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PubMed1999

Effect of dietary conjugated linoleic acid on the composition of egg yolk lipids.

Forty-eight 27-wk-old White Leghorn hens were assigned randomly to four diets containing 0, 1.25, 2.5, or 5.0% conjugated linoleic acid (CLA). Hens were fed the CLA diets for 2 wk before eggs were collected for the study. Classes of egg yolk lipids were separated, and fatty acid concentrations in total lipid, triglyceride (TG), phosphatidylethanolamine (PE), and phosphatidylcholine (PC) were analyzed to determine the incorporation of dietary CLA isomers into different classes of egg yolk lipids. The amounts of CLA incorporated into lipid, PC, PE, and TG of egg yolk were proportional to the levels of CLA in the diet. However, more CLA was incorporated in TG than in PC and PE. The incorporation rates of different CLA isomers into different classes of lipids also were significantly different: cis-9, trans-11 and cis-10, trans-12 CLA were deposited more in TG, but cis-11, trans-13 CLA deposition in TG was significantly less. There were large differences in the concentrations of cis-8, trans-10 CLA in PC and PE. The inclusion of CLA into the diet influenced the metabolism of polyunsaturated fatty acids. The contents of 5,8,11,14-eicosatetraenoic, 9,12-octadecadienoic, and 9,12,15-octadecatrienoic acids were decreased as dietary CLA increased. Three isomers of hexadecadienoic acid were found in egg yolk lipids from hens fed 5% dietary CLA. The detection of hexadecadienoic acid isomers in lipid indicates that the utilization of CLA as an energy source after the first round of beta-oxidation may be less favorable than that of 9,12-octadecadienoic acid.

Animals↗
PubMed2006

Effects of dairy products naturally enriched with cis-9,trans-11 conjugated linoleic acid on the blood lipid profile in healthy middle-aged men.

BACKGROUND: Interest in the development of dairy products naturally enriched in conjugated linoleic acid (CLA) exists. However, feeding regimens that enhance the CLA content of milk also increase concentrations of trans-18:1 fatty acids. The implications for human health are not yet known. OBJECTIVE: This study investigated the effects of consuming dairy products naturally enriched in cis-9,trans-11 CLA (and trans-11 18:1) on the blood lipid profile, the atherogenicity of LDL, and markers of inflammation and insulin resistance in healthy middle-aged men. DESIGN: Healthy middle-aged men (n = 32) consumed ultra-heat-treated milk, butter, and cheese that provided 0.151 g/d (control) or 1.421 g/d (modified) cis-9,trans-11 CLA for 6 wk. This was followed by a 7-wk washout and a crossover to the other treatment. RESULTS: Consumption of dairy products enriched with cis-9,trans-11 CLA and trans-11 18:1 did not significantly affect body weight, inflammatory markers, insulin, glucose, triacylglycerols, or total, LDL, and HDL cholesterol but resulted in a small increase in the ratio of LDL to HDL cholesterol. The modified dairy products changed LDL fatty acid composition but had no significant effect on LDL particle size or the susceptibility of LDL to oxidation. Overall, increased consumption of full-fat dairy products and naturally derived trans fatty acids did not cause significant changes in cardiovascular disease risk variables, as may be expected on the basis of current health recommendations. CONCLUSION: Dairy products naturally enriched with cis-9,trans-11 CLA and trans-11 18:1 do not appear to have a significant effect on the blood lipid profile.

Adult↗
PubMed2003

Conjugated linoleic acid (CLA)-enriched milk fat inhibits growth and modulates CLA-responsive biomarkers in MCF-7 and SW480 human cancer cell lines.

Milk enriched in conjugated linoleic acid (CLA) was obtained from cows on pasture supplemented with full-fat rapeseeds (FFR; 2.26 g cis 9, trans 11 (c9,t11)-CLA/100 g fatty acid methyl esters) and full-fat soyabeans (1.83 g c9,t11-CLA100 g fatty acid methyl esters). A control milk fat (1.69 g c9,t11-CLA/100 g fatty acid methyl esters) was obtained from cows fed on pasture only. The present study assessed the potency of the CLA-enriched milk fats to modulate biomarkers that had previously been observed to respond to c9,t11-CLA in the MCF-7 and SW480 cell lines. Cell numbers decreased (P<0.05) by up to 61 and 58% following the incubation of MCF-7 and SW480 cells, respectively, for 4 d with milk fats (yielding CLA concentrations between 60.2 and 80.6 microM). The FFR milk fat, containing the highest CLA content, increased (P<0.05) [14C]arachidonic acid (AA) uptake into the monoacylglycerol fraction of MCF-7 and SW480 cells while it decreased (P<0.05) uptake into the phospholipid fraction of the latter. This milk fat also decreased (P<0.05) [14C]AA conversion to prostaglandin (PG) E2 while increasing conversion to PGF2alpha in both cell lines. All milk-fat samples increased (P<0.05) lipid peroxidation as measured by 8-epi-PGF2alpha in both cell lines. In SW480 cells the milk-fat samples decreased (P<0.05) bcl-2 and cytosolic glutathione levels while increasing (P<0.05) membrane-associated annexin V levels. All milk-fat samples decreased (P<0.05) the expression of ras in SW480 cells. These data suggest that milk-fat CLA was effective at modulating synthetic CLA-responsive biomarkers.

Animals↗
PubMed2006

Identification of conjugated linoleic acid elongation and beta-oxidation products by coupled silver-ion HPLC APPI-MS.

Atmospheric pressure photoionisation (APPI) was used in combination with silver-ion (Ag(+))-HPLC for detection of (conjugated) fatty acid methyl esters (FAME) by tandem-mass spectrometry. APPI-MS of methyl esters of conjugated linoleic acid showed an increase in signal-to-noise ratio by a factor of 40 compared to atmospheric pressure chemical ionization in the positive mode. It was possible to identify double bond position, configuration and chain length of FAME based on chromatographic separation and mass detection. The developed LC-MS method is useful for the analysis of CLA elongation and beta-oxidation products, especially with trans,trans-configuration, which are difficult to analyze by conventional GC-MS techniques.

Atmospheric Pressure↗
PubMed2001

Metabolizable energy value of conjugated linoleic acid for broiler chicks and laying hens.

Two experiments with broiler chicks and one experiment with laying hens were conducted to determine the MEn value of conjugated linoleic acid (CLA). In Experiment 1, for 8 d, 16-d-old chicks were fed diets in which 4, 8, or 12% of CLA Source A or 4, 8, or 12% of soybean oil (SO) was substituted for glucose. Dietary MEn increased linearly (P < or = 0.001) with increments of CLA Source A or SO. Regression analysis relating increases in dietary MEn and increments of the dietary fat sources showed that the MEn values of CLA Source A and SO, when evaluated separately, were 7,419 and 8,429 kcal/kg, respectively. In Experiment 2, feed was withheld from laying hens for 38 h and then the hens were force-fed diets containing 15% glucose, 15% CLA Source A, or 15% SO (two feedings of 30 g each). Excreta samples were collected for 36 h after the last feeding. The MEn values obtained for CLA Source A and SO were 8,517 and 8,437 kcal/kg, respectively. The MEn of CLA Source B (higher in unsaturated fatty acids than CLA Source A) was determined in Experiment 3 by feeding diets containing 4, 8, or 12% CLA Source B to 14-d-old chicks. Increases in dietary MEn with increments of CLA Source B were curvilinear, with resulting MEn of 9,375 to 9,588 kcal/kg of fat when CLA Source B was fed at 4 or 8% of the diet and 7,917 kcal/kg when fed at 12% of the diet. Results of this research show that CLA sources can contribute substantial energy to diets, but the MEn value of CLA sources for young chicks varies with fatty acid composition and dietary concentration.

Animal Feed↗
PubMedDate not supplied

Influence of dietary linoleic acid on cardiac function and prostaglandin release and on the effects of isoprenaline in the isolated rat heart.

We studied the effects of dietary linoleate on cardiac function and on the effectiveness of isoprenaline in isolated rat heart preparations. Male Wistar rats were fed either a diet rich in linoleic acid (LA) (25% of digestible energy as sunflower oil, 5% lard) or an LA-deficient diet (30% hydrogenated palm kernel oil). Control rats received a standard lab chow. Under certain experimental conditions the LA-rich diet resulted in increased contractile force, coronary flow rate, and prostaglandin (PG) release (PG-like substances and PGI2) and in a reduction in heart rate. These effects were modified by the duration of the feeding period and/or the age of the animals. In isolated perfused hearts of rats fed on a diet rich in LA for a 10-week period the inotropic effects of isoprenaline were diminished, whereas the isoprenaline-induced increase in coronary flow rate was augmented. The PG-releasing effect of isoprenaline was antagonized by the LA-rich diet. Preliminary in vivo investigations support these in vitro results. The mechanisms by which dietary LA influences cardiac function and the effectiveness of isoprenaline remain unclear.

Animal Feed↗
PubMed2002

Influence of a conjugated linoleic acid mixture on growth, organ weights, carcass traits and meat quality in growing pigs.

Grain soybean meal diets, either with 2% of a conjugated linoleic acid (CLA) preparation or with 2% rapeseed oil (control), were tested in 2 x 40 pigs, Pietrain x (Landrace x Large White), each group with 20 female in the live weight range 23.5-117.0 kg and 20 male-castrated pigs in the live weight range 23.5-110.6 kg. The CLA-content of the preparation amounted to 54.0% cis/trans + trans/cis, 8.7% cis/cis and 32.7% trans/trans isomers. Daily weight gain, feed intake and feed : gain ratio were not influenced by the diets tested. The carcass lean increased significantly from 57.2% of the control group to 58.7% in the CLA group (p < 0.05). The male-castrated showed a stronger CLA effect than the female pigs - not only was the carcass lean significantly increased by 2%, but backfat thickness was significantly decreased by 2.8 mm, i.e. minus 11% (as compared with barrows of the control). The meat of CLA-fed pigs had a higher conductivity. A CLA effect on further meat quality characteristics (pH 45 min post-mortem, impedance, colour criteria, intramuscular fat, drip loss, frying loss, shear force, sensory attributes) could not be detected. There were some significant correlations between the meat quality attributes.

Adipose Tissue↗
PubMed2005

Interaction of fish oil and conjugated linoleic acid in affecting hepatic activity of lipogenic enzymes and gene expression in liver and adipose tissue.

The interaction of dietary fish oil and conjugated linoleic acid (CLA) in affecting the activity of hepatic lipogenic enzymes and gene expression in liver and adipose tissue was examined in mice. A diet containing 1.0% CLA, mainly composed of 9cis,11trans- and 10trans,12cis-octadecadienoic acids at equivalent amounts, greatly decreased adipose tissue weight and serum concentrations of leptin and adiponectin and was accompanied by a downregulation of the expression of various adipocyte-abundant genes in epididymal adipose tissue. However, CLA increased the serum insulin concentration fourfold, and it caused hepatomegaly, with huge increases in the triacylglycerol level and the activity and mRNA levels of hepatic lipogenic enzymes. Different amounts (1.5, 3, and 6%) of fish oil added to CLA-containing diets dose-dependently downregulated parameters of lipogenesis and were accompanied by a parallel decrease in the triacylglycerol level in the liver. The supplementation of CLA-containing diets with fish oil was also associated with an increase in fat pad mass and mRNA levels of many adipocyte-abundant genes in epididymal adipose tissue along with a normalization of serum concentrations of leptin and adiponectin in a dose-dependent manner. However, in mice fed a diet containing 1.5% fish oil and CLA in whom fat pad mass was still low and comparable to that in the animals fed CLA alone, the serum insulin concentration greatly exceeded (twofold) the value observed in mice fed CLA alone, indicating an aggravation of insulin resistance. This hyperinsulinemia was ameliorated with increasing amounts of fish oil in the diets. Apparently, many of the physiological effects of CLA can be reversed by fish oil.

Adipose Tissue↗
PubMed1999

Dietary conjugated linoleic acid influences the immune response of young and old C57BL/6NCrlBR mice.

Aging is associated with a decline in the immune response in mammals. Conjugated linoleic acid (CLA) has been suggested to have immunoenhancing properties. We examined the influence of dietary CLA on the immune response of young and old mice. Forty young (4 mo) and 40 old (22 mo) mice consumed ad libitum diets containing 0 or 1 g CLA /100 g for 8 wk. Splenocytes from half of the mice were isolated to evaluate proliferation to concanavalin A (Con A) (0.5, 1.5, 5.0 mg/L) and phytohemagglutinin A (PHA) (5, 20, 40 mg/L) and lipopolysaccharide (LPS) (5, 15, 30 mg/L), natural killer cell (NK) activity and prostaglandin (PG)E2 and interleukin (IL)-2 production. The remaining mice were used to evaluate in vivo delayed-type hypersensitivity (DTH) skin response. There was a significant decline due to age in response to all three mitogens tested (P < 0. 05). CLA supplementation significantly increased all CLA isomers measured in hepatic neutral lipids and phospholipids (P < 0.05). Young mice fed 1% CLA had greater splenocyte proliferation in response to Con A (0.5 and 5.0 mg/L) and PHA (40 mg/L) (P < 0.05) than young mice fed control diet. Old mice fed 1 g CLA/100 g had significantly higher proliferative response to optimal concentrations of Con A (1.5 mg/L) (P < 0.001) than the mice fed the control diet. Old mice fed the control diet had significantly lower splenocyte IL-2 production than the young mice (P < 0.005). CLA-supplemented young mice had significantly higher splenocyte IL-2 production than those fed the control diet (P < 0.05). CLA had no effect on NK cell activity, PGE2 production or DTH in young or old mice. Further studies are needed to determine the mechanism of CLA-induced enhancement of IL-2 production and T cell proliferation.

Aging↗
PubMed2006

Effects of dietary conjugated linoleic acid on production and metabolic parameters in transition dairy cows grazing fresh pasture.

Supplementation with a high dose (600 g/d) of rumen inert conjugated linoleic acids (RI-CLA) inhibits milk fat synthesis in total mixed ration (TMR)-fed dairy cows immediately post partum. However, effects of RI-CLA on milk fat and bioenergetic parameters during the transition period in grazing cows have not been investigated. Multiparous Holstein cows (n=39) grazing pasture were randomly assigned to one of three treatments: (1) pasture (PAS), (2) PAS+540 g/d Hyprofat (palm oil; HYPRO) and (3) PAS+600 g/d RI-CLA. HYPRO and RI-CLA supplements were isoenergetic, fed twice daily at 7.00 and 16.00 and provided 0 and 125 g CLA/d, respectively. Treatments began 27+/-10 d prepartum and continued until 36+/-1 days in milk (DIM). There was little or no overall effect of RI-CLA on content or yield of milk protein and lactose. RI-CLA supplementation decreased overall milk fat content and yield with RI-CLA-induced milk fat depression (MFD) becoming significant by day 3 when compared with PAS and by day 6 when compared with HYPRO. MFD continued to increase in severity during the first 24 d post partum after which MFD reached a plateau (approximately 40%; RI-CLA v. HYPRO). Pasture-fed cows produced less milk (19.4 kg/d) than the lipid-supplemented groups and although there were no overall differences in milk yield between RI-CLA and HYPRO (22.3 kg/d) a curvilinear relationship (R2=0.57) existed between the RI-CLA-induced milk yield response and extent of MFD. RI-CLA tended to increase milk yield (1.8 kg/d) compared with HYPRO until MFD exceeded 35% (approximately day 21), after which point the positive milk yield response was eliminated. Milk fat trans-10, cis-12 CLA content averaged 0.25 g/100 g in the RI-CLA treatment, was temporally independent, and was undetectable in PAS and HYPRO treatments. Based on the milk fat 14ratio1/14ratio0 ratio, RI-CLA decreased the overall Delta9-desaturase system compared with PAS and HYPRO. Compared with HYPRO, RI-CLA had no effect on plasma glucose, insulin, leptin, or NEFA concentrations. Results indicate that a high RI-CLA dose decreases milk fat synthesis and tends to increase milk yield immediately post partum in pasture-fed cows; however, excessive MFD (>35%) appears to be associated with a diminished milk yield response.

Animals↗
PubMed2001

Determination of conjugated linoleic acid (CLA) concentrations in milk chocolate.

The fatty acids from a series of milk-chocolate-based confectionery samples were analyzed as methyl esters by GC to determine the presence and amount of conjugated linoleic acid (CLA). A single peak corresponding to the 9-cis,11-trans isomer and ranging from less than 0.1% to nearly 0.2% of the total fatty acids, corresponding to up to 0.3 mg per g of chocolate, was observed. One of the chocolate extracts and a milk extract were subjected to silver ion HPLC and GC-MS in order to confirm the identity of the major isomer and tentatively identity minor isomers.

Animals↗
PubMed2006

Conjugated linoleic acid inhibits osteoclast differentiation of RAW264.7 cells by modulating RANKL signaling.

Bone destruction is a pathological hallmark of several chronic inflammatory diseases, including rheumatoid arthritis, periodontitis, and osteoporosis. Inflammation-induced bone loss of this sort results from increased numbers of bone-resorbing osteoclasts. Numerous studies have indicated that conjugated linoleic acid (CLA) positively influences calcium and bone metabolism. Gene-deletion studies have shown that receptor activator of nuclear factor-kappaB ligand (RANKL) is one of the critical mediators of osteoclastogenesis. In this report, we examine the ability of CLA to suppress RANKL signaling and osteoclastogenesis in RAW264.7 cells, a murine monocytic cell line. Treatment of these cells with RANKL activated nuclear factor-kappaB (NF-kappaB), and preexposure of the cells to CLA significantly suppressed RANKL-induced NF-kappaB activation, including phosphorylation of I-kappaBalpha, degradation of I-kappaBalpha, and nuclear translocation of p65. RANKL induced osteoclastogenesis in these monocytic cells, and CLA inhibited RANKL-induced tumor necrosis factor-alpha production and osteoclast differentiation, including osteoclast-specific genes such as tartrate-resistant acid phosphatase, cathepsin K, calcitonin receptor, and matrix metalloproteinase-9 expression and osteoclast-specific transcription factors such as c-Fos, nuclear factor of activated T-cells expression, and bone resorption pit formation. CLA also inhibited RANKL-induced activation of mitogen-activated protein kinase p38 but had little effect on c-Jun N-terminal kinase activation. Collectively, these data demonstrate for the first time that CLA inhibits osteoclastogenesis by modulating RANKL signaling. Thus, CLA may have important therapeutic implications for the treatment of bone diseases associated with enhanced bone resorption by excessive osteoclastogenesis.

Acid Phosphatase↗
PubMed1977

[Enzymatic breakdown of linoleic acid hydroperoxides to volatile carbonyl compounds by isomerase from barley (author's transl)].

Barley protein fractions with active isomerase, purified by means of gelchromatography were incubated at room temperature with linoleic acid hydroperoxides (LHPO), containing 9-hydroperoxy-10-trans,12-cis-octadecadienoic acid (9-LHPO) and 13-hydroperoxy-9-cis,11-trans-octadecadienoic acid (13-LHPO) in the ratio of about 1:1. The volatile compounds resulting from the reaction have been isolated, concentrated and investigated by means of gas- and radio-gaschromatography. In the case of incomplete LHPO-breakdown remaining hydroperoxides and nonvolatile breakdown products have been separated before gaschromatographic analysis. In addition to hexanal as main product, traces of 2-tr-heptenal and 2-tr-octenal were found; about 6% of the converted hydroperoxides were transformed to carbonyl compounds. By numerous additional experiments it was confirmed that the volatile compounds are formed by enzymatic catalysis.

Biodegradation, Environmental↗
PubMed2004

Isomers of conjugated linoleic acid decrease plasma lipids and stimulate adipose tissue lipogenesis without changing adipose weight in post-prandial adult sedentary or trained Wistar rat.

The respective effects and interactions of supplementation with two conjugated linoleic acid (CLA) isomers and exercise on plasma metabolic profile, activity of lipogenic enzymes and cellularity in two adipose tissue sites, those of the liver and heart, were examined in adult Wistar rats. Rats that were either sedentary or exercise-trained by treadmill running were fed one of four diets: a diet without CLA; a diet with either 1% cis 9, trans 11 CLA or 1% trans 10, cis 12 CLA; or a mixture of both isomers (1% of each) for 6 weeks. We observed that the exercise decreased lipogenic enzyme activities in epididymal and perirenal adipose tissue. Plasma cholesterol, insulin, and leptin concentrations were lower in exercise-trained rats than in sedentary rats. The ingestion of either CLA mixture or the trans 10, cis 12 CLA increased lipogenic enzyme activities in epididymal tissue and more markedly in perirenal adipose tissue, especially in sedentary rats, and without affecting adipose tissue weight or cellularity. A similar effect of trans 10, cis 12 CLA was observed in regard to malic enzyme activity in the liver. In addition, this isomer decreased plasma lipid and urea concentrations and increased plasma 3-hydroxybutyrate levels. The ingestion of cis 9, trans 11 CLA increased fatty acid synthase activity in perirenal adipose tissue in sedentary rats and decreased plasma cholesterol and leptin concentrations. These results show that isomers of CLA decrease plasma lipids and stimulate adipose tissue lipogenesis without changing adipose weight in adult sedentary or exercise-trained rat, thus suggesting a stimulation of adipose tissue turnover.

Adipose Tissue↗
PubMed2000

Measuring antioxidant efficiency of wort, malt, and hops against the 2,2'-azobis(2-amidinopropane) dihydrochloride-induced oxidation of an aqueous dispersion of linoleic acid.

This paper presents a simple, convenient method for determining the efficiency of antioxidants in aqueous systems. Production of conjugated diene hydroperoxide by oxidation of linoleic acid in an aqueous dispersion is monitored at 234 nm. 2, 2'-Azobis(2-amidinopropane) dihydrochloride is used as a free radical initiator. Among 12 antioxidants tested, phenolic compounds proved to be the most efficient, both kinetically and in terms of the inhibition time (T(inh)). Applied to wort, malt, and hops, the method confirmed a significant antioxidant activity in such products, especially hops. This assay can be used to follow oxidative changes throughout the brewing process and to understand the contribution of each raw material.

Amidines↗
PubMed2004

Gas chromatographic method for analysis of conjugated linoleic acids isomers (c9t11, t10c12, and t9t11) in broth media as application in probiotic studies.

A gas chromatography (GC) procedure is assayed for analysis of conjugated linoleic acid (CLA) isomers cis-9, trans-11-octadecadienoic (c9t11); trans-10, 12 cis-octadecadienoic (t10c12); and trans-9, trans-11-octadecadienoic (t9t11) in culture broth by GC using NaOH-BF3 in methanol for methylating and a long capillary (100 m) high-polarity column. Repeatability of the method is assessed; the coefficient of variation for CLA isomers ranges from 4.62 for c9t11 to 8.19 for t9t11. Recovery ranges between 88.01 and 89.76, with a mean value of 89.06 for all CLA isomers studied. This method may be considered advantageous for analysis of CLA isomers in probiotics cultures samples.

Chromatography, Gas↗
PubMed2005

Separation of conjugated linoleic acid isomers by cyclodextrin-modified micellar electrokinetic chromatography.

A cyclodextrin-modified micellar electrokinetic chromatography (CD-MEKC) method was developed for separating conjugated linoleic acid (CLA) isomers. All the seven CLA isomers (9cis,11cis-CLA, 9cis,11trans-CLA, 9trans,11trans-CLA, 10trans,12cis-CLA, 11cis,13cis-CLA, 11cis,13trans-CLA and 11trans,13trans-CLA) were completely separated in the optimized conditions (4% (w/v) beta-cyclodextrin (beta-CD), 54 mM sodium dodecyl sulphate (SDS), 80 mM borate (pH 9.0), 8 M urea, 4% (v/v) ethanol, 30 kV and 15 degrees C). The CD-MEKC method was superior to the gas chromatographic (GC) and silver-ion high-performance liquid chromatographic (Ag(+)-HPLC) methods that were generally used in analyzing CLA isomers.

Chromatography, Micellar Electrokinetic Capillary↗