title: Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates).
abstract: The synthesis and separation of diastereoisomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholane) allows their use as synthons in DBU-catalyzed reaction with the 5'-hydroxyl function of solid-support-bound nucleoside moiety. Since this reaction is stereospecific (greater than 99%), this novel method allows preparation of oligo(nucleoside phosphorothioates) with predetermined chirality at each P-chiral internucleotide phosphorothioate centre.
authors.affiliation: Polish Academy of Sciences, Department of Bioorganic Chemistry, Lodz.
authors.forename: W J
authors.initials: WJ
authors.lastname: Stec
authors.forename: A
authors.initials: A
authors.lastname: Grajkowski
authors.forename: M
authors.initials: M
authors.lastname: Koziolkiewicz
authors.forename: B
authors.initials: B
authors.lastname: Uznanski
mesh_terms: D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D016373:DNA, Antisense / Q000138:chemical synthesis*; D004591:Electrophoresis, Polyacrylamide Gel; D015757:Genes, rev / Q000235:genetics; D006678:HIV / Q000235:genetics; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013873:Thionucleotides / Q000138:chemical synthesis*
chemical_list: D016373:DNA, Antisense; D009838:Oligodeoxyribonucleotides; D013873:Thionucleotides