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首页> 外文期刊>Chemistry: A European journal >A Family of 'Click' Nucleosides for Metal-Mediated Base Pairing: Unravelling the Principles of Highly Stabilizing Metal-Mediated Base Pairs
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A Family of 'Click' Nucleosides for Metal-Mediated Base Pairing: Unravelling the Principles of Highly Stabilizing Metal-Mediated Base Pairs

机译：用于金属介导的碱基配对的“点击”核苷家族：阐明高度稳定的金属介导的碱基对的原理

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摘要

A family of artificial nucleosides has been developed by applying the Cu~I-catalyzed Huisgen 1,3-dipolar cycloaddition. Starting from 2-deoxy-b-d-glycosyl azide as a common precursor, three bidentate nucleosides have been synthesized. The 1,2,3-triazole involved in all three nucleobases is complemented by 1,2,4-triazole (TriTri), pyrazole (TriPyr), or pyridine (TriPy). Molecular structures of two metal complexes indicate that metal-mediated base pairs of TriPyr may not be fully planar. An investigation of DNA oligonucleotide duplexes comprising the new "click" nucleosides showed that they can bind Ag~I to form metal-mediated base pairs. In particular the mispair formed from TriPy and the previously established imidazole nucleoside is significantly stabilized in the presence of Ag~I. A comparison of different oligonucleotide sequences allowed the determination of general factors involved in the stabilization of nucleic acids duplexes with metal-mediated base pairs.
机译：通过应用Cu〜I催化的Huisgen 1,3-偶极环加成反应，已经开发了一系列人工核苷。从2-脱氧-b-d-糖基叠氮化物作为常见的前体开始，已经合成了三个二齿核苷。参与所有三个核碱基的1,2,3-三唑辅以1,2,4-三唑（TriTri），吡唑（TriPyr）或吡啶（TriPy）。两种金属配合物的分子结构表明，金属介导的TriPyr碱基对可能不是完全平面的。对包含新的“点击”核苷的DNA寡核苷酸双链体的研究表明，它们可以结合Ag-1形成金属介导的碱基对。特别是，在Ag-1存在下，由TriPy和先前建立的咪唑核苷形成的错配显着稳定。不同寡核苷酸序列的比较允许确定与金属介导的碱基对稳定核酸双链体有关的一般因素。

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