| A high-performance liquid chromatographic method for the enantiomeric analysis of the enzymatically synthesized coenzyme A ester of 2-tetradecylglycidic acid. | |
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MedLine Citation:
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PMID: 3578758 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The enantiomeric composition of an enzymatically synthesized sample of the coenzyme A ester of 2-tetradecylglycidic acid (TDGA-CoA) was determined by the use of high-performance liquid chromatography with a chiral stationary phase. The stationary phase was commercially available and consisted of (R)-N-(3,5-dinitrobenzoyl)phenylglycine covalently bonded to aminopropyl silica gel. Analysis was performed using the phenacyl derivative of 2-tetradecylglycidic acid (TDGA), obtained by mild hydrolysis of the TDGA-CoA followed by reaction of the extracted TDGA with phenacyl chloride. Chromatography showed the enantiomeric purity of TDGA-CoA, synthesized in a rat liver microsomal enzyme mixture over a 2-h period, to be a 15.6:1 ratio of the R:S enantiomers (88% ee). The result demonstrates the stereoselectivity of the long-chain fatty acid-coenzyme A synthetase for chiral fatty acid epoxide, TDGA. |
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Authors:
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L E Weaner; D C Hoerr |
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Publication Detail:
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Type: In Vitro; Journal Article |
Journal Detail:
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Title: Analytical biochemistry Volume: 160 ISSN: 0003-2697 ISO Abbreviation: Anal. Biochem. Publication Date: 1987 Feb |
Date Detail:
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Created Date: 1987-05-22 Completed Date: 1987-05-22 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0370535 Medline TA: Anal Biochem Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 316-22 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Acyl Coenzyme A
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analogs & derivatives* Animals Azetidines* Chromatography, High Pressure Liquid / methods* Coenzyme A Ligases / metabolism Microsomes, Liver / metabolism Palmitoyl Coenzyme A / analogs & derivatives*, analysis, biosynthesis Rats Rats, Inbred Strains Repressor Proteins* Saccharomyces cerevisiae Proteins* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Acyl Coenzyme A; 0/Azetidines; 0/Repressor Proteins; 0/Saccharomyces cerevisiae Proteins; 1763-10-6/Palmitoyl Coenzyme A; 92142-38-6/2-tetradecylglycidyl-coenzyme A; EC 6.2.1.-/Coenzyme A Ligases; EC 6.2.1.3/FAA2 protein, S cerevisiae; EC 6.2.1.3/long-chain-fatty-acid-CoA ligase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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