具有S型糖构象的反式3',4'-双环核酸2'-脱氧类似物的合成与性质

Synthesis and properties of a 2'-deoxy analogue of trans-3',4'-BNA with an S-type sugar conformation.

作者信息

Sugaya Kensaku, Harada Yasuki, Mitsuoka Yasunori, Osaki Tomohisa, Obika Satoshi, Kodama Tetsuya, Imanishi Takeshi

机构信息

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

出版信息

Nucleic Acids Symp Ser (Oxf). 2007(51):155-6. doi: 10.1093/nass/nrm078.

DOI:10.1093/nass/nrm078

PMID:18029633

Abstract

We previously synthesized bridged nucleic acid (BNA) analogues possessing an S-type sugar conformation. Recently, we achieved the synthesis of a 2'-deoxy analogue of trans-3',4'-BNA. The structure of this compound was confirmed by X-ray crystallography, which indicated that its sugar ring had an S-type conformation. The hybridization ability of the 2'-deoxy-trans-3',4'-BNA-modified oligonucleotide with DNA and RNA complements was evaluated, and it was found that 2'-deoxy-trans-3',4'-BNA showed superior hybridization ability compared with other BNA analogues with S-type sugar conformation.

摘要

我们之前合成了具有S型糖构象的桥连核酸（BNA）类似物。最近，我们成功合成了反式-3'，4'-BNA的2'-脱氧类似物。该化合物的结构通过X射线晶体学得以确认，结果表明其糖环具有S型构象。我们评估了2'-脱氧-反式-3'，4'-BNA修饰的寡核苷酸与DNA和RNA互补链的杂交能力，发现与其他具有S型糖构象的BNA类似物相比，2'-脱氧-反式-3'，4'-BNA表现出卓越的杂交能力。