Synthesis of alpha-anomeric homopyrimidine oligo DNA phosphorothioates and their physicochemical and biochemical properties.
alpha-Anomeric 2'-deoxycytidine and thymidine were synthesized in a stereospecific manner. With these nucleosides, pyrimidine homooligomers having either exclusively phosphodiester or phosphorothioate linkages were prepared using phosphoramidite method. All tested alpha-DNA.RNA complex was found to be inert toward the action of RNase H, even when phosphorothioate analogs were used as the DNA component. Among the alpha-anomeric homooligomers, alpha-oligocytidilate phosphorothioate exhibited potent inhibitory effect towards the action of RNase H on a DNA.RNA complex.
Shinozuka
K
K
Yamada
N
N
Sawai
H
H
D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006678:HIV / Q000187:drug effects; D015394:Molecular Structure; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D012313:RNA / Q000737:chemistry; D016914:Ribonuclease H / Q000037:antagonists & inhibitors; D013816:Thermodynamics; D013873:Thionucleotides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D009838:Oligodeoxyribonucleotides; D013873:Thionucleotides; D012313:RNA; D016914:Ribonuclease H