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The structure of the covalent flavin adduct formed between lactate oxidase and the suicide substrate 2-hydroxy-3-butynoate

The structure of the covalent flavin adduct formed between lactate oxidase and the suicide substrate 2-hydroxy-3-butynoate

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SCHONBRUNN, Agnes, Robert H. ABELES, Christopher T. WALSH, Sandro GHISLA, Hatenori OGATA, Vincent MASSEY, 1976. The structure of the covalent flavin adduct formed between lactate oxidase and the suicide substrate 2-hydroxy-3-butynoate. In: Biochemistry. 15(9), pp. 1798-1807. ISSN 0006-2960. eISSN 1520-4995

@article{Schonbrunn1976struc-7158, title={The structure of the covalent flavin adduct formed between lactate oxidase and the suicide substrate 2-hydroxy-3-butynoate}, year={1976}, doi={10.1021/bi00654a003}, number={9}, volume={15}, issn={0006-2960}, journal={Biochemistry}, pages={1798--1807}, author={Schonbrunn, Agnes and Abeles, Robert H. and Walsh, Christopher T. and Ghisla, Sandro and Ogata, Hatenori and Massey, Vincent} }

<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/123456789/7158"> <dc:contributor>Schonbrunn, Agnes</dc:contributor> <dcterms:title>The structure of the covalent flavin adduct formed between lactate oxidase and the suicide substrate 2-hydroxy-3-butynoate</dcterms:title> <dc:creator>Schonbrunn, Agnes</dc:creator> <dc:contributor>Massey, Vincent</dc:contributor> <dc:format>application/pdf</dc:format> <dc:contributor>Ghisla, Sandro</dc:contributor> <dc:creator>Abeles, Robert H.</dc:creator> <dcterms:rights rdf:resource="https://creativecommons.org/licenses/by-nc-nd/2.0/legalcode"/> <dc:language>eng</dc:language> <dcterms:abstract xml:lang="eng">2-Hydroxy-3-butynoic acid is a suicide substrate for Mycobacterium smegmatis lactate oxidase. Inactivation occurs by covalent modification of enzyme-bound FMN and does not involve labeling of the apoprotein. The spectrum of the enzyme bound adduct suggests that it is a 4a,5-dihydroflavin derivative. When this adduct is released from the enzyme, a complex mixture of unstable compounds is obtained. When the initially formed enzyme-bound adduct is reduced with NaBH4, a major stable species can be resolved from the enzyme and can be isolated and purified. The structure was established by appropriate isotope substitutions, Fourier transform NMR spectroscopy, chemical reactivity, and synthesis of a model compound. The structure of the isolated adduct is structure 11, Scheme 11. The structure proposed for the adduct initially formed on the enzyme is structure VII, Scheme 11.</dcterms:abstract> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T17:32:18Z</dc:date> <dc:creator>Massey, Vincent</dc:creator> <dc:rights>deposit-license</dc:rights> <dc:contributor>Ogata, Hatenori</dc:contributor> <dc:contributor>Walsh, Christopher T.</dc:contributor> <dc:contributor>Abeles, Robert H.</dc:contributor> <dc:creator>Ghisla, Sandro</dc:creator> <dc:creator>Walsh, Christopher T.</dc:creator> <dc:creator>Ogata, Hatenori</dc:creator> <dcterms:bibliographicCitation>First publ. in: Biochemistry ; 15 (1976), 9. - S. 1798-1807</dcterms:bibliographicCitation> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/7158"/> <dcterms:issued>1976</dcterms:issued> </rdf:Description> </rdf:RDF>

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