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Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions

Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions

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SPÄTE, Anne-Katrin, Verena F. SCHART, Julia HÄFNER, Andrea NIEDERWIESER, Thomas U. MAYER, Valentin WITTMANN, 2014. Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions. In: Beilstein Journal of Organic Chemistry. 10, pp. 2235-2242. ISSN 0022-3263. eISSN 1520-6904

@article{Spate2014Expan-29320, title={Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions}, year={2014}, doi={10.3762/bjoc.10.232}, volume={10}, issn={0022-3263}, journal={Beilstein Journal of Organic Chemistry}, pages={2235--2242}, author={Späte, Anne-Katrin and Schart, Verena F. and Häfner, Julia and Niederwieser, Andrea and Mayer, Thomas U. and Wittmann, Valentin} }

<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/123456789/29320"> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/29320"/> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2014-11-27T09:16:44Z</dcterms:available> <dc:contributor>Schart, Verena F.</dc:contributor> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2014-11-27T09:16:44Z</dc:date> <dc:creator>Mayer, Thomas U.</dc:creator> <dc:contributor>Wittmann, Valentin</dc:contributor> <dc:creator>Späte, Anne-Katrin</dc:creator> <dc:contributor>Mayer, Thomas U.</dc:contributor> <dc:creator>Wittmann, Valentin</dc:creator> <dc:creator>Schart, Verena F.</dc:creator> <dcterms:abstract xml:lang="eng">Monitoring glycoconjugates has been tremendously facilitated by the development of metabolic oligosaccharide engineering. Recently, the inverse-electron-demand Diels–Alder reaction between methylcyclopropene tags and tetrazines has become a popular ligation reaction due to the small size and high reactivity of cyclopropene tags. Attaching the cyclopropene tag to mannosamine via a carbamate linkage has made the reaction even more efficient. Here, we expand the application of cyclopropene tags to N-acylgalactosamine and N-acylglucosamine derivatives enabling the visualization of mucin-type O-glycoproteins and O-GlcNAcylated proteins through Diels–Alder chemistry. Whereas the previously reported cyclopropene-labeled N-acylmannosamine derivative leads to significantly higher fluorescence staining of cell-surface glycoconjugates, the glucosamine derivative gave higher labeling efficiency with protein preparations containing also intracellular proteins.</dcterms:abstract> <dc:contributor>Späte, Anne-Katrin</dc:contributor> <dcterms:rights rdf:resource="http://nbn-resolving.org/urn:nbn:de:bsz:352-20140905103605204-4002607-1"/> <dcterms:title>Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions</dcterms:title> <dcterms:issued>2014</dcterms:issued> <dc:contributor>Häfner, Julia</dc:contributor> <dc:language>eng</dc:language> <dc:creator>Niederwieser, Andrea</dc:creator> <dc:contributor>Niederwieser, Andrea</dc:contributor> <dc:creator>Häfner, Julia</dc:creator> </rdf:Description> </rdf:RDF>

Dateiabrufe seit 27.11.2014 (Informationen über die Zugriffsstatistik)

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