N2-烷基-8-氧代-7,8-二氢-2'-脱氧鸟苷衍生物的合成及其对 RNA 双链稳定性的影响。
Synthesis of N2-alkyl-8-oxo-7,8-dihydro-2'-deoxyguanosine derivatives and effects of these modifications on RNA duplex stability.
机构信息
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112-0850, United States.
出版信息
J Org Chem. 2011 Jan 21;76(2):720-3. doi: 10.1021/jo102187y. Epub 2010 Dec 30.
Abstract
N(2)-alkyl analogues of 8-oxo-7,8-dihydro-2'-deoxyguanosine (OG) were synthesized (alkyl = propyl, benzyl) via reductive amination of the protected OG nucleoside and incorporated into various positions of an RNA strand. Thermal stability studies of duplexes containing A or C opposite a single modified base revealed only moderate destabilization. Both OG as well as its N(2)-alkyl analogues can pair opposite A or C with nearly equal stability, potentially offering a new means of modulating RNA-protein interactions in the minor vs major grooves.
摘要
通过对保护的 8-氧代-7,8-二氢-2'-脱氧鸟苷核苷进行还原胺化，合成了 N(2)-烷基类似物（烷基=丙基、苄基），并将其掺入 RNA 链的各种位置。含有 A 或 C 与单个修饰碱基相对的双链体的热稳定性研究仅显示出适度的不稳定。OG 及其 N(2)-烷基类似物都可以与 A 或 C 配对，具有几乎相等的稳定性，这可能为调节小沟和大沟中 RNA-蛋白质相互作用提供了一种新的手段。
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