title: Stereocontrolled synthesis of oligoribonucleoside phosphorothioates by an oxazaphospholidine approach.
abstract: Oligoribonucleoside phosphorothioates (PS-ORNs) stereodefined at the phosphorus atoms were synthesized on solid support. Thermal denaturating experiments of the resultant PS-ORNs showed that a backbone consisting of (Sp)-PS-linkages as well as stereorandom PS-linkages had an unexpectedly large destabilizing effect on a PS-ORN-ORN duplex, whereas a backbone consisting of (Rp)-PS-linkages slightly stabilized a duplex.
authors.affiliation: Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Building 702, 5-1-5 Kashiwanoha, Kashiwa, Chiba 277-8562, Japan.
authors.forename: Natsuhisa
authors.initials: N
authors.lastname: Oka
authors.forename: Tomoaki
authors.initials: T
authors.lastname: Kondo
authors.forename: Satoshi
authors.initials: S
authors.lastname: Fujiwara
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Maizuru
authors.forename: Takeshi
authors.initials: T
authors.lastname: Wada
mesh_terms: D008958:Models, Molecular; D015394:Molecular Structure; D010080:Oxazoles / Q000737:chemistry*; D010710:Phosphates; D054735:Phosphorothioate Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013816:Thermodynamics
chemical_list: C470122:(1,3,2)oxazaphospholidine; D010080:Oxazoles; D010710:Phosphates; D054735:Phosphorothioate Oligonucleotides; C035638:thiophosphoric acid