University of Warsaw, Centre of New Technologies, Laboratory of Bioorganic Chemistry, Banacha 2c, 02-097, Warsaw, Poland.
University of Warsaw, Faculty of Chemistry, Pasteura 1, 02-093, Warsaw, Poland.
Angew Chem Int Ed Engl. 2017 Dec 4;56(49):15628-15632. doi: 10.1002/anie.201709052. Epub 2017 Nov 7.
The 7-methylguanosine (m G) cap structure is a unique feature present at the 5' ends of messenger RNAs (mRNAs), and it can be subjected to extensive modifications, resulting in alterations to mRNA properties (e.g. translatability, susceptibility to degradation). It also can provide molecular tools to study mRNA metabolism. We developed new mRNA 5' cap analogues that enable the site-specific labeling of RNA at the 5' end using strain-promoted azide-alkyne cycloaddition (SPAAC) without disrupting the basic function of mRNA in protein biosynthesis. Some of these azide-functionalized compounds are equipped with additional modifications to augment mRNA properties. The application of these tools was demonstrated by labeling translationally active mRNAs in living cells.
7-甲基鸟苷（m 7 G）帽结构是信使 RNA（mRNA）5'端特有的结构，它可以进行广泛的修饰，从而改变 mRNA 的性质（例如翻译能力、降解易感性）。它还可以为研究 mRNA 代谢提供分子工具。我们开发了新的 mRNA 5'帽类似物，这些类似物可以使用应变促进的叠氮-炔环加成（SPAAC）在不破坏 mRNA 在蛋白质生物合成中基本功能的情况下实现 5'端 RNA 的定点标记。其中一些叠氮功能化合物还配备了其他修饰以增强 mRNA 的性质。这些工具的应用通过对活细胞中翻译活性的 mRNAs 进行标记得到了证明。
