Aminooxy Click Chemistry as a Tool for Bis-homo and Bis-hetero Ligand Conjugation to Nucleic Acids

Org Lett. 2022 Jul 1;24(25):4496-4501. doi: 10.1021/acs.orglett.2c00988. Epub 2022 Jun 17.

Abstract

An aminooxy click chemistry (AOCC) strategy was used to synthesize nucleoside building blocks for incorporation during solid-support synthesis of oligonucleotides to enable bis-homo and bis-hetero conjugation of various biologically relevant ligands. The bis-homo aminooxy conjugation leads to bivalent ligand presentation, whereas the bis-hetero conjugation allows the placement of different ligands with either the same or different chemical linkages. This facile synthetic methodology allows introduction of two different ligands with different biological functions simultaneously.

MeSH terms

  • Click Chemistry*
  • Ligands
  • Molecular Structure
  • Nucleic Acids*
  • Oligonucleotides

Substances

  • Ligands
  • Nucleic Acids
  • Oligonucleotides