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6-Iodopurine as a Versatile Building Block for RNA Purine Architecture Modifications
Bioconjugate Chemistry ( IF 4.0 ) Pub Date : 2022-02-04 , DOI: 10.1021/acs.bioconjchem.1c00595
Yalun Xie 1 , Zhentian Fang 1 , Wei Yang 1 , Zhiyong He 1 , Kun Chen 1 , Panpan Heng 2 , Baoshan Wang 2 , Xiang Zhou 1
Affiliation  

Natural modified bases in RNA were found to be indispensable for basic biological processes. In addition, artificial RNA modifications have been a versatile toolbox for the study of RNA interference, structure, and dynamics. Here, we present a chemical method for the facile synthesis of RNA containing C6-modified purine. 6-Iodopurine, as a postsynthetic building block with high reactivity, was used for metal-free construction of C–N, C–O, and C–S bonds under mild conditions and C–C bond formation by Suzuki–Miyaura cross-coupling. Our strategy provides a convenient approach for the synthesis of various RNA modifications, especially for oligonucleotides containing specific structures.

中文翻译:

6-碘嘌呤作为 RNA 嘌呤结构修饰的多功能构建块

发现 RNA 中的天然修饰碱基对于基本的生物过程是必不可少的。此外,人工 RNA 修饰已成为研究 RNA 干扰、结构和动力学的多功能工具箱。在这里,我们提出了一种简便合成含有 C 6修饰嘌呤的 RNA 的化学方法。6-碘嘌呤作为具有高反应性的后合成结构单元,可用于在温和条件下无金属构建 C-N、C-O 和 C-S 键以及通过 Suzuki-Miyaura 交叉偶联形成 C-C 键. 我们的策略为合成各种 RNA 修饰提供了一种方便的方法,特别是对于含有特定结构的寡核苷酸。
更新日期:2022-02-04
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