Solid-phase synthesis of oligodeoxynucleotides containing 3'-S-phosphorothiolate linkages

Nucleosides Nucleotides Nucleic Acids. 2001 Apr-Jul;20(4-7):1351-4. doi: 10.1081/NCN-100002553.

Abstract

For the first time a fully automated procedure has been developed for the incorporation of a 3'-S-phosphorothiolate linkage into DNA, using phosphorothioamidite monomers. Coupling yields with either of the activators 5-ethylthiotetrazole or 4,5-dicyanoimidazole were in the range of 80-90%. Coupling yields were equally good when performed on either a 0.2 or 1 mumole reaction column, thus facilitating large scale synthesis.

MeSH terms

  • Oligonucleotides / chemical synthesis*
  • Organothiophosphorus Compounds / chemical synthesis*
  • Thionucleotides / chemical synthesis*
  • Thymidine / analogs & derivatives

Substances

  • Oligonucleotides
  • Organothiophosphorus Compounds
  • Thionucleotides
  • Thymidine