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An Efficient Method for the Construction of Functionalized DNA Bearing Amino Acid Groups through Cross-Coupling Reactions of Nucleoside Triphosphates Followed by Primer Extension or PCR

An Efficient Method for the Construction of Functionalized DNA Bearing Amino Acid Groups through Cross-Coupling Reactions of Nucleoside Triphosphates Followed by Primer Extension or PCR

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ČAPEK, Petr, Hana CAHOVÁ, Radek POHL, Michal HOCEK, Christian GLOECKNER, Andreas MARX, 2007. An Efficient Method for the Construction of Functionalized DNA Bearing Amino Acid Groups through Cross-Coupling Reactions of Nucleoside Triphosphates Followed by Primer Extension or PCR. In: Chemistry - A European Journal. 13(21), pp. 6196-6203. ISSN 0947-6539. eISSN 1521-3765

@article{Capek2007-07-16Effic-33871, title={An Efficient Method for the Construction of Functionalized DNA Bearing Amino Acid Groups through Cross-Coupling Reactions of Nucleoside Triphosphates Followed by Primer Extension or PCR}, year={2007}, doi={10.1002/chem.200700220}, number={21}, volume={13}, issn={0947-6539}, journal={Chemistry - A European Journal}, pages={6196--6203}, author={Čapek, Petr and Cahová, Hana and Pohl, Radek and Hocek, Michal and Gloeckner, Christian and Marx, Andreas} }

<rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:dcterms="http://purl.org/dc/terms/" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/33871"> <bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/33871"/> <dc:contributor>Gloeckner, Christian</dc:contributor> <dcterms:issued>2007-07-16</dcterms:issued> <dc:creator>Čapek, Petr</dc:creator> <dc:contributor>Čapek, Petr</dc:contributor> <dc:contributor>Marx, Andreas</dc:contributor> <dc:creator>Hocek, Michal</dc:creator> <dc:contributor>Cahová, Hana</dc:contributor> <dc:creator>Marx, Andreas</dc:creator> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2016-05-11T08:21:55Z</dcterms:available> <dc:language>eng</dc:language> <dc:creator>Gloeckner, Christian</dc:creator> <dc:creator>Cahová, Hana</dc:creator> <dcterms:abstract xml:lang="eng">Single-step aqueous cross-coupling reactions of nucleobase-halogenated 2'-deoxynucleosides (8-bromo-2'-deoxyadenosine, 7-iodo-7-deaza-2'-deoxyadenosine, or 5-iodo-2'-deoxy-uridine) or their 5'-triphosphates with 4-boronophenylalanine or 4-ethynylphenylalanine have been developed and used for efficient synthesis of modified 2'-deoxynucleoside triphosphates (dNTPs) bearing amino acid groups. These dNTPs were then tested as substrates for DNA polymerases for construction of functionalized DNA through primer extension and PCR. While 8-substituted adenosine triphosphates were poor substrates for DNA polymerases, the corresponding 7-substituted 7-deazaadenine and 5-substituted uracil nucleotides were efficiently incorporated in place of dATP or dTTP, respectively, by Pwo (Pyrococcus woesei) DNA polymerase. Nucleotides bearing the amino acid connected through the less bulky acetylene linker were incorporated more efficiently than those directly linked through a more bulky phenylene group. In addition, combinations of modified dATPs and dTTPs were incorporated by Pwo polymerase. Novel functionalized DNA duplexes bearing amino acid moieties were prepared by this two-step approach. PCR can be used for amplification of duplexes bearing large number of modifications, while primer extension is suitable for introduction of just one or several modifications in a single DNA strand.</dcterms:abstract> <dcterms:title>An Efficient Method for the Construction of Functionalized DNA Bearing Amino Acid Groups through Cross-Coupling Reactions of Nucleoside Triphosphates Followed by Primer Extension or PCR</dcterms:title> <dc:contributor>Pohl, Radek</dc:contributor> <dc:creator>Pohl, Radek</dc:creator> <dcterms:rights rdf:resource="http://nbn-resolving.de/urn:nbn:de:bsz:352-20150914100631302-4485392-8"/> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2016-05-11T08:21:55Z</dc:date> <dc:contributor>Hocek, Michal</dc:contributor> </rdf:Description> </rdf:RDF>

Dateiabrufe seit 11.05.2016 (Informationen über die Zugriffsstatistik)

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