Department of Chemistry , Stanford University , Stanford , California 94305 , United States.
Org Lett. 2018 Oct 19;20(20):6587-6590. doi: 10.1021/acs.orglett.8b02938. Epub 2018 Oct 9.
Attachment of hydrophobic groups to RNA is challenging because of their poor aqueous solubility. One-step acylation of RNA 2'-OH groups in water using a water-soluble imidazole leaving group is described. The effect of the hydrophobic groups on hybridization is reported. Furthermore, propargyl-functionalized RNA is shown to be readily labeled with a fluorophore. Lastly, heptyl-functionalized RNA is found to exhibit the unusual property of solubility in organic solvents.
将疏水基团连接到 RNA 上具有挑战性，因为它们在水中的溶解度较差。本文描述了在水中使用水溶性咪唑离去基团一步酰化 RNA 2'-OH 基团。报告了疏水基团对杂交的影响。此外，炔丙基官能化的 RNA 很容易被荧光团标记。最后，发现庚基官能化的 RNA 具有在有机溶剂中溶解的不寻常性质。
