rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
3
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pubmed:dateCreated |
1981-10-29
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pubmed:abstractText |
The steric course of the reaction catalyzed by Escherichia coli enoyl acyl-carrier-protein reductase was studied. 1. trans-2-[2-2H1]Decenoic and trans-2-[3-2H1]decenoic acids were synthesized and converted to the corresponding decenoyl thiol esters with CoA or acyl carrier protein. These deuterium-labeled decenoyl thiol esters were incubated with purified enoyl acyl-carrier-protein reductase in the presence of NADPH or NADH. 2. The unlabeled trans-2-decenoyl thiol esters were incubated with enoyl acyl-carrier-protein reductase in the presence of (4S)-[4-2H1]NADH. The unlabeled decenoyl thiol esters were also incubated with the enzyme in 2H2O. The decanoic acids formed in the above incubations were extracted and subjected to the action of acyl-CoA oxidase, which had been previously shown to catalyze the anti elimination of the pro-2R and pro-3R hydrogens of acyl-CoA. The resulting products, 2-decenoyl-CoAs, were converted to methyl esters and their deuterium contents were analyzed by gas chromatography/mass spectrometry. The results suggested that the reduction catalyzed by E. coli enoyl acyl-carrier-protein reductase occurs by a syn addition of hydrogen via a 2-Re, 3-Si attack on the double bond.
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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 |
Jun
|
pubmed:issn |
0014-2956
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pubmed:author |
|
pubmed:issnType |
Print
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pubmed:day |
1
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pubmed:volume |
116
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pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
581-6
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7021150-Acyl Carrier Protein,
pubmed-meshheading:7021150-Aldehyde Oxidoreductases,
pubmed-meshheading:7021150-Chemical Phenomena,
pubmed-meshheading:7021150-Chemistry,
pubmed-meshheading:7021150-Chromatography, Gas,
pubmed-meshheading:7021150-Decanoic Acids,
pubmed-meshheading:7021150-Enoyl-(Acyl-Carrier-Protein) Reductase (NADH),
pubmed-meshheading:7021150-Escherichia coli,
pubmed-meshheading:7021150-Esters,
pubmed-meshheading:7021150-Fatty Acids, Unsaturated,
pubmed-meshheading:7021150-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:7021150-Mass Spectrometry,
pubmed-meshheading:7021150-Oxidoreductases,
pubmed-meshheading:7021150-Stereoisomerism,
pubmed-meshheading:7021150-Substrate Specificity
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pubmed:year |
1981
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pubmed:articleTitle |
Steric course of reaction catalyzed by the enoyl acyl-carrier-protein reductase of Escherichia coli.
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pubmed:publicationType |
Journal Article
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