Synthesis and duplex-forming ability of oligonucleotides modified with 4′-C,5′-C-methylene-bridged nucleic acid (4′,5′-BNA)

被引：2

作者：

Yamaguchi, Takao ^{[1
]}

Yamamoto, Chika ^{[1
]}

Horiba, Masahiko ^{[1
]}

Aoyama, Hiroshi ^{[1
]}

Obika, Satoshi ^{[1
,2
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, 1-6 Yamadaoka, Suita, Osaka 5650871, Japan

[2] Natl Inst Biomed Innovat Hlth & Nutr, 7-6-8 Saito Asagi, Ibaraki, Osaka 5670085, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2021年 / 46卷

基金：

日本学术振兴会;

关键词：

Artificial nucleic acid; Therapeutic oligonucleotide; Duplex-forming ability; Nuclease resistance; BASE-PAIRING PROPERTIES; BIOPHYSICAL PROPERTIES; BICYCLO-DNA; ANALOG; CONFORMATIONS; STABILITY; BACKBONE; SEQUENCE; PROFILE; DESIGN;

D O I：

10.1016/j.bmc.2021.116359

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

We describe herein the design and synthesis of 4'-C,5'-C-methylene-bridged nucleic acid (4',5'-BNA), a novel artificial nucleic acid with the torsion angle gamma in a non-canonical +ac range. The 4',5'-BNA phosphoramidite bearing a thymine nucleobase was synthesized from a commercially available thymidine analog in 11 steps and successfully incorporated into oligonucleotides. The resulting oligonucleotides were evaluated for their duplex-forming ability toward single-stranded DNA and RNA.

引用

页数：6

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