A Hitchhiker’s Guide to Click-Chemistry with Nucleic Acids,Chemical Reviews

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A Hitchhiker’s Guide to Click-Chemistry with Nucleic Acids
Chemical Reviews ( IF 51.4 ) Pub Date : 2021-01-14 , DOI: 10.1021/acs.chemrev.0c00928
Nicolò Zuin Fantoni ₁ , Afaf H El-Sagheer _{1,

2} , Tom Brown ₁

Affiliation

Click chemistry is an immensely powerful technique for the fast and efficient covalent conjugation of molecular entities. Its broad scope has positively impacted on multiple scientific disciplines, and its implementation within the nucleic acid field has enabled researchers to generate a wide variety of tools with application in biology, biochemistry, and biotechnology. Azide–alkyne cycloadditions (AAC) are still the leading technology among click reactions due to the facile modification and incorporation of azide and alkyne groups within biological scaffolds. Application of AAC chemistry to nucleic acids allows labeling, ligation, and cyclization of oligonucleotides efficiently and cost-effectively relative to previously used chemical and enzymatic techniques. In this review, we provide a guide to inexperienced and knowledgeable researchers approaching the field of click chemistry with nucleic acids. We discuss in detail the chemistry, the available modified-nucleosides, and applications of AAC reactions in nucleic acid chemistry and provide a critical view of the advantages, limitations, and open-questions within the field.

中文翻译：

核酸点击化学搭便车指南

点击化学是一种非常强大的技术，可用于快速有效地进行分子实体的共价结合。其广泛的范围对多个科学学科产生了积极影响，它在核酸领域的实施使研究人员能够生成广泛的工具，应用于生物学、生物化学和生物技术。由于叠氮基和炔基在生物支架中的容易修饰和掺入，叠氮-炔环加成 (AAC) 仍然是点击反应中的领先技术。AAC 化学在核酸中的应用允许相对于以前使用的化学和酶促技术有效且经济地标记、连接和环化寡核苷酸。在这次审查中，我们为在核酸点击化学领域中缺乏经验和知识渊博的研究人员提供指南。我们详细讨论了化学、可用的修饰核苷以及 AAC 反应在核酸化学中的应用，并提供了对该领域内的优势、局限性和未解决问题的批判性观点。

更新日期：2021-01-14

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