Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates).
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.
Stec
W J
WJ
Polish Academy of Sciences, Department of Bioorganic Chemistry, Lodz.
Grajkowski
A
A
Koziolkiewicz
M
M
Uznanski
B
B
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*
D016373:DNA, Antisense; D009838:Oligodeoxyribonucleotides; D013873:Thionucleotides