title: 2'-O,4'-C-methyleneoxymethylene bridged nucleic acids (2',4'-BNA(COC)).
abstract: The synthesis of 2'-O,4'-C-methyleneoxymethylene bridged nucleoside (2',4'-BNA(COC)) phosphoramidites and oligonucleotides containing 2',4'-BNA(COC) are described. 2',4'-BNA(COC) phosphoramidites bearing natural nucleobases, such as thymine, cytosine, 5-methylcytosine, adenine, and guanine were synthesized. Moreover, fully or partially 2',4'-BNA(COC)-modified oligonucleotides can be prepared by using a standard protocol except for a prolonged coupling time on an automated DNA synthesizer.
authors: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan. hari@phs.osaka-u.ac.jp
authors: Yoshiyuki
authors: Y
authors: Hari
authors: Tetsuya
authors: T
authors: Kodama
authors: Takeshi
authors: T
authors: Imanishi
authors: Satoshi
authors: S
authors: Obika
mesh_terms: D044503:5-Methylcytosine / Q000031:analogs & derivatives; D000225:Adenine / Q000031:analogs & derivatives; D001688:Biological Products / Q000138:chemical synthesis*; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D003596:Cytosine / Q000031:analogs & derivatives; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D006147:Guanine / Q000031:analogs & derivatives; D009705:Nucleosides / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis*; D016376:Oligonucleotides, Antisense / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D012313:RNA / Q000737:chemistry / Q000378:metabolism; D013941:Thymine / Q000031:analogs & derivatives
chemical_list: D001688:Biological Products; D001952:Bridged-Ring Compounds; D009705:Nucleosides; D009841:Oligonucleotides; D016376:Oligonucleotides, Antisense; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D006147:Guanine; D012313:RNA; D044503:5-Methylcytosine; D003596:Cytosine; D004247:DNA; D000225:Adenine; D013941:Thymine