Ni Guangcheng, Du Yuqi, Tang Fan, Liu Jiang, Zhao Hang, Chen Qianming
State Key Laboratory of Oral Diseases, National Clinical Research Center for Oral Diseases, Chinese Academy of Medical Sciences Research Unit of Oral Carcinogenesis and Management, West China Hospital of Stomatology, Sichuan University Chengdu Sichuan 610041 P. R. China
RSC Adv. 2019 May 7;9(25):14302-14320. doi: 10.1039/c9ra01399g.
Nucleic acids play an important role in the genetic process of organisms; nucleosides, the building block of nucleic acids, typically exist in nature in a β configuration. As an anomer of β-nucleoside, α-nucleoside is extremely rare in nature. Because of their unique and interesting properties such as high stability, specific parallel double-stranded structure and some other biochemical properties, α-nucleosides have attracted wide attention. Various methods including but not limited to the mercuri procedure, fusion reaction and Vorbrüggen glycosylation have been used to synthesize α-nucleosides and their derivatives. However, to the best of our knowledge, there is no review that has summarized these works. Therefore, we systematically review the discovery, synthesis, properties, and potential applications of α-nucleosides in this article and look to provide a reference for subsequent studies in the coming years.
核酸在生物体的遗传过程中起着重要作用;核苷作为核酸的组成单元,通常以β构型存在于自然界中。作为β-核苷的端基异构体,α-核苷在自然界中极为罕见。由于其具有诸如高稳定性、特定的平行双链结构以及其他一些生化特性等独特且有趣的性质,α-核苷已引起广泛关注。包括但不限于汞法、融合反应和 Vorbruggen 糖基化等各种方法已被用于合成α-核苷及其衍生物。然而,据我们所知,尚无综述对这些工作进行总结。因此,我们在本文中系统地综述了α-核苷的发现、合成、性质及潜在应用,以期为未来几年的后续研究提供参考。