| Products of linoleic hydroperoxide-decomposing enzyme of alfalfa seed. | |
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MedLine Citation:
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PMID: 4208994 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Alfalfa seeds and seedlings contain an enzyme that catalyzes a reaction with the 13- and 9-hydroperoxides of linoleic acid to form 13-hydroxy-10-oxo-trans-octadecenoic acid and 9-hydroxy-12-oxo-trans-10-octadecenoic acid, respectively. When commercial lipoxygenase is used to generate the hydroperoxides, the above acids appear in about 2:1 proportions, respectively. The products of the action of the enzyme on the hydroperoxides were stabilized for analysis by reduction with H(2) and LiAIH(4). Trimethylsilyl derivatives of reduced products were analyzed by combined gas-liquid chromatography-mass spectrometry. Specific deuterium labeling permitted definite location of the oxo functions. (18)O(2) labeling experiments showed that the oxygens of both the oxo and the hydroxyl functions were derived from the hydroperoxide. Retention of both oxygens suggests that the reaction proceeds through a cyclic epiperoxide followed by a ketohydroxy-forming rearrangement. No products of hydroperoxide isomerase were found in reactions catalyzed by the crude enzyme from alfalfa seeds. |
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Authors:
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W J Esselman; C O Clagett |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of lipid research Volume: 15 ISSN: 0022-2275 ISO Abbreviation: J. Lipid Res. Publication Date: 1974 Mar |
Date Detail:
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Created Date: 1974-08-02 Completed Date: 1974-08-02 Revised Date: 2007-03-22 |
Medline Journal Info:
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Nlm Unique ID: 0376606 Medline TA: J Lipid Res Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 173-8 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Aluminum Deuterium Linoleic Acids Lithium Mass Spectrometry Medicago sativa / enzymology* Methods Oxidation-Reduction Oxygen Isotopes Peroxidases / metabolism* Peroxides Pseudomonas aeruginosa / analysis Seeds / enzymology Spectrophotometry, Infrared Spectrophotometry, Ultraviolet |
| Chemical | |
Reg. No./Substance:
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0/Linoleic Acids; 0/Oxygen Isotopes; 0/Peroxides; 7429-90-5/Aluminum; 7439-93-2/Lithium; 7782-39-0/Deuterium; EC 1.11.1.-/Peroxidases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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