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通过点击化学合成的含 1,2,3-三氮唑功能的核酸衍生物的化学结构和应用。

Chemical architecture and applications of nucleic acid derivatives containing 1,2,3-triazole functionalities synthesized via click chemistry.

机构信息

Faculty of Science, University of Ontario Institute of Technology, 2000 Simcoe St N, Oshawa, ON L1H 7K4, Canada.

出版信息

Molecules. 2012 Oct 26;17(11):12665-703. doi: 10.3390/molecules171112665.

Abstract

There is considerable attention directed at chemically modifying nucleic acids with robust functional groups in order to alter their properties. Since the breakthrough of copper-assisted azide-alkyne cycloadditions (CuAAC), there have been several reports describing the synthesis and properties of novel triazole-modified nucleic acid derivatives for potential downstream DNA- and RNA-based applications. This review will focus on highlighting representative novel nucleic acid molecular structures that have been synthesized via the “click” azide-alkyne cycloaddition. Many of these derivatives show compatibility for various applications that involve enzymatic transformation, nucleic acid hybridization, molecular tagging and purification, and gene silencing. The details of these applications are discussed. In conclusion, the future of nucleic acid analogues functionalized with triazoles is promising.

摘要

人们非常关注用具有强功能基团的化学方法修饰核酸,以改变它们的性质。自从铜辅助的叠氮-炔环加成反应(CuAAC)取得突破以来,已经有几篇报道描述了新型三唑修饰的核酸衍生物的合成和性质,这些衍生物可能用于基于 DNA 和 RNA 的下游应用。这篇综述将重点介绍通过“点击”叠氮-炔环加成反应合成的代表性新型核酸分子结构。这些衍生物中的许多都显示出与各种应用的兼容性,包括酶转化、核酸杂交、分子标记和纯化以及基因沉默。这些应用的细节将进行讨论。总之,三唑功能化的核酸类似物具有广阔的前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/294e/6268694/02ce222ab4f1/molecules-17-12665-g021.jpg

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