Document Detail


In vitro conjugation of ethanolamine with fatty acids by rat liver subcellular fractions.
MedLine Citation:
PMID:  15901094     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Previous studies from our laboratory have shown the enzymic formation of fatty acid (FA) conjugates of xenobiotic alcohols and amines. In the present study, the formation of FA conjugates of a bifunctional compound, ethanolamine was investigated by incubating [1-14C]oleic acid (1 mM) with ethanolamine (25 mM) at 37 degrees C in the presence of various rat liver subcellular fractions. The resultant product (or products) was separated by thin-layer chromatography (TLC) and the radioactivity corresponding to the relative flow of fatty acid amide was determined. Under similar conditions, formation of ethanolamides of palmitic, stearic, linoleic, linolenic, and arachidonic acids were also examined. The formation of ethanolamine conjugate with oleic acid was found to be 16.3 nmol/h/mg protein as compared to 6.7, 6.2, 8.1, 8.3, and 7.6 nmol/h/mg protein for palmitic, stearic, linoleic, linolenic, and arachidonic acids, respectively. The formation of oleoyl ethanolamide was found to be 18.9, 40.1, 65.9, and 0.3 nmol/h/mg protein in postnuclear, mitochondrial, microsomal, and cytosolic fractions, respectively. Mass spectrometric and nuclear magnetic resonance spectroscopic data of the TLC-purified product confirm the formation of oleoyl ethanolamide, and amidation appeared to be a preferred reaction over esterification. The results of this study suggest that the enzyme responsible for the amidation of fatty acids resides mainly in the microsomal fraction of the liver, and that oleic acid is a better substrate than other fatty acids used in the present study.
Authors:
Shagufta H Khan; Bhupendra S Kaphalia; G A S Ansari
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Journal of toxicology and environmental health. Part A     Volume:  68     ISSN:  1528-7394     ISO Abbreviation:  J. Toxicol. Environ. Health Part A     Publication Date:  2005 Apr 
Date Detail:
Created Date:  2005-05-19     Completed Date:  2005-05-31     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  100960995     Medline TA:  J Toxicol Environ Health A     Country:  England    
Other Details:
Languages:  eng     Pagination:  667-76     Citation Subset:  IM    
Affiliation:
Department of Pathology, University of Texas Medical Branch, Galveston, Texas 77555-0609, USA.
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MeSH Terms
Descriptor/Qualifier:
Analysis of Variance
Animals
Ethanolamines / metabolism*
Fatty Acids / metabolism*
Magnetic Resonance Spectroscopy
Microsomes, Liver / drug effects,  metabolism*
Oleic Acid / metabolism*
Rats
Grant Support
ID/Acronym/Agency:
AA13171/AA/NIAAA NIH HHS; ES 04815/ES/NIEHS NIH HHS; P30ES06676/ES/NIEHS NIH HHS
Chemical
Reg. No./Substance:
0/Ethanolamines; 0/Fatty Acids; 112-80-1/Oleic Acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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