Concise Synthesis of Triazole-Linked 5'-Peptide-Oligonucleotide Conjugates by Click Chemistry

Nucleosides Nucleotides Nucleic Acids. 2015;34(8):579-89. doi: 10.1080/15257770.2015.1037455.

Abstract

A concise synthesis of oligonucleotide 5'-peptide-conjugates via copper(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition in aqueous solution is described. Synthesis of reagents was accomplished by on-column derivatization of corresponding peptides and oligonucleotides. This method is well suited for the preparation of peptide-oligonucleotide conjugates containing 1,2,3-triazole linkage between the 5'-position of an oligonucleotide and the N-terminus of a peptide.

Keywords: Peptides; click chemistry; conjugates; oligonucleotides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Click Chemistry* / methods
  • Hydrolysis
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Peptides* / chemistry
  • Triazoles* / chemistry

Substances

  • Oligonucleotides
  • Peptides
  • Triazoles