138906-72-6Relevant academic research and scientific papers
Oligonucleotide synthesis involving deprotection of amidine-type protecting groups for nucleobases under acidic conditions
Ohkubo, Akihiro,Kuwayama, Yasukazu,Nishino, Yudai,Tsunoda, Hirosuke,Seio, Kohji,Sekine, Mitsuo
supporting information; scheme or table, p. 2496 - 2499 (2010/08/07)
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.
O-selective condensation using P-N bond cleavage in RNA synthesis without base protection
Ohkubo, Akihiro,Kuwayama, Yasukazu,Kudo, Tomomi,Tsunoda, Hirosuke,Seio, Kohji,Sekine, Mitsuo
supporting information; experimental part, p. 2793 - 2796 (2009/06/06)
(Chemical Equation Presented) In RNA synthesis without base protection, a new method for O-selective condensation with more than 99% selectivity was developed by 6-nitro-HOBt-mediated cleavage of undesired P(III)-N bonds on nucleobase moieties. Moreover, we for the first time succeeded in synthesizing oligoRNAs without base protection.
