Synthesis of 2'-modified oligonucleotides containing aldehyde or ethylenediamine groups

Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):1383-5. doi: 10.1081/NCN-120022971.

Abstract

Oligonucleotides carrying 2'-aldehyde groups were synthesized and coupled to peptides containing an N-terminal cysteine, aminooxy or hydrazide group to give peptide-oligonucleotide conjugates in good yield. The synthesis of a novel phosphoramidite reagent for the incorporation of 2'-O-(2,3-diaminopropyl)uridine into oligonucleotides was also described. Resultant 2'-diaminooligonucleotides may be useful intermediates in further peptide conjugation studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes
  • Cysteine
  • Ethylenediamines*
  • Indicators and Reagents
  • Oligonucleotides / chemical synthesis*
  • Peptide Nucleic Acids / chemical synthesis

Substances

  • Aldehydes
  • Ethylenediamines
  • Indicators and Reagents
  • Oligonucleotides
  • Peptide Nucleic Acids
  • Cysteine