2'-O,4'-C-亚甲基氧亚甲基桥连核酸（2',4'-BNA(COC)）

2'-O,4'-C-methyleneoxymethylene bridged nucleic acids (2',4'-BNA(COC)).

作者信息

Hari Yoshiyuki, Kodama Tetsuya, Imanishi Takeshi, Obika Satoshi

机构信息

Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.

出版信息

Methods Mol Biol. 2011;764:31-57. doi: 10.1007/978-1-61779-188-8_3.

DOI:10.1007/978-1-61779-188-8_3

PMID:21748632

Abstract

The synthesis of 2'-O,4'-C-methyleneoxymethylene bridged nucleoside (2',4'-BNA(COC)) phosphoramidites and oligonucleotides containing 2',4'-BNA(COC) are described. 2',4'-BNA(COC) phosphoramidites bearing natural nucleobases, such as thymine, cytosine, 5-methylcytosine, adenine, and guanine were synthesized. Moreover, fully or partially 2',4'-BNA(COC)-modified oligonucleotides can be prepared by using a standard protocol except for a prolonged coupling time on an automated DNA synthesizer.

摘要

描述了2'-O,4'-C-亚甲基氧亚甲基桥连核苷（2',4'-BNA(COC)）亚磷酰胺酯以及含2',4'-BNA(COC)的寡核苷酸的合成。合成了带有天然核碱基（如胸腺嘧啶、胞嘧啶、5-甲基胞嘧啶、腺嘌呤和鸟嘌呤）的2',4'-BNA(COC)亚磷酰胺酯。此外，除了在自动DNA合成仪上延长偶联时间外，可通过使用标准方案制备完全或部分2',4'-BNA(COC)修饰的寡核苷酸。