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- W2916191293 abstract "We efficiently synthesized 2′-O,4′-C-aminomethylene-bridged nucleic acid (2′,4′-BNANC) monomers bearing the four nucleobases, guanine, adenine, thymine, and 5-methylcytosine and incorporated these monomers into oligonucleotides. Initially, we carried out the transglycosylation reaction on several 2′-O-substituted 5-methyluridines to evaluate the effects of 2′-substitutions on this reaction. Under the optimized conditions, purine nucleobases were successfully introduced, and 2′,4′-BNANC monomers bearing adenine or guanine were obtained over several steps. In addition, the improved synthesis of the 2′,4′-BNANC monomers bearing thymine or 5-methylcytosine was also achieved. The obtained 2′,4′-BNANC monomers were subsequently incorporated into oligonucleotides and the duplex-forming abilities of the modified oligonucleotides were investigated. Duplexes containing 2′,4′-BNANC monomers in both or either strands were found to possess excellent thermal stabilities." @default.
- W2916191293 created "2019-03-02" @default.
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- W2916191293 date "2019-04-01" @default.
- W2916191293 modified "2023-09-27" @default.
- W2916191293 title "Effective syntheses of 2′,4′-BNANC monomers bearing adenine, guanine, thymine, and 5-methylcytosine, and the properties of oligonucleotides fully modified with 2′,4′-BNANC" @default.
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- W2916191293 doi "https://doi.org/10.1016/j.bmc.2019.02.034" @default.
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