Synthesis and Properties of 2鈥?O,4鈥?C-Ethyleneoxy Bridged 5-Methyluridine
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2鈥?O,4鈥?C-Ethyleneoxy bridged 5-methyluridine (EoNA-T), possessing a seven-membered linkage and an anomeric 4鈥?carbon, was synthesized and introduced into oligonucleotides by using an automated DNA synthesizer. The EoNA-modified oligonucleotides significantly stabilized the duplexes with single-stranded RNA and triplexes with double-stranded DNA relative to the natural oligonucleotide and oligonucleotides modified by another seven-membered bridged 5-methyluridine, 2鈥?4鈥?BNACOC-T. In addition, EoNA-T showed excellent nuclease resistance.

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