Synthesis of oligonucleotides carrying 5'-5' linkages using copper-catalyzed cycloaddition reactions. Alvira, M. & Eritja, R. Chemistry & biodiversity, 4(12):2798–809, December, 2007. ![Synthesis of oligonucleotides carrying 5'-5' linkages using copper-catalyzed cycloaddition reactions. [link]](https://bibbase.org/img/filetypes/link.svg "link")
Paper doi abstract bibtex There 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.
@article{Alvira2007,
title = {Synthesis of oligonucleotides carrying 5'-5' linkages using copper-catalyzed cycloaddition reactions.},
volume = {4},
issn = {1612-1880},
url = {http://www.ncbi.nlm.nih.gov/pubmed/18081090},
doi = {10.1002/cbdv.200790229},
abstract = {There 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.},
number = {12},
journal = {Chemistry \& biodiversity},
author = {Alvira, Margarita and Eritja, Ramon},
month = dec,
year = {2007},
pmid = {18081090},
keywords = {Catalysis, Chromatography, Circular Dichroism, Copper, Copper: chemistry, Cross-Linking Reagents, Cross-Linking Reagents: chemistry, Cyclization, High Pressure Liquid, Molecular Structure, Oligonucleotides, Oligonucleotides: chemical synthesis, Oligonucleotides: chemistry},
pages = {2798--809},
}
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