title: Polysulfide reagent in solid-phase synthesis of phosphorothioate oligonucleotides: greater than 99.8% sulfurization efficiency.
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.
authors.affiliation: Isis Pharmaceuticals, Inc., Carlsbad, California 92008, USA.
authors.forename: Achim H
authors.initials: AH
authors.lastname: Krotz
authors.forename: Alice
authors.initials: A
authors.lastname: Hang
authors.forename: Dennis
authors.initials: D
authors.lastname: Gorman
authors.forename: Anthony N
authors.initials: AN
authors.lastname: Scozzari
mesh_terms: D001671:Biochemistry / Q000379:methods*; D002851:Chromatography, High Pressure Liquid; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D009946:Organothiophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry*
chemical_list: D009841:Oligonucleotides; D009946:Organothiophosphorus Compounds; D013440:Sulfides; C032915:polysulfide