title: Oligonucleotide synthesis involving deprotection of amidine-type protecting groups for nucleobases under acidic conditions.
abstract: Amidine-type protecting groups, i.e., N,N-dimethylformamidine (dmf) and N,N-dibutylformamidine (dbf) groups, introduced into nucleobases were rapidly removed under mild acidic conditions using imidazolium triflate (IMT) or 1-hydroxybenztriazole (HOBt). This new deprotection strategy allowed a 2'-O-methyl-RNA derivative bearing a base-labile group to be efficiently synthesized using a silyl-type linker. It was also found that our new method could be applied to the synthesis of an unmodified RNA oligomer.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, J2-12, 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ohkubo
authors.forename: Yasukazu
authors.initials: Y
authors.lastname: Kuwayama
authors.forename: Yudai
authors.initials: Y
authors.lastname: Nishino
authors.forename: Hirosuke
authors.initials: H
authors.lastname: Tsunoda
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D000578:Amidines / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D012313:RNA / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000578:Amidines; D009841:Oligonucleotides; D012313:RNA