title: Efficient introduction of phosphorothioates into RNA oligonucleotides by 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH).
abstract: We recently reported on the use of 1,2,4-dithiazolidine-3,5-dione (DtsNH) and 3-ethoxy-1,2,4-dithiazoline-5-one (EDITH) as effective sulfurizing reagents for the preparation of phosphorothioate-containing oligodeoxyribo-nucleotides [Xu et al. (1996) Nucleic Acids Res., 24, 1602-1607]. One challenge in automated solid-phase synthesis of phosphorothioate-containing RNA is to develop sulfurization reagents that are effective in the presence of bulky 2'-OH protecting groups. The present study demonstrates that EDITH is exceedingly effective at low concentrations (0.05 M) and short reaction times (2 min) for the automated synthesis of oligoribonucleotides.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis 55455-0431, USA.
authors.forename: Q
authors.initials: Q
authors.lastname: Xu
authors.forename: G
authors.initials: G
authors.lastname: Barany
authors.forename: R P
authors.initials: RP
authors.lastname: Hammer
authors.forename: K
authors.initials: K
authors.lastname: Musier-Forsyth
mesh_terms: D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D008969:Molecular Sequence Data; D012313:RNA / Q000138:chemical synthesis*; D013844:Thiazoles; D013873:Thionucleotides / Q000737:chemistry
chemical_list: C099735:3-ethoxy-1,2,4-dithiazoline-5-one; D013844:Thiazoles; D013873:Thionucleotides; D012313:RNA