Polysulfide reagent in solid-phase synthesis of phosphorothioate oligonucleotides: greater than 99.8% sulfurization efficiency

Nucleosides Nucleotides Nucleic Acids. 2005;24(9):1293-9. doi: 10.1080/15257770500230384.

Abstract

A solution of sulfur (0.1 M) and sodium sulfide (0.01M) in 3-picoline, referred to as polysulfide reagent, rapidly converts trialkyl and triaryl phosphite triesters to the corresponding phosphorothioate derivatives. Greater than 99.8% average stepwise sulfurization efficiency is obtained in the solid-phase synthesis of DNA and RNA phosphorothioate olgonucleotides via the phosphoramidite approach.

MeSH terms

  • Biochemistry / methods*
  • Chromatography, High Pressure Liquid
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Organothiophosphorus Compounds / chemical synthesis
  • Organothiophosphorus Compounds / chemistry*
  • Sulfides / chemistry*

Substances

  • Oligonucleotides
  • Organothiophosphorus Compounds
  • Sulfides
  • polysulfide