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Synthesis of oligonucleotides carrying 5′-5′ linkages using copper-catalyzed cycloaddition reactions

AuthorsAlvira, Margarita; Eritja Casadellà, Ramón
Keywordsalkyne derivative
copper derivative
Molecular structure
Issue Date2007
PublisherJohn Wiley & Sons
CitationChemistry and Biodiversity
AbstractThere is considerable interest in coupling oligonucleotides to molecules and surfaces. Although amino- and thiol-containing oligonucleotides are being successfully used for this purpose, cycloaddition reactions may offer greater advantages due to their higher chemoselectivity and speed. In this study, copper-catalyzed 1,3-dipolar cycloaddition reactions between oligonucleotides carrying azido and alkyne groups are examined. For this purpose, several protocols for the preparation of oligonucleotides carrying these two groups are described. The non-templated chemical ligation of two oligonucleotides via copper-catalyzed [3 + 2] cycloaddition is described. By solid-phase methodology, oligonucleotides carrying 5′-5′ linkages can be obtained in good yields.
Publisher version (URL)DOI: 10.1002/cbdv.200790229
Appears in Collections:(IQAC) Artículos
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