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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
23
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pubmed:dateCreated |
1982-1-28
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pubmed:abstractText |
Dietary methyl-2-hexadecynoate appeared to inhibit fatty acid elongation in intact animals (Wood, R., Lee, T., and Gershon, H. (1980) Lipids 15, 141-150). Data from the present in vitro studies indicate that the microsomal elongation system is inhibited preferentially to the mitochondrial system. A series of metabolic acyl-CoA thioester intermediates has been isolated, characterized, and identified from microsomal and mitochondrial incubations with the 2-hexadecynoic acid (16 identical to 1 delta 2). The data support the following conclusions: 1) 16 identical to 1 delta 2 is activated to the CoA ester; 2) 16 identical to 1 delta 2 is acted on by an isomerase to produce a 2,3-allene; 3) either 16 identical to 1 delta 2 or the allene, or both, are hydrated to yield a beta-keto-CoA thioester after rearrangement; 4) the beta-keto ester is reduced to the beta-hydroxyacyl-CoA; 5) dehydration of the beta-hydroxy ester gives rise to trans-delta 2-hexadecenoate which accumulates; and 6) accumulation of the latter results from the inhibition of enoyl-CoA reductase by the 2,3-allene. The occurrence of cis and trans delta 3-hexadecenoates indicates the allene is reduced, after which the delta 3 monoene isomer may be isomerized to the delta 2 monoene by the acetylene isomerase or a different enzyme. Indirect evidence suggests that the fatty acid elongation systems may also be inhibited at another site.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Dec
|
pubmed:issn |
0021-9258
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
10
|
pubmed:volume |
256
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
12379-86
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:7298663-Alkynes,
pubmed-meshheading:7298663-Animals,
pubmed-meshheading:7298663-Chromatography, High Pressure Liquid,
pubmed-meshheading:7298663-Chromatography, Thin Layer,
pubmed-meshheading:7298663-Fatty Acids,
pubmed-meshheading:7298663-Fatty Acids, Unsaturated,
pubmed-meshheading:7298663-Kinetics,
pubmed-meshheading:7298663-Magnetic Resonance Spectroscopy,
pubmed-meshheading:7298663-Male,
pubmed-meshheading:7298663-Microsomes, Liver,
pubmed-meshheading:7298663-Mitochondria, Liver,
pubmed-meshheading:7298663-Rats
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pubmed:year |
1981
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pubmed:articleTitle |
Metabolism of 2-hexadecynoate and inhibition of fatty acid elongation.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
|