Synthesis of triazole-nucleoside phosphoramidites and their use in solid-phase oligonucleotide synthesis

Curr Protoc Nucleic Acid Chem. 2014 Dec 19:55:4.57.1-38. doi: 10.1002/0471142700.nc0457s55.

Abstract

Triazole-backbone oligonucleotides are macromolecules that have one or more triazole units that are acting as a backbone mimic. Triazoles within the backbone have been used within oligonucleotides for a variety of applications. This unit describes the preparation and synthesis of two triazole-nucleoside phosphoramidites [uracil-triazole-uracil (UtU) and cytosine-triazole-uracil (CtU)] based on a PNA-like scaffold, and their incorporation within oligonucleotides.

Keywords: cycloaddition; phosphoramidite; solid‐phase oligonucleotide synthesis; triazole‐linkage.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Nucleosides / chemistry*
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry*
  • Triazoles / chemistry*

Substances

  • Nucleosides
  • Oligonucleotides
  • Triazoles