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Journal ArticleDOI

Occurrence of geometrical isomers of eicosapentaenoic and docosahexaenoic acids in liver lipids of rats fed heated linseed oil.

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TLDR
The isomers of eicosapentaenoic and docosahexaenoic acids in liver lipids probably resulted from desaturation and elongation of 18∶3 δ9c, 12c, 15t, a geometrical isomer of linolenic acid present in the heated dietary oil.
Abstract
Monotrans geometrical isomers of 20∶5 n−3 and 22∶6 n−3 were detected in liver lipid of rats fed heated linseed oil. The isomers were identified as being 20∶5 δ5c, 8c, 11c, 14c, 17t and 22∶6 δ4c, 7c, 10c, 13c, 16c, 19t. These fatty acids were isolated as methyl esters by preparative high-performance liquid chromatography (HPLC) on reversed phase columns followed by silver nitrate thin layer chromatography (AgNO3-TLC). The structures were identified using partial hydrazine reduction, AgNO3-TLC of the resulting monoenes, oxidative ozonolysis of each monoene band, and gas-liquid chromatography (GLC) of the resulting dimethyl esters and monomethyl esters. Fourier-transform-infrared spectrometry confirmed thetrans geometry in isolated 20∶5 and 22∶6 isomers. The isomers of eicosapentaenoic and docosahexaenoic acids in liver lipids probably resulted from desaturation and elongation of 18∶3 δ9c, 12c, 15t, a geometrical isomer of linolenic acid present in the heated dietary oil.

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Citations
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Journal ArticleDOI

Oxidative risk for atherothrombotic cardiovascular disease

TL;DR: A dysfunctional vasculature is characterized by lipid peroxidation and aberrant lipid deposition, inflammation, immune cell activation, platelet activation, thrombus formation, and disturbed hemodynamic flow that implicates increased oxidant stress in the pathogenesis of atherothrombotic vascular disease.
Journal ArticleDOI

Oxidative stability of flaxseed lipids during baking

TL;DR: This article examined the stability of whole and ground flaxseed, either alone or as an ingredient in a muffin mix, by measuring oxygen consumption and changes in α-linolenic acid under various conditions.
Book ChapterDOI

Canola Fatty Acids—An Ideal Mixture for Health, Nutrition, and Food Use

R. G. Ackman
TL;DR: The historical development as well as the industrial and other applications of the Brassica rapeseed and/or mustard seed oils have been more than adequately treated in other chapters and elsewhere in the literature.
Journal ArticleDOI

Heat-induced geometrical isomerization of α-linolenic acid : effect of temperature and heating time on the appearance of individual isomers

TL;DR: In this paper, the formation of linolenic acid geometrical isomers (LAGIs) was studied in linseed oil that was heated under vacuum in sealed ampoules at different temperatures (190-260°C) for several durations (2-16 h).
Journal ArticleDOI

Occurrence of trans fatty acids in rats fed a trans-free diet: a free radical-mediated formation?

TL;DR: The results suggest that geometrical isomerization of unsaturated fatty acids, which causes a structural modification of membrane lipids and may influence basic membrane properties and vital biochemical functions, can occur under radical stress conditions and could be efficiently prevented by vitamin A.
References
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Journal ArticleDOI

A simple method for the isolation and purification of total lipides from animal tissues.

TL;DR: In this paper, the authors described a simplified version of the method and reported the results of a study of its application to different tissues, including the efficiency of the washing procedure in terms of the removal from tissue lipides of some non-lipide substances of special biochemical interest.
Journal ArticleDOI

Preparation of fatty acid methyl esters and dimethylacetals from lipids with boron fluoride–methanol

TL;DR: The procedure developed is simple, rapid, and generally applicable t o lipids, and the results did not affect the validity of the method.
Journal ArticleDOI

Separations of lipids by silver ion chromatography.

TL;DR: The possibility of separating lipid materials on the basis of the number, type, and position of the unsaturated centers they contain, by virtue of the complexing of these unsaturated bonds with silver ions, provides a relatively recent but now very important addition to the range of separatory methods available to lipid chemists and biochemists.
Journal ArticleDOI

The Selective Incorporation of 14C-Glycerol into Different Species of Phosphatidic Acid, Phosphatidylethanolamine, and Phosphatidylcholine

TL;DR: Slices of rat liver provided results in marked contrast to those above in that small amounts of disaturated phosphatidates were produced, and essentially none of the acids at position 2 was saturated.
Journal ArticleDOI

Linolenic acid artifacts from the deodorization of oils

TL;DR: This article showed that linolenic acid in deodorized vegetable oils is accompanied by two major artifacts identified as cis-9,cis-12,trans-15 and trans-9-cis 12, trans-15 isomers, which were not present in unrefined oils or bleached oils but could be induced by deodorization in the laboratory.
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