Design, Synthesis, and Properties of Boat-Shaped Glucopyranosyl Nucleic Acid

A boat-shaped glucopyranosyl nucleic acid (BsNA) was synthesized to investigate the possibility that the lean of a nucleobase is a factor affecting duplex-forming ability of oligonucleotides. From the crystal structure of a BsNA nucleoside and the thermal stability of duplex oligonucleotides, it was found that not only the lean of the base but also the rotation angle of the glycosidic bond axis were important factors in a stable duplex formation.

本研究合成了船形吡喃葡萄糖基核酸（boat-shaped glucopyranosyl nucleic acid, BsNA），旨在探究核碱基（nucleobase）的倾斜是否为影响寡核苷酸（oligonucleotide）双链形成能力（duplex-forming ability）的关键因素。通过分析BsNA核苷的晶体结构与双链寡核苷酸的热稳定性，研究发现，稳定双链形成的重要因素不仅包括碱基的倾斜程度，还涵盖糖苷键轴（glycosidic bond axis）的旋转角度。