title: Synthesis and properties of a 2'-deoxy analogue of trans-3',4'-BNA with an S-type sugar conformation.
abstract: We previously synthesized bridged nucleic acid (BNA) analogues possessing an S-type sugar conformation. Recently, we achieved the synthesis of a 2'-deoxy analogue of trans-3',4'-BNA. The structure of this compound was confirmed by X-ray crystallography, which indicated that its sugar ring had an S-type conformation. The hybridization ability of the 2'-deoxy-trans-3',4'-BNA-modified oligonucleotide with DNA and RNA complements was evaluated, and it was found that 2'-deoxy-trans-3',4'-BNA showed superior hybridization ability compared with other BNA analogues with S-type sugar conformation.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Kensaku
authors.initials: K
authors.lastname: Sugaya
authors.forename: Yasuki
authors.initials: Y
authors.lastname: Harada
authors.forename: Yasunori
authors.initials: Y
authors.lastname: Mitsuoka
authors.forename: Tomohisa
authors.initials: T
authors.lastname: Osaki
authors.forename: Satoshi
authors.initials: S
authors.lastname: Obika
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Kodama
authors.forename: Takeshi
authors.initials: T
authors.lastname: Imanishi
mesh_terms: D001952:Bridged-Ring Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002236:Carbohydrate Conformation; D004247:DNA / Q000737:chemistry; D009693:Nucleic Acid Hybridization; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry*; D012313:RNA / Q000737:chemistry; D013936:Thymidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001952:Bridged-Ring Compounds; D009705:Nucleosides; D009841:Oligonucleotides; D012313:RNA; D004247:DNA; D013936:Thymidine