title: A new method for RNA synthesis by use of the cyanoethyl group as the 2'-hydroxyl protecting group.
abstract: A new method for the synthesis of natural RNAs was developed via 2'-O-cyanoethylated RNA derivatives as available precursors. It was found that the cyanoethyl groups of 2'-O-cyanoethylated RNAs could be removed by use of the reverse reaction of the Michael addition of alcohols with acrylonitrile to afford 2'-unprotected RNAs. In addition, new ribonucleoside 3'-phosphoramidite building blocks having the cyanoethyl group as the 2'-hydroxyl protecting group have sterically less hindered circumstance around the 3' reaction site than the commercially available phosphoramidite building blocks.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology.
authors.forename: Hisao
authors.initials: H
authors.lastname: Saneyoshi
authors.forename: Khoji
authors.initials: K
authors.lastname: Seio
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives; D001671:Biochemistry / Q000379:methods; D009943:Organophosphorus Compounds / Q000737:chemistry; D012313:RNA / Q000138:chemical synthesis* / Q000737:chemistry; D012263:Ribonucleosides / Q000737:chemistry*; D014529:Uridine / Q000031:analogs & derivatives
chemical_list: D009943:Organophosphorus Compounds; D012263:Ribonucleosides; C434331:phosphoramidite; D012313:RNA; D000241:Adenosine; D014529:Uridine