| 1,4-Diamino-2-butyne as the mechanism-based pea diamine oxidase inhibitor. | |
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MedLine Citation:
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PMID: 1425672 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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1,4-Diamino-2-butyne is a mechanism-based inhibitor of diamine oxidase (EC 1.4.3.6) from pea cotyledons. It shows saturation kinetics Km = 1 mM like a substrate, but its interaction leads to time-dependent loss of enzyme activity which is not restored by gel filtration. The substrate 1,4-diaminobutane and the competitive inhibitor 1,4-diamino-2-butanone protect the enzyme against inactivation. Changes in the enzyme electronic spectra with 1,4-diamino-2-butyne were found. The mechanism of the interaction involves an intermediate aminoallenic compound, which is formed with covalent bound pyrrole in the reaction of the nucleophile with the enzyme. The presence of a pyrrole in the inactivated enzyme was confirmed by reaction with Ehrlich's reagent. The kinetic data obtained in this study indicate that 1,4-diamino-2-butyne is a mechanism-based inactivator with number of turnovers, r = 17 and characteristic constants K' = 0.32 mM and k(in) = 4.89 min-1. |
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Authors:
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P Pec; I Frébort |
Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: European journal of biochemistry / FEBS Volume: 209 ISSN: 0014-2956 ISO Abbreviation: Eur. J. Biochem. Publication Date: 1992 Oct |
Date Detail:
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Created Date: 1992-12-03 Completed Date: 1992-12-03 Revised Date: 2007-07-23 |
Medline Journal Info:
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Nlm Unique ID: 0107600 Medline TA: Eur J Biochem Country: GERMANY |
Other Details:
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Languages: eng Pagination: 661-5 Citation Subset: IM |
Affiliation:
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Department of Analytical and Organic Chemistry, Palacký University, Faculty of Science, Olomouc, Czechoslovakia. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amine Oxidase (Copper-Containing)
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antagonists & inhibitors*,
metabolism Diamines / pharmacology* Fabaceae / enzymology* Kinetics Mathematics Plants, Medicinal* Spectrophotometry Substrate Specificity |
| Chemical | |
Reg. No./Substance:
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0/Diamines; 53878-96-9/1,4-diamino-2-butyne; EC 1.4.3.6/Amine Oxidase (Copper-Containing) |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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