modifications into synthetic oligonucleotides. A series of azide-containing oligonucleotides were modified further using click reactions with alkynes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Azides / chemical synthesis*
  • Azides / chemistry
  • Click Chemistry
  • Molecular Structure
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Organophosphorus Compounds / chemical synthesis*
  • Organophosphorus Compounds / chemistry

Substances

  • Alkynes
  • Azides
  • Oligonucleotides
  • Organophosphorus Compounds
  • phosphoramidite