Solution-phase synthesis of di- and trinucleotides using polymer-supported reagents

Curr Protoc Nucleic Acid Chem. 2006 Oct:Chapter 3:Unit 3.14. doi: 10.1002/0471142700.nc0314s26.

Abstract

A solution-phase phosphoramidite synthesis of short oligonucleotides using solid-supported reagents is described. Polyvinyl pyridinium tosylate is employed as the activator in the coupling step between nucleoside-3'-O-phosphoramidites and 5'-OH nucleosides. The resulting dinucleotide phosphite triesters are oxidized or sulfurized with polymer-bound periodate or tetrathionate to phosphotriesters or thiono phosphotriesters, respectively. Removal of the 3'-O-levulinyl protection is accomplished with a polymer-supported hydrazine. In this approach, the excess reagents are removed by filtration, avoiding complicated purifications. All the polymer-bound reagents used in this method result from salt bridge interactions with the polymers. Consequently, the resins are regenerable.

MeSH terms

  • Amides / chemistry
  • Indicators and Reagents / chemistry*
  • Nucleotides / chemical synthesis*
  • Phosphoric Acids / chemistry
  • Polymers / chemistry*

Substances

  • Amides
  • Indicators and Reagents
  • Nucleotides
  • Phosphoric Acids
  • Polymers
  • phosphoramidic acid