| Nonoxidative metabolism of 2-butoxyethanol via fatty acid conjugation in Fischer 344 rats. | |
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MedLine Citation:
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PMID: 8968408 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Nonoxidative metabolism of ethylene glycol monobutyl ether (2-butoxyethanol or BE) via fatty acid conjugation was studied in the liver of Fischer 344 male rats following a single oral administration of 500 mg/kg body weight [ethyl-1,2-14C]BE (70 microCi/kg). Animals were killed 2 h after the treatment, hepatic lipids extracted, and the neutral lipids were separated using solid-phase extraction. The neutral lipid fraction was subjected to preparative thin-layer chromatography, and the esters corresponding to the relative flow of authentic fatty acid 2-butoxyethyl esters were recovered and analyzed by reversed-phase high-performance liquid chromatography (HPLC) using methanol-water (37:3, v/v) as solvent. Approximately 85% of the 14C label present in the ester fraction was coeluted at retention times corresponding to the different fatty acid 2-butoxyethyl ester standards. The radioactive fractions were analyzed by electron impact mass spectrometry. Molecular ion peaks and fragmentation patterns similar to that of 16:0, 18:0, 18:1, 18:2, and 20:4 fatty acid 2-butoxyethyl ester standards were detected in the corresponding radioactive HPLC fractions. Fatty acid ethyl ester synthase (FAEES), purified from the rat liver microsomal fraction, was also found to catalyze the formation of 18:1 fatty acid 2-butoxyethyl ester. These studies demonstrate that BE is metabolized nonoxidatively via conjugation with long-chain fatty acids, and the formation of these esters appears to be catalyzed by the enzyme(s) involved in fatty acid conjugation of xenobiotic alcohols. However, the biological significance of BE conjugation with fatty acids remains to be investigated. |
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Authors:
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B S Kaphalia; B I Ghanayem; G A Ansari |
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Publication Detail:
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Type: Journal Article; Research Support, U.S. Gov't, P.H.S. |
Journal Detail:
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Title: Journal of toxicology and environmental health Volume: 49 ISSN: 0098-4108 ISO Abbreviation: J Toxicol Environ Health Publication Date: 1996 Dec |
Date Detail:
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Created Date: 1997-01-14 Completed Date: 1997-01-14 Revised Date: 2007-11-14 |
Medline Journal Info:
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Nlm Unique ID: 7513622 Medline TA: J Toxicol Environ Health Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 463-79 Citation Subset: IM |
Affiliation:
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Department of Pathology, University of Texas Medical Branch, Galveston 77555-0609, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Acyltransferases
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metabolism Administration, Oral Animals Carbon Radioisotopes / metabolism Chromatography, High Pressure Liquid / methods Esters / analysis, chemical synthesis, chemistry* Ethylene Glycols / administration & dosage, metabolism* Fatty Acids / metabolism* Liver / chemistry, metabolism Male Oxidation-Reduction Rats Rats, Inbred F344 Solvents / administration & dosage, metabolism* |
| Grant Support | |
ID/Acronym/Agency:
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ES 04815/ES/NIEHS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Carbon Radioisotopes; 0/Esters; 0/Ethylene Glycols; 0/Fatty Acids; 0/Solvents; 111-76-2/n-butoxyethanol; EC 2.3.-/Acyltransferases; EC 3.1.1.67/fatty acyl ethyl ester synthase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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