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Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae

Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae

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SMIRNOVA, Julia, Dominik Florian WÖLL, Wolfgang PFLEIDERER, Ulrich STEINER, 2005. Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae. In: Helvetica Chimica Acta. 88(4), pp. 891-904. ISSN 0018-019X. eISSN 1522-2675. Available under: doi: 10.1002/hlca.200590067

@article{Smirnova2005Synth-9717, title={Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae}, year={2005}, doi={10.1002/hlca.200590067}, number={4}, volume={88}, issn={0018-019X}, journal={Helvetica Chimica Acta}, pages={891--904}, author={Smirnova, Julia and Wöll, Dominik Florian and Pfleiderer, Wolfgang and Steiner, Ulrich} }

<rdf:RDF xmlns:dcterms="http://purl.org/dc/terms/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#" xmlns:foaf="http://xmlns.com/foaf/0.1/" xmlns:void="http://rdfs.org/ns/void#" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/9717"> <dc:creator>Wöll, Dominik Florian</dc:creator> <dc:creator>Smirnova, Julia</dc:creator> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/52"/> <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc-nd/2.0/"/> <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9717/1/Synthesis_of_caged_nucleosides_with_photoremovable_protecting_groups_linked_to_intramolecular_antennae.pdf"/> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dc:contributor>Steiner, Ulrich</dc:contributor> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:13:55Z</dc:date> <dc:contributor>Smirnova, Julia</dc:contributor> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T18:13:55Z</dcterms:available> <dcterms:title>Synthesis of caged nucleosides with photoremovable protecting groups linked to intramolecular antennae</dcterms:title> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/9717"/> <dcterms:issued>2005</dcterms:issued> <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/9717/1/Synthesis_of_caged_nucleosides_with_photoremovable_protecting_groups_linked_to_intramolecular_antennae.pdf"/> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/52"/> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/rdf/resource/123456789/29"/> <dcterms:bibliographicCitation>First publ. in: Helvetica Chimica Acta ; 88 (2005), 4. - pp. 891-904</dcterms:bibliographicCitation> <dc:rights>Attribution-NonCommercial-NoDerivs 2.0 Generic</dc:rights> <dc:contributor>Pfleiderer, Wolfgang</dc:contributor> <dc:format>application/pdf</dc:format> <dc:language>eng</dc:language> <foaf:homepage rdf:resource="http://localhost:8080/jspui"/> <dc:creator>Steiner, Ulrich</dc:creator> <dc:creator>Pfleiderer, Wolfgang</dc:creator> <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/> <dc:contributor>Wöll, Dominik Florian</dc:contributor> <dcterms:abstract xml:lang="eng">Based on the [2-(2-nitrophenyl)propoxy]carbonyl (nppoc) group, six new photolabile protecting groups (2, 8, 9b, 16b, 25b, and 26), each covalently linked to a 9H-thioxanthen-9-one (Tx) unit functioning as an intramolecular triplet sensitizer, were synthesized. Linkers were introduced between the Me group or the aromatic ring of nppoc and the 2-position of Tx by means of classical organic synthesis combined with Pd catalyzed CC coupling reactions. The new photolabile protecting groups to be used in light-directed synthesis of DNA chips were attached to the 5-O-atom of thymidine via a carbonate linkage, giving rise to the caged nucleosides 7, 11, 13, 19, 20, and 30.</dcterms:abstract> </rdf:Description> </rdf:RDF>

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