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PubMed1994

Dietary trans fatty acids: effects on plasma lipids and lipoproteins of healthy men and women.

Effects of cis and trans monounsaturated fatty acids (TFA) and saturated fatty acids were assessed in 29 men and 29 women consuming controlled diets. Subjects ate each diet for 6 wk in a Latin square design. The diets, each with 39-40% of energy as fat were: 1) high oleic (16.7% of energy as oleic acid), 2) moderate TFA (3.8% of energy as TFA), 3) high TFA (6.6% of energy as TFA), 4) and saturated (16.2% of energy as lauric+myristic+palmitic acids). Compared with the oleic diet, LDL cholesterol increased 6.0%, 7.8%, and 9.0% after moderate TFA, high TFA, and saturated diets, respectively. HDL cholesterol was unchanged after moderate TFA, but was slightly lower (2.8%) after high TFA. HDL cholesterol after the saturated diet was 3.5% higher than after the oleic diet. Changes in apolipoproteins B and A-I corresponded with changes in the lipoprotein cholesterols. Thus, compared with oleic acid, dietary TFAs raise LDL cholesterol, but to a slightly lesser degree than do saturates, and high TFA concentrations may result in minor reductions of HDL cholesterol.

Adult↗
PubMed2002

Dietary conjugated linoleic acid with fish oil alters yolk n-3 and trans fatty acid content and volatile compounds in raw, cooked, and irradiated eggs.

We investigated the effect of dietary conjugated linoleic acid (CLA) along with n-3 polyunsaturated fatty acid (n-3 PUFA) on yolk fatty acid composition and volatile compounds in eggs that were raw (RA), hard-boiled (HB), or hard-boiled, irradiated (HBI, 2.5 kGy). Single Comb White Leghorn laying hens (n = 40) were randomly assigned to one of the four experimental diets containing 0, 0.5, 1.0, or 2.0% CLA. Menhaden oil was used as the source of n-3 PUFA. Eggs collected after 6 wk of feeding were analyzed for fatty acids and volatile compounds. The content of docosahexaenoic acid (C22:6 n-3) was reduced (P < 0.05) in eggs from hens fed the 2.0% CLA diet. Eggs from hens fed 0.5% CLA incorporated the highest concentration of docosahexaenoic acid (P < 0.05) with a concomitant reduction in arachidonic acid (P < 0.05). The yolk contents of cis-9 trans-11 CLA and trans-10 cis-12 CLA increased linearly (P < 0.05) as the dietary CLA supply increased. Total monounsaturates were reduced (P < 0.05) with an increase in saturates in yolk. No difference was observed in the total PUFA content of eggs. Total volatiles were reduced in RA eggs from 1.0 and 2.0% CLA diets. 2-Propanone, hexane, and methyl cyclopentane were the major volatiles in RA eggs and were reduced by dietary CLA at 1.0 and 2.0%. Acetaldehyde, pentane, propanol, acetic acid methyl ester, acetic acid ethyl ester, propionic acid methyl ester, 2-methylmethyl propionic acid, 2-propanone, and octane were the major volatiles in HB eggs and were reduced by 2.0% CLA (P < 0.05). No difference was observed in the acetaldehyde, pentane, propanol, acetic acid ethyl ester, octane, or total volatile content of HBI eggs.

Animals↗
PubMed2005

Trans fatty acids alter the lipid composition and size of apoB-100-containing lipoproteins secreted by HepG2 cells.

This study was conducted to determine the secretion rate and composition of lipoproteins secreted by HepG2 cells as influenced by the type of fatty acid present in the incubation medium. Cells were preincubated for 24 h with palmitic, oleic, elaidic, linoleic or conjugated linoleic acid (CLA), and the lipoproteins secreted during a subsequent incubation period of 24 h were collected for analysis. The secretion rate of apolipoprotein B-100 (apoB) was significantly greater in HepG2 cells preincubated with elaidic acid compared with those preincubated with palmitic or oleic acid; apoB secretion was greater in cells preincubated with CLA compared with those preincubated with linoleic acid. The lipid composition of secreted lipoproteins was also influenced by fatty acid treatment, resulting in significantly smaller lipoprotein particles secreted by cells preincubated with elaidic acid and CLA compared with those secreted by cells treated with oleic acid and linoleic acid, respectively. Our results are relevant to human metabolism for the following reasons: (1) the size of plasma low-density lipoproteins (LDLs) is determined, at least in part, by the composition of apoB-containing lipoproteins secreted by the liver; (2) small plasma LDL particles are associated with an increased risk of coronary heart disease; and (3) specific dietary fatty acids can affect the composition and size of plasma LDLs, thereby imparting a relative atherogenicity to plasma LDLs independent of LDL cholesterol concentration. The present study therefore suggests that elaidic acid and CLA promote the hepatic secretion of small apoB-containing lipoproteins, which could lead to an increased production of small plasma LDL particles.

Apolipoprotein B-100↗
PubMed1996

Study of isomeric trans-fatty acids content in the commercial Spanish foods.

A method for the determination of the fatty acids (FAs) composition, by gas chromatography (GC) on capillary column, is described. The analysis was performed using a chromatograph Hewlett-Packard model 5890 with flame ionization detector (FID). We have studied the trans isomers contents of the FAs fraction in 551 samples of commercial Spanish foods, after a previous fat extraction and gas chromatography determination using a CP Sil 88 coated capillary column. The results obtained show a great variability in the percentage of total trans fatty acids contents, ranging from 0.1% in refined olive oils to 20.9% in french fries.

Chromatography, Gas↗
PubMed1996

Abomasal infusion of cis or trans fatty acid isomers and energy metabolism of lactating dairy cows.

Diets for dairy cows that provide or induce formation of trans isomers of polyunsaturated fatty acids result in reduced percentages of milk fat. The effect of abomasal infusion of trans-C18:1 fatty acid isomers on energy utilization by mature cows was determined. Six multiparous Holstein cows in midlactation had ad libitum access to a basal diet containing 50% forage and 50% concentrate. Treatments were 1) no infusion, 2) infusion of 630 g/d of a fat mixture high in cis-C18:1 isomers (64% cis-C18:1; 68% high oleic sunflower oil and 32% cocoa butter), and 3) infusion of 623 g/d of a fat mixture high in trans-C18:1 isomers (42% trans-C18:1; 90% partially hydrogenated soybean oil and 10% high linoleic safflower oil). The experiment was a replicated 3 x 3 Latin square design with 4-wk periods. Measurements of energy balance were made in open circuit respiration chambers during wk 4 of each period. Fat infusion increased milk production by 2.5 kg/d; apparent digestibility of DM, OM, energy, ADF, and ash by 1 to 4 percentage units; metabolizable energy by 11%; and NEL of the diet by 15%. Milk fat percentage and yield were higher when cows were infused with cis-C18:1 than when they were infused with trans-C18:1 (4.12% and 1.41 kg/d vs. 3.15% and 1.06 kg/d, respectively). Infusion of fat increased milk production, but trans-C18:1 reduced milk fat and energy output.

Abomasum↗
PubMed1983

Selective effects of isomeric cis and trans fatty acids on fatty acyl delta 9 and delta 6 desaturation by human skin fibroblasts.

Human skin fibroblasts incorporate and actively desaturate long-chain fatty acids. Growth of these cells in lipid-free medium can be used to enhance delta 9 and delta 6 desaturation of [14C]stearate and [14C]linoleate, respectively. Medium supplementation with cis fatty acids inhibits delta 9 desaturation; effectiveness as inhibitors is linoleate (9c,12c-18:2) greater than oleate (9c-18:1) greater than vaccenate (11c-18:1). Linoelaidate (9t,12t-18:2), trans-vaccenate (11t-18:1) and saturated fatty acids are without effect; elaidate (9t-18:1) appears stimulatory. By contrast, the trans fatty acids elaidate and linoelaidate are potent inhibitors of delta 6 desaturation; inhibition by trans-vaccenate is 50% of that of elaidate. Desaturation of [14C]linoleate is only slightly inhibited by oleate, cis-vaccenate, or (6c,9c,12c)-linolenate. The relative effectiveness of isomeric cis- and trans-octadecenoic acids as inhibitors of delta 9 and delta 6 desaturation in intact human cells is different from that found in microsomal studies. The cell culture system can thus be important in evaluating physiological effects of isomeric fatty acids on cellular metabolic processes.

Cells, Cultured↗
PubMed1976

Effects of dietary saturated and trans fatty acids on tissue lipid composition and serum LCAT activity in the rat.

Groups of rats were fed from weaning with diets containing 5% by wt of hydrogenated coconut oil (HCO), safflower oil, or a concentrate of ethyl elaidate and linolelaidate (TRANS) as the sole source of dietary fat. Fatty acid composition of the lipid classes from serum, liver, heart, and kidney was determined, and the serum lecithin: cholesterol acyl transferase (LCAT) activities were assayed for each animal. Serum LCAT activity was increased by both the HCO and TRANS diets in the early stages of the development of an essential fatty acid (EFA) deficiency but was suppressed in the animals of the TRANS group as they became older. The HCO and TRANS groups exhibited changes in tissue lipid fatty acid composition, as well as reduced growth, characteristic of an EFA deficiency. Coversion of oleic acid to eicosatrienoic acid was impaired in the animals fed the TRANS diet, greatly increasing the octadecenoic acid content of the tissue lipids at the expense of eicosatrienoic acid. The TRANS diet also suppressed incorporation of eicosatrienoic acid into cholesteryl esters of tissue and serum, indicating that, when fed as the sole source of unsaturated fat, trans fatty acids influenced the metabolism of unsaturated fatty acids and cholesterol.

Acyltransferases↗
PubMed2004

Leaky beta-oxidation of a trans-fatty acid: incomplete beta-oxidation of elaidic acid is due to the accumulation of 5-trans-tetradecenoyl-CoA and its hydrolysis and conversion to 5-trans-tetradecenoylcarnitine in the matrix of rat mitochondria.

The degradation of elaidic acid (9-trans-octadecenoic acid), oleic acid, and stearic acid by rat mitochondria was studied to determine whether the presence of a trans double bond in place of a cis double bond or no double bond affects beta-oxidation. Rat mitochondria from liver or heart effectively degraded the coenzyme A derivatives of all three fatty acids. However, with elaidoyl-CoA as a substrate, a major metabolite accumulated in the mitochondrial matrix. This metabolite was isolated and identified as 5-trans-tetradecenoyl-CoA. In contrast, little or none of the corresponding metabolites were detected with oleoyl-CoA or stearoyl-CoA as substrates. A kinetic study of long-chain acyl-CoA dehydrogenase (LCAD) and very long-chain acyl-CoA dehydrogenase revealed that 5-trans-tetradecenoyl-CoA is a poorer substrate of LCAD than is 5-cis-tetradecenoyl-CoA, while both unsaturated acyl-CoAs are poor substrates of very long-chain acyl-CoA dehydrogenase when compared with myristoyl-CoA. Tetradecenoic acid and tetradecenoylcarnitine were detected by gas chromatography/mass spectrometry and tandem mass spectrometry, respectively, when rat liver mitochondria were incubated with elaidoyl-CoA but not when oleoyl-CoA was the substrate. These observations support the conclusion that 5-trans-tetradecenoyl-CoA accumulates in the mitochondrial matrix, because it is less efficiently dehydrogenated by LCAD than is its cis isomer and that the accumulation of this beta-oxidation intermediate facilitates its hydrolysis and conversion to 5-trans-tetradecenoylcarnitine thereby permitting a partially degraded fatty acid to escape from mitochondria. Analysis of this compromised but functional process provides insight into the operation of beta-oxidation in intact mitochondria.

Animals↗
PubMed1995

Trans-fatty acids in the diet: a coronary risk factor?

Dietary trans-FA, mostly derived from partially hydrogenated fats and dairy products, have been suspected of increasing the risk of coronary heart disease (CHD). Recent research in this field has focused on the effects of trans-FA on plasma lipids, and on the epidemiological link between dietary trans-FA and CHD. Trans-FA have consistently been shown to elevate LDL-cholesterol and apolipoprotein B to a similar extent as C12-C16 saturated fatty acids. In addition, trans-FA may reduce HDL-cholesterol, particularly at intakes above 10-20 g/day. Data on the metabolic effects of trans-FA at the lower levels of intake seen in most European countries (below 5 g/day) is still lacking. Two large epidemiological studies from the US found a significant, positive correlation between the dietary intake of trans-FA estimated from food frequency questionnaires and CHD risk. Studies based on the trans-FA content of adipose tissue have provided inconsistent results. The recent EURAMIC study did not find a correlation between adipose tissue trans-FA and CHD in most European countries. However, even this study does not rule out the presence of such a relationship in some northern European regions. These regional differences could for example be due to different sources of trans-FA (hydrogenated vegetable vs. marine oils). However, the significance of the source and composition of trans-FA for their atherogeneity, as well as the mechanisms involved, remain speculative.

Coronary Disease↗
PubMed1989

Effects of dietary trans-fatty acids on reproductive performance of Wistar rats.

1. Wistar rats were fed for three successive generations on a semi-purified diet, in which the fat was provided by butter, sunflower oil, rapeseed oil or hydrogenated vegetable fat, differing in the content of cis,cis-18:2 and trans-18:1 fatty acids. Effects of these fats on the composition of adipose tissue and reproductive performance were studied. Fatty acids were analysed using high-performance liquid chromatography. 2. The fatty acid pattern of adipose tissue was closely related to dietary fat composition and, established in the first generation, did not change significantly in successive generations of rats. 3. Hydrogenated fat adversely affected litter size, sperm morphology and regularity of oestrous cycle, and prolonged the period of gestation in experimental animals. Differences observed between the generations were not significant. 4. Hydrogenated fat decreased the level of serum testosterone in males, but the differences observed in levels of serum progesterone in females were not apparently related to the dietary trans-fatty acids.

Adipose Tissue↗
PubMed2003

Metabolic effects of trans fatty acids on an experimental dietary model.

The aim of the present study was to investigate the potential nutritional and metabolic impact of trans (t) fatty acids (FA) on an appropriate experimental dietary model. Since previously reported experimental designs have been matter of concern, we developed a dietary model to compare the effect of t isomers and/or the saturation of FA independently of other variables. Wistar rats were fed diets containing identical amounts of nutrients and high levels of dietary fats (200 g/kg) for 30 d. Dietary fat rich in t-FA was compared with fat rich in saturated (s) FA or rich in cis (c) FA, maintaining the same length of C chain of the FA. The fats were obtained through isomerization or hydrogenation of the c-FA present in the control fat. Apparent fat absorption, energy efficiency and triacylglycerol levels in serum and liver were different in rats fed t-FA or s-FA than c-FA. The apparent fat absorption was (%): s-FA 85.7 (sd 3.4)<t-FA 93.1 (sd 0.4)<c-FA 96.7 (sd 1.1) (P<0.05). The efficiency of energy utilization was lower in t-FA (11.7 %) and s-FA (18.5 %) diets, reaching statistical significance only between s-FA and c-FA. A striking finding was the change in the lipid profile in serum and liver. Serum and hepatic triacylglycerol levels were greater for t-FA and s-FA diets than in c-FA; however, the increases on serum triacylglycerol concentrations were greater with the s-FA diet and the increases on hepatic triacylglycerol content were greater with t-FA. Knowledge of the t-FA effects on this kind of experimental dietary model could contribute to determine the potential risk of t-FA intake for man.

Adipose Tissue↗
PubMed2002

Epidemiologic studies on dietary fats and coronary heart disease.

The results of large prospective epidemiologic investigations support the hypothesis that coronary disease risk depends on the quality rather than quantity of dietary fat. Whereas saturated fat and cholesterol appear to increase the risk of coronary heart disease (CHD) as predicted by their effects on blood lipids, strong evidence has emerged that the deleterious effects of trans unsaturated fatty acids (trans fatty acids) extend beyond those predicted by their well-known adverse influence on the ratio of low-density lipoprotein to high-density lipoprotein cholesterol. On the other hand, increased consumption of the polyunsaturated fats, linoleic acid and linolenic acid, appears to reduce the risk of CHD.

Coronary Disease↗
PubMed1980

Placental transport of trans fatty acids in the rat.

Placental transport of 9-trans [1-14C] octadecenoic (elaidic) and 9-trans,12-trans [1-14C] octadecadienoic (linoelaidic) acids was demonstrated in rats. On the 18th day of gestation, a 14C-labeled albumin complex of elaidic or linoelaidic acid was injected into the jugular vein of pregnant rats. For comparison, 9-cis [1-14C] octadecenoic (oleic) or 9-cis,12-cis [1-14C] octadecadienoic (linoleic) acid also was injected into the maternal circulation of rats. All animals were sacrificed 1 hr following injection. Lipid composition and distribution of label were determined in maternal plasma, placental and fetal tissues. Differences in specific activities of plasma, placental and fetal total lipids indicated a decreasing concentration gradient for both cis and trans isomers of octadecenoic and octadecadienoic acids. Distribution of radioactivity in various lipid components was determined by thin layer chromatography. Irrespective of the label, the highest percentage of total radioactivity was carried by triglycerides (TG) in maternal plasma (approximately 60-80%), and was incorporated mainly in phospholipids (PL) of fetal tissue (approximately 50-60%). A nearly equal distribution of the label was found between PL and TG of placental lipids (approximately 40%). Radioactivity of fatty acid methyl esters (FAME) determined by radio-gas liquid chromatography indicated that after injection of linoelaidate, radioactivity of maternal plasma, placental and fetal tissue FAME was associated only with t,t-18:2. Following injection of elaidate, all the radioactivity in placental FAME was associated with t-18:1; however, in fetal tissues, the label was distributed between 16:0 and t-18:1. These findings suggest that, in contrast to linoelaidic acid, rat fetal tissues can metabolize elaidic acid via beta oxidation to form acetyl CoA and palmitic acid.

Animals↗
PubMed1988

[Chemically prepared fats and Crohn disease. A pilot study of the occurrence of trans-fatty acids in the subcutaneous tissue of Crohn patients in comparison with healthy controls as a parameter of long-term fat intake].

In a pilot study the fatty acid pattern of subcutaneous adipose tissue from 22 patients with Crohn's disease and 22 subjects of a healthy control group was analyzed using glass capillary gas-liquid chromatography. Among all fatty acids amounting to at least 1% peak area of the chromatograms, only trans-octadecenoate differed significantly (p less than 0.05) between both study groups, the mean value being 2.39 +/- 0.83% in patients with Crohn's disease and 1.96 +/- 0.46% in healthy controls. Also the mean value of trans-hexadecenoate was significantly (p less than 0.05) higher in the Crohn group (0.25 +/- 0.07%) than in the control group (0.21 +/- 0.06%). There was a strongly positive linear correlation (p less than 0.001) between the trans-hexadecenoate and trans-octadecenoate values for the Crohn patients but not for the controls. Our results demonstrate that patients with Crohn's disease as a group consume more trans-monoene fatty acids than healthy controls, thus providing evidence for a higher intake of chemically processed fats like margarine, shortenings, frying and cooking fats. In further studies which are necessary to examine Guthy's hypothesis the fatty acid composition of adipose tissue should be followed up as an ideal marker of long-term dietary compliance.

Adipose Tissue↗
PubMed2005

Trans fatty acids and atopic eczema/dermatitis syndrome: the relationship with a free radical cis-trans isomerization of membrane lipids.

The formation of trans FA residues in membrane phospholipids may be due to a free radical-catalyzed isomerization process occurring to the cis unsaturated FA moieties. Radical stress is well documented in inflammatory processes of atopic diseases, but no data are yet available about a possible association with trans FA detected in these patients. We investigated the presence of trans lipid isomers in the erythrocyte and T-lymphocyte membranes of 26 children affected by atopic eczema/dermatitis syndrome (AEDS). Trans lipid isomers were found in both cell membranes, up to a total content of 2.7 and 4.9% of the FA composition, respectively. By using the geometrical trans lipid library derived from in vitro models of thiyl radical-catalyzed isomerization, oleic and arachidonic acid isomers were detected. The statistical significance was evaluated by comparison with an age-matched control group. These results suggest the role of an endogenous free radical isomerization path occurring to membrane unsaturated lipids, complementary to the dietary contribution, which can be involved in the lipid impairment in AEDS. This study contributes to lipidomic research regarding the double bond structure and the influence of a geometrical change of membrane lipids in physiology and diseases.

Chromatography, Gas↗