title: Polynucleotides. XXXII. Further studies on the synthesis of oligonucleotides containing 8,2'-S-cycloadenosine.
abstract: A dinucleoside monophosphate, 8,2'-anhydro-8-mercapto-9-beta-D-arabinofuranosyladenine phosphoryl-(3'-5')-inosine (AspI) was synthesized by the condensation of protected 8-mercapto-adenosine 2',3'-cyclic phosphate and 2',3'-isopropylideneinosine with diphenylphosphorochloridate. 8-Mercaptoadenosine 2',3'-cyclic phosphate was polymerized by using tetraphenyl pyrophosphate as the condensing reagent. As oligonucleotides, thus obtained, contained some uncyclized 8-mercaptoadenosine residues and were cleaved at these sites with 0.3N KOH. As 5'-phosphate was synthesized and polymerized with DCC to give oligonucleotides with chain lengths 2 to 9.
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives*; D002848:Chromatography, DEAE-Cellulose; D008722:Methods; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000302:isolation & purification; D010727:Phosphoric Diester Hydrolases
chemical_list: D009841:Oligonucleotides; D010727:Phosphoric Diester Hydrolases; D000241:Adenosine