反式-3',4'-双环核酸，具有S型构象的新型核酸类似物：合成及掺入寡核苷酸

trans-3',4'-BNAs, novel nucleic acid analogues with an S-type conformation: synthesis and incorporation into oligonucleotides.

作者信息

Sekiguchi Mitsuaki, Osaki Tomohisa, Harada Yasuki, Obika Satoshi, Imanishi Takeshi

机构信息

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

出版信息

Nucleic Acids Res Suppl. 2003(3):111-2. doi: 10.1093/nass/3.1.111.

DOI:10.1093/nass/3.1.111

PMID:14510405

Abstract

We designed and successfully synthesized novel nucleic acid analogues with a C3'-C4' trans-fused six-membered ring, trans-3',4'-BNAs from D-glucose. A 1H-NMR experiment and X-ray crystallographic analysis demonstrated that the sugar puckering of trans-3',4'-BNA was restricted in an S-type conformation. We also achieved its incorporation into oligonucleotides using automated DNA synthesizer.

摘要

我们从D-葡萄糖设计并成功合成了具有C3'-C4'反式稠合六元环的新型核酸类似物——反式-3',4'-双环核酸（trans-3',4'-BNA）。1H-NMR实验和X射线晶体学分析表明，反式-3',4'-BNA的糖折叠呈S型构象，受到限制。我们还使用自动DNA合成仪将其掺入寡核苷酸中。