Department of Chemistry, University of California, Davis, California 95616, USA.
Org Lett. 2010 Mar 5;12(5):1044-7. doi: 10.1021/ol100019r.
Nucleoside analogs that project substituents into the minor groove when incorporated into duplex RNA perturb the binding of proteins and can affect base pairing specificity. The synthesis of 2-aminopurine ribonucleoside analogs and their phosphoramidites, their incorporation into duplex RNA, their postsynthetic modification via Cu-catalyzed azide-alkyne cycloaddition (CuAAC), and their effect on duplex stability and base pairing specificity are described.
核苷类似物在整合到双链 RNA 中时会将取代基投射到小沟中,从而扰乱蛋白质的结合,并可能影响碱基配对特异性。本文描述了 2-氨基嘌呤核糖核苷类似物及其磷酰胺的合成、在双链 RNA 中的整合、通过 Cu 催化的叠氮-炔环加成(CuAAC)进行的后期修饰以及它们对双链稳定性和碱基配对特异性的影响。