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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
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pubmed:dateCreated |
1989-10-25
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pubmed:abstractText |
Two diene metabolites of valproic acid (VPA), (E)-2-n-propyl-2,4-pentadienoic acid and (E)-2-(1'-propenyl)-(E)-2-pentenoic acid, were stereoselectively synthesized. Mesylate elimination in the final step to produce the unsaturation at position 2 was stereospecific for the (E)-configuration in the case of 2. Gas chromatography-mass spectroscopy and NMR were used to confirm the configuration of each diene including the minor isomers, (Z)-2-n-propyl-2,4-pentadienoic acid and (Z)-2-(1'-propenyl)-(E)-2-pentenoic acid. Analysis of the dienes, as PFB derivatives by negative chemical ionization GC-MS from a serum extract of a patient on VPA therapy, revealed the presence of four peaks that in order of elution correspond to 9, 18, 1, and 2.
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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 |
Aug
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pubmed:issn |
0022-3549
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
78
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
667-71
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:2506329-Chemical Phenomena,
pubmed-meshheading:2506329-Chemistry,
pubmed-meshheading:2506329-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:2506329-Humans,
pubmed-meshheading:2506329-Isomerism,
pubmed-meshheading:2506329-Oxidation-Reduction,
pubmed-meshheading:2506329-Stereoisomerism,
pubmed-meshheading:2506329-Valproic Acid
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pubmed:year |
1989
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pubmed:articleTitle |
Stereoselective synthesis of the diunsaturated metabolites of valproic acid.
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pubmed:affiliation |
Faculty of Pharmaceutical Sciences, University of British Columbia, Vancouver, Canada.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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