On the reaction mechanism of L-lactate oxidase : Quantitative structure-activity analysis of the reaction with para-substituted L-mandelates

Lade...
Vorschaubild
Dateien
Datum
1997
Autor:innen
Yorita, Kazuko
Janko, Karl
Aki, Kenji
Palfey, Bruce A.
Massey, Vincent
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
DOI (zitierfähiger Link)
ArXiv-ID
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Green
Sammlungen
Core Facility der Universität Konstanz
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
Proceedings of the National Academy of Sciences : PNAS. 1997, 94(18), pp. 9590-9595. ISSN 0027-8424. eISSN 1091-6490
Zusammenfassung

The rate constants for reduction of the flavoenzyme, L-lactate oxidase, and a mutant (in which alanine 95 is replaced by glycine), by a series of para-substituted mandelates, in both the 2-1H- and 2-2H- forms, have been measured by rapid reaction spectrophotometry. In all cases, significant isotope effects (1H/2H = 3-7) on the rate constants of flavin reduction were found, indicating that flavin reduction is a direct measure of α-C-H bond breakage. The rate constants show only a small influence of the electronic characteristics of the substituents, but show a good correlation when combined with some substituent volume parameters. A surprisingly good correlation is found with the molecular mass of the substrate. The results are compatible with any mechanism in which there is little development of charge in the transition state. This could be a transfer of hydride to the flavin N(5) position or a synchronous mechanism in which the α-C-H is formally abstracted as a H+ while the resulting charge is simultaneously neutralized by another event.

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
570 Biowissenschaften, Biologie
Schlagwörter
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690YORITA, Kazuko, Karl JANKO, Kenji AKI, Sandro GHISLA, Bruce A. PALFEY, Vincent MASSEY, 1997. On the reaction mechanism of L-lactate oxidase : Quantitative structure-activity analysis of the reaction with para-substituted L-mandelates. In: Proceedings of the National Academy of Sciences : PNAS. 1997, 94(18), pp. 9590-9595. ISSN 0027-8424. eISSN 1091-6490
BibTex
@article{Yorita1997react-8563,
  year={1997},
  title={On the reaction mechanism of L-lactate oxidase : Quantitative structure-activity analysis of the reaction with para-substituted L-mandelates},
  number={18},
  volume={94},
  issn={0027-8424},
  journal={Proceedings of the National Academy of Sciences : PNAS},
  pages={9590--9595},
  author={Yorita, Kazuko and Janko, Karl and Aki, Kenji and Ghisla, Sandro and Palfey, Bruce A. and Massey, Vincent}
}
RDF
<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/server/rdf/resource/123456789/8563">
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/28"/>
    <dc:format>application/pdf</dc:format>
    <dc:contributor>Aki, Kenji</dc:contributor>
    <dc:contributor>Massey, Vincent</dc:contributor>
    <dcterms:rights rdf:resource="http://creativecommons.org/licenses/by-nc-nd/2.0/"/>
    <dc:rights>Attribution-NonCommercial-NoDerivs 2.0 Generic</dc:rights>
    <dc:contributor>Janko, Karl</dc:contributor>
    <dc:contributor>Ghisla, Sandro</dc:contributor>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/28"/>
    <dc:creator>Palfey, Bruce A.</dc:creator>
    <dcterms:bibliographicCitation>First publ. in: PNAS [Proceedings of the National Academy of Sciences], Vol. 94 (1997), pp. 9590-9595</dcterms:bibliographicCitation>
    <dc:creator>Janko, Karl</dc:creator>
    <dc:contributor>Palfey, Bruce A.</dc:contributor>
    <dc:creator>Aki, Kenji</dc:creator>
    <dc:creator>Yorita, Kazuko</dc:creator>
    <dcterms:issued>1997</dcterms:issued>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T17:44:43Z</dc:date>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/8563/1/On_the_reaction_mechanism_of_L_lactate_oxidase.pdf"/>
    <dc:creator>Ghisla, Sandro</dc:creator>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-03-24T17:44:43Z</dcterms:available>
    <dcterms:title>On the reaction mechanism of L-lactate oxidase : Quantitative structure-activity analysis of the reaction with para-substituted L-mandelates</dcterms:title>
    <dc:language>eng</dc:language>
    <dcterms:abstract xml:lang="eng">The rate constants for reduction of the flavoenzyme, L-lactate oxidase, and a mutant (in which alanine 95 is replaced by glycine), by a series of para-substituted mandelates, in both the 2-1H- and 2-2H- forms, have been measured by rapid reaction spectrophotometry. In all cases, significant isotope effects (1H/2H = 3-7) on the rate constants of flavin reduction were found, indicating that flavin reduction is a direct measure of α-C-H bond breakage. The rate constants show only a small influence of the electronic characteristics of the substituents, but show a good correlation when combined with some substituent volume parameters. A surprisingly good correlation is found with the molecular mass of the substrate. The results are compatible with any mechanism in which there is little development of charge in the transition state. This could be a transfer of hydride to the flavin N(5) position or a synchronous mechanism in which the α-C-H is formally abstracted as a H+ while the resulting charge is simultaneously neutralized by another event.</dcterms:abstract>
    <dc:contributor>Yorita, Kazuko</dc:contributor>
    <dc:creator>Massey, Vincent</dc:creator>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/8563/1/On_the_reaction_mechanism_of_L_lactate_oxidase.pdf"/>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/8563"/>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Nein
Begutachtet
Diese Publikation teilen