| Stereospecificity of amino acid hydroxamate inhibition of aminopeptidases. | |
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MedLine Citation:
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PMID: 6643439 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Hydroxamates of amino acids and aliphatic acids are effective inhibitors of Aeromonas proteolytica amino-peptidase (EC 3.4.11.10) and of both the cytosolic (EC 3.4.11.1) and microsomal (EC 3.4.11.2) aminopeptidases of swine kidney. Cytosolic leucine aminopeptidase and the Aeromonas enzyme were inhibited to a greater extent by D isomers than by the L enantiomorphs, manganese-activated kidney cytosolic leucine aminopeptidase being inhibited 10 times more effectively by D-leucine and D-valine hydroxamic acids than by the L isomers. The D isomers of these two compounds inhibited Aeromonas aminopeptidase to an even greater extent with Ki values of 2 X 10(-9) and 5 X 10(-9), respectively, whereas the corresponding L isomers were bound 150 times less tightly. With the Aeromonas enzyme, a comparison of inhibition by racemic mixtures with that of the corresponding L isomers indicated that in all cases the contribution of the D isomer was predominant. Isocaproic hydroxamic acid inhibited this enzyme equally well as L-leucine hydroxamic acid, indicating that the amino group orientation in the D isomer contributes to the binding efficacy. Swine kidney microsomal aminopeptidase was also inhibited by D isomers of leucine and valine hydroxamic acids but in contrast to the other two enzymes, the inhibition was 10-fold less than that observed for the corresponding L isomers. Cytosolic leucine aminopeptidase with either 6 g atoms of zinc per mol or 12 g atoms of zinc per mol was inhibited only slightly by any of the hydroxamic acid compounds; evidently enzyme-bound manganese (or magnesium) is specific for hydroxamate binding to this aminopeptidase. |
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Authors:
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S H Wilkes; J M Prescott |
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Publication Detail:
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Type: Comparative Study; Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The Journal of biological chemistry Volume: 258 ISSN: 0021-9258 ISO Abbreviation: J. Biol. Chem. Publication Date: 1983 Nov |
Date Detail:
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Created Date: 1984-01-07 Completed Date: 1984-01-07 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 2985121R Medline TA: J Biol Chem Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 13517-21 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Aeromonas
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enzymology* Amino Acids / pharmacology* Animals Cytosol / enzymology Hydroxamic Acids / pharmacology* Kidney / enzymology* Kinetics Leucyl Aminopeptidase / antagonists & inhibitors* Microsomes / enzymology* Structure-Activity Relationship Swine |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Hydroxamic Acids; EC 3.4.11.1/Leucyl Aminopeptidase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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