Differential Effects of Geometrical Isomers of Octadecadienoic Acids on Ketogenesis and Lipid Secretion in the Livers from Rats Fed a Cholesterol-Enriched Diet

Fukuda, Nobuhiro; Etoh, Tetsuhiro; Wada, Kouichi; Hidaka, T; Yamamoto, Kyosuke; Ikeda, Ikuo; Sugano, Michihiro

doi:10.1159/000177861

Cited by 7 publications

(2 citation statements)

References 12 publications

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“…If these observations could be extrapolated to the in vivo situation, other mechanisms should be responsible for the putative hyperlipidemic effect of trans fatty acids. In addition, a preferential incorporation of elaidic acid into hepatic phospholipids was observed, in line with data obtained by Fukuda et al (24) on the metabolism of trans, trans-9,12-octadecadienoic acid in the perfused rat liver. The regulation of liver phospholipid biosynthesis involves a number of mechanisms distinct from those acting in liver triacylglycerol formation (25,26).…”

Section: Discussionsupporting

confidence: 90%

Metabolism of trans fatty acids by hepatocytes

Guzmán

Klein

Pulgar

et al. 1999

Lipids

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The present work was undertaken to study the metabolism of fatty acids with trans double bonds by rat hepatocytes. In liver mitochondria, elaidoyl-CoA was a poorer substrate for carnitine palmitoyltransferase I (CPT-I) than oleoyl-CoA. Likewise, incubation of hepatocytes with oleic acid produced a more pronounced stimulation of CPT-I than incubation with trans fatty acids. This was not due to a differential effect of cis and trans fatty acids on acetyl-CoA carboxylase (ACC) activity and malonyl-CoA levels. Elaidic acid was metabolized by hepatocytes at a higher rate than oleic acid. Surprisingly, compared to oleic acid, elaidic acid was a better substrate for mitochondrial and, especially, peroxisomal oxidation, but a poorer substrate for cellular and very low density lipoprotein triacylglycerol synthesis. Results thus show that trans fatty acids are preferentially oxidized by hepatic peroxisomes, and that the ACC/malonyl-CoA/CPT-I system for coordinate control of fatty acid metabolism is not responsible for the distinct hepatic utilization of cis and trans fatty acids.

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Section: Discussionsupporting

confidence: 90%

Metabolism of trans fatty acids by hepatocytes

Guzmán

Klein

Pulgar

et al. 1999

Lipids

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“…VLDL secretion in rats decreased in response to t-18:1⌬9, but not to t-18:1⌬11 or t-18:1⌬6 (14), and t,t-18:2 decreased hepatic triacylglycerol and cholesterol secretion compared with c,c-18:2 in perfused rats fed cholesterolenriched diets (15). Because chylomicrons and chylomicron remnants contribute to postprandial lipemia, because all trans fatty acids are diet derived, and because the composition of intestinal lipoproteins partly determines their metabolism (16), the question arises as to what the effects of trans fatty acids are on intestinal lipoprotein production and secretion.…”

Section: Introductionmentioning

confidence: 80%

Lipoprotein secretion by intestinal Caco-2 cells is affected differently by trans and cis unsaturated fatty acids: effect of carbon chain length and position of the double bond1

Greevenbroek¹,

Robertus-Teunissen²,

Erkelens³

et al. 1998

The American Journal of Clinical Nutrition

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The effects of trans fatty acids on intestinal lipoprotein secretion were determined in polarized Caco-2 cells. Palmitic acid (16:0), palmitoleic acid (c-16:1⌬9), and palmitelaidic acid (t-16:1⌬9), as well as stearic acid (18:0), oleic acid (c-18:1⌬9), c-vaccenic acid (c-18:1⌬11), elaidic acid (t-18:1⌬9), and t-vaccenic acid (t-18:1⌬11) were studied. Compared with 18:0 (control), c-and t-18:1⌬9 increased triacylglycerol secretion (2.7-and 3.6-fold, respectively) as well as apolipoprotein (apo) B-48 and apo B-100 secretion (both 1.6-fold compared with 18:0); c-and t-18:1⌬11 caused a modest 1.7-fold increase in triacylglycerol secretion with no significant effect on secretion of apo B. Thus, the position of the double bond in the 18:1 isomers, but not its geometrical configuration, affected lipoprotein secretion by Caco-2 cells. In contrast, the effects of the geometrical isomers (cis and trans) of C 16 fatty acids were not comparable: t-16:1⌬9 did not affect triacylglycerol and apo B secretion (compared with 16:0, as control) whereas c-16:1⌬9 was a potent stimulator of secretion of triacylglycerol (2.4-fold higher than 16:0), apo B-48 (1.3-fold higher than 16:0), and apo B-100 (1.5-fold higher than 16:0). We conclude that the carbon chain length of fatty acids, as well as the position of double bonds and their stereochemical configuration, are important determinants of the unique effects of various species of dietary trans fatty acids on lipoprotein secretion and composition in Caco-2 cells.Am J Clin Nutr 1998;68:561-7. KEY WORDSIntestine, apolipoprotein B, Caco-2 cells, cis fatty acids, trans fatty acids, lipoproteins, diet, triacylglycerol, chylomicrons, in vitro study INTRODUCTIONSynthesis of chylomicrons in the enterocyte represents the initial step in the cascade of metabolic events that connects dietary fat intake with plasma lipid and lipoprotein profiles and the possible development of coronary artery disease (CAD) (1, 2). Postprandial lipemia is determined by the contribution of chylomicrons containing triacylglycerol from dietary sources as well as that of VLDLs that carry liver-derived triacylglycerols. Various dietary fatty acids are known to have specific effects on plasma triacylglycerol concentrations (3, 4), reflecting interference with intestinal chylomicron assembly and metabolism. One specific class of dietary fatty acids that has received growing attention in the past decades is that of the trans fatty acids. trans Fatty acids are known to cause changes in plasma lipids and lipoprotein phenotypes, but the mechanisms involved are unknown. The major dietary sources of trans fatty acids are partly hydrogenated vegetable oils, mainly elaidic acid (t-18:1⌬9). Additional sources are animal and dairy fats [palmitelaidic acid (t-16:1⌬9) and tvaccenic acid (t-18:1⌬11)] and partly hydrogenated fish oils (very-long-chain trans fatty acids, ie, > C 22 ). Because humans cannot synthesize trans fatty acids (5, 6), all trans fatty acids are derived from nutritional sources. Dietary trans fatty acids ...

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Study on GC-MS fingerprint of petroleum ether fraction of Shenqi Jiangtang Granules

Wang

et al. 2021

Digital Chinese Medicine

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Differential Effects of Geometrical Isomers of Octadecadienoic Acids on Ketogenesis and Lipid Secretion in the Livers from Rats Fed a Cholesterol-Enriched Diet

Cited by 7 publications

References 12 publications

Metabolism of trans fatty acids by hepatocytes

Metabolism of trans fatty acids by hepatocytes

Lipoprotein secretion by intestinal Caco-2 cells is affected differently by trans and cis unsaturated fatty acids: effect of carbon chain length and position of the double bond1

Study on GC-MS fingerprint of petroleum ether fraction of Shenqi Jiangtang Granules

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