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Synthesis, duplex-forming ability, enzymatic stability, and in vitro antisense potency of oligonucleotides including 2ʹ-C,4ʹ-C-ethyleneoxy-bridged thymidine derivatives

Abstract

We synthesized thymidine derivatives of 2ʹ-C,4ʹ-C-ethyleneoxy-bridged 2ʹ-deoxyribonucleic acids with 8ʹ-methyl group ((R)-Me-EoDNA and (S)-Me-EoDNA) and without any substituent (EoDNA). Oligonucleotides including these EoDNAs showed high hybridization abilities with complementary RNA and excellent enzymatic stabilities compared with natural DNA. Moreover, in vitro antisense potency of oligonucleotides with these EoDNAs and our recently reported methylene-EoDNAs was investigated and compared with that of LNA, which is a practical chemical modification for oligonucleotide-therapeutic agents. The results showed that EoDNAs and methylene-EoDNAs could be promising candidates for antisense technology.

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Publication details

The article was received on 22 Mar 2017, accepted on 13 Apr 2017 and first published on 13 Apr 2017


Article type: Paper
DOI: 10.1039/C7OB00698E
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    Synthesis, duplex-forming ability, enzymatic stability, and in vitro antisense potency of oligonucleotides including 2ʹ-C,4ʹ-C-ethyleneoxy-bridged thymidine derivatives

    T. Osawa, M. Sawamura, F. Wada, T. Yamamoto, S. Obika and Y. Hari, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB00698E

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