Molecules 2012, 17(11), 12665-12703; https://doi.org/10.3390/molecules171112665
Chemical Architecture and Applications of Nucleic Acid Derivatives Containing 1,2,3-Triazole Functionalities Synthesized via Click Chemistry
Faculty of Science, University of Ontario Institute of Technology, 2000 Simcoe St N, Oshawa, ON L1H 7K4, Canada
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Received: 21 September 2012 / Revised: 19 October 2012 / Accepted: 19 October 2012 / Published: 26 October 2012
(This article belongs to the Special Issue Nucleic Acid Analogs)
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. View Full-TextKeywords:
click chemistry; triazole; CuAAC; nucleic acids; oligonucleotides; bioconjugation; copper-catalyzed; Huisgen dipolar cycloaddition; azide; alkyne
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Efthymiou, T.; Gong, W.; Desaulniers, J.-P. Chemical Architecture and Applications of Nucleic Acid Derivatives Containing 1,2,3-Triazole Functionalities Synthesized via Click Chemistry. Molecules 2012, 17, 12665-12703.
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