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Structure and synthesis of a lipid-containing bacteriophage. Effects of lipids containing cis or trans fatty acids on the reconstitution of bacteriophage PM2.

Infectious PM2 virus paticles could be reconstituted in vitro from a mixture of nucleocapsid, phospholipids containing cis fatty acids, and proteins I and II. The presence or absence of acyl phosphatidylglycerol, a minor lipid component of thevirion, did not affect the reconstitution of infectious particles, even though it was incorporated into the particles when present. When phosphatidylglycerol was completely replaced by acyl phosphatidylglycerol in the reconstitution mixture, no infections particles were formed. Lipids containing either cis or trans fatty acids were also used for reconstitution in vitro of the lipid-containing bacteriophage PM2. Regardless of the ratio of phosphatidlyglycerol to phospatidylethanolamine in the reconstitution mixture, infectious particles were formed and had almost the same phospholipid composition when lipids containing cis-palmitoleic acid were used; no infectious particles were obtained when lipids containing trans-palmitoleic acid were used. In the latter case, virus-like particles were, however, formed. Reconstituted particles containing cis fatty acids were infectious when tested on wild type Pseudomonas BAL-31 as well as on the unsaturated fatty acid auxotroph grown in the presence of either cis or trans-palmitoleic acid. Reconstituted particles containing trans fatty acids were not infectious on any of these cells. When trans fatty acids as well as cis fatty acids were present in the reconstitution mixture, then there was a lower yield of infectious particles. Particles with either cis or trans fatty acids had all four viral proteins and adsorbed to BAL-31 host cells in a specific manner.

Bacteriophages↗

Adipose tissue trans fatty acids and breast cancer in the European Community Multicenter Study on Antioxidants, Myocardial Infarction, and Breast Cancer.

To investigate the relationship between trans fatty acids and postmenopausal breast cancer in European populations differing greatly in their dietary fat intakes, a case control study using adipose tissue stores of trans fatty acids as a biomarker of exposure was conducted. Subjects included 698 postmenopausal incident cases of primary breast cancer and controls randomly drawn from local population and patient registries, ages 50-74 Concentrations of individual trans fatty acids in gluteal fat biopsies were measured in these women. The adipose concentration of trans fatty acids showed a positive association with breast cancer. The covariate-adjusted association with breast cancer. The covariate-adjusted OR was 1.40 (95% confidence interval: 1.02, 1.93) for the difference between the 75th and 25th percentiles of total adipose trans. The adjusted OR for trans in the lowest tertile of polyunsaturated fatty acid reached 3.6 (2.2, 6.1). These associations were not attributable to differences in age, body mass index, exogenous hormone use, or socioeconomic status. These findings suggest an association of adipose stores of trans fatty acids with postmenopausal breast cancer in European women. They require confirmation in other populations, with concomitant consideration of the potential roles of dietary saturated and monounsaturated fats.

Adipose Tissue↗

Trans fatty acids induce apoptosis in human endothelial cells.

The present study was designed to investigate the hypothesis that trans fatty acids can induce apoptosis of human umbilical vein endothelial cells (HUVEC). To test this hypothesis apoptosis was measured in HUVEC treated with 0.1, 1.0 or 5.0 mM trans elaidic acid (t-18:1) or linoelaidic acid (t,t-18:2) for 24 hours. For the detection of apoptosis, TdT-mediated dUTP nick end labelling assay (TUNEL), cell binding of annexin V and propidium iodide uptake were measured. Active Caspase-3 and cleaved PARP (poly-ADP-ribose polymerase) were also measured in the cell lysate. Moreover, cellular ability to produce ROS (reactive oxygen species) was measured by DCF fluorescence Both acids studied induce both early (annexin-positive cells) and late stages of apoptosis (cells stained by propidium iodide) in a dose-dependent manner. Also the appearance of TUNEL-positive cells was induced by both trans fatty acids tested, in a dose dependent manner. Both trans acids induce apoptosis through their effect on Caspase-3 activity and on intracellular ROS production. It is worth emphasising that linoelaidic acid proved to be a more potent inducer of apoptosis and ROS production in endothelial cells than elaidic acid. The present studies suggest that trans fatty acids may play a role in damaging and death of vascular endothelial cells in atherosclerosis.

Apoptosis↗

Low-saturated fat, low-cholesterol diet in 3-year-old children: effect on intake and composition of trans fatty acids and other fatty acids in serum phospholipid fraction-The STRIP study. Special Turku coronary Risk factor Intervention Project for children.

OBJECTIVE: We evaluated whether replacing a proportion of saturated fat with vegetable oils in the diet of young children increases trans fatty acid intake. STUDY DESIGN: Dietary counseling aimed to reach a dietary fat ratio of unsaturated to saturated fat of 2:1 within a total fat intake of 30% to 35% of energy (E%). Four-day food records of 813 3-year-old children were analyzed, and serum phospholipid fatty acid compositions of 25 randomly selected intervention children and 17 control children were analyzed. RESULTS: trans fatty acid intake of the intervention and control children was small (0.8 E% and 0.6 E%, respectively; P <.001). The relative content of serum phospholipid trans 18:1 was closely similar in intervention and control children (1.0% and 0.9% of all fatty acids, respectively). Trans fatty acid intake and serum trans 18:1 correlated poorly with children's serum cholesterol and HDL cholesterol concentrations and inversely with serum phospholipid arachidonic to linoleic acid ratio (r = -0.373). CONCLUSIONS: Trans fatty acid intake of children in Finland is minimal. Dietary intervention replacing saturated with unsaturated fatty acids is safe because it does not increase trans fatty acid intake or the relative content of trans fatty acids in the serum phospholipid fraction.

Arachidonic Acid↗

A high-trans fatty acid diet and insulin sensitivity in young healthy women.

Epidemiological and experimental studies suggest that a diet rich in saturated fat affects insulin sensitivity. Monoenes and dienes that have an usaturated bond with the trans configuration (trans fatty acids) resemble saturated fatty acids with respect to structure, but no published data are available on the effect of trans fatty acids on insulin sensitivity. Therefore, the effects of diets high in trans fatty acids (TFA diet) and oleic acid (monounsaturated fat [MUFA] diet) on glucose and lipid metabolism were studied in 14 healthy women. Subjects consumed both experimental diets for 4 weeks according to a randomized crossover study design. Both experimental diet periods were preceded by consumption of a standardized baseline diet for 2 weeks. The diets provided 36.6% to 37.9% of energy (E%) as fat. In the TFA diet, there was 5.1 E% trans fatty acids, and in the MUFA diet, 5.2 E% oleic acid, substituted for saturated fatty acids in the baseline diet. A frequently sampled intravenous glucose tolerance test (FSIGT) was performed at the end of the experimental diet periods. Glucose effectiveness (S(G)) and the insulin sensitivity index (S(I)) did not differ after the two experimental diet periods. There was also no difference in the acute insulin response between the diets. The total cholesterol to high-density lipoprotein (HDL) cholesterol ratio and serum total triglyceride, HDL, and low-density lipoprotein (LDL) triglyceride and apolipoprotein B (apoB) concentrations were higher (P < .05) after the TFA diet. In conclusion, in young healthy women, the TFA diet resulted in a higher total/HDL cholesterol ratio and an elevation in triglyceride and apo B concentrations but had no effect on glucose and insulin metabolism compared with the MUFA diet.

Adult↗

Trans fatty acids: implications for health, analytical methods, incidence in edible fats and intake (a review).

Trans fatty acids (TFA) are supposed to be related to a variety of physiological effects. Numerous studies in this field are gathered and compared, which mainly deal with the influences on lipoprotein levels in plasma and their effects with regard to coronary heart diseases. Furthermore, the analytical accessibility of trans fatty acids by different methods is presented. Thus, the most reliable method for an exact quantitation of trans fatty acids in edible fats is the combination of Ag-TLC with GC. The contents of TFA, in particular trans-octadecenoic acids, in bovine and human milk fat, in partially hydrogenated vegetable fats and oils as well as in processed food from different countries, determined in numerous studies, are summarized. Especially results on the isomeric distribution of positional isomers of trans-octadecenoic acid may be of future interest, since negative metabolic activities might only originate from certain isomers. Finally, intake rates of TFA in several countries are presented. It can be concluded that there still is need for further nutritional studies and that the discussion about TFA should not neglect the comparison with the saturated fatty acids C12, C14 and C16.

Animals↗

Trans fatty acids, lipoproteins, and coronary risk.

Most dietary fatty acids contain at least one double bond, which is usually in the cis configuration. However, biohydrogenation in the rumen of cows and sheep, or catalytic hydrogenation of vegetable oils in the food industries, will convert some of the cis double bonds to the trans configuration. Trans fatty acid intake in western Europe and North America probably ranges from 5 to 15 g/day. Major dietary sources are frying fats used in industrial food preparation, margarines, and other spreads. In the past, margarines contained up to 50% trans fatty acids; however, these are now being phased out. Trans fatty acids raise serum low density lipoprotein (LDL) cholesterol and lower high density lipoprotein (HDL) cholesterol in humans when substituted for cis unsaturated fatty acids in the diet. These effects may be mediated by the cholesteryl ester transfer protein. Trans fatty acids also increase lipoprotein (a) levels relative to other fatty acids. The effects of trans fatty acids on the risk profile for coronary heart disease are thus unfavorable, and labels of food products should state the trans fatty acid content.

Cholesterol, HDL↗

The effect of the regulation on trans fatty acid content in Danish food.

The content of trans fatty acids (TFA) in Danish food has been monitored for the last 30 years. In margarines and shortenings the content of TFA has steadily declined from about 10 g/100 g margarine in the seventies to practically no TFA in margarines in 1999. In order to efficiently reduce the health risk related to TFA, Denmark decided to impose a maximum level of 2 g/100 g fat on industrially produced TFA (IP-TFA) with the Danish Order no. 160 of March 2003, as labelling was deemed insufficient to protect the consumers, especially risk groups like children or people with high intake of fast foods. A broader range of food was monitored with 253 samples in 2003 and 148 samples in 2005 after the Danish regulation was in effect. The investigations show that the TFA content has been reduced or removed from the products with high TFA content originally, like French fries, microwave oven popcorn and various bakery products, so IP-TFA are now without any significance for the intake of TFA in Denmark.

Child↗

trans fatty acids and systemic inflammation in heart failure.

BACKGROUND: trans fatty acid (TFA) intake increases systemic inflammation in healthy persons. However, the effect in patients with established heart disease is unknown. OBJECTIVE: Our aim was to determine whether TFAs are associated with systemic inflammation in patients with established heart disease. DESIGN: Red blood cell membrane TFAs, a biomarker of dietary intake, and inflammatory marker concentrations were ascertained in 86 ambulatory patients with established heart failure. Associations between TFA levels and inflammatory markers were evaluated by linear regression. RESULTS: Mean (+/-SD) TFA levels were 1.8 +/- 0.4% of membrane fatty acids (range: 0.7-2.9%). For each inflammatory marker, associations are presented as the absolute difference and percentage difference from the mean for each 1% higher membrane TFA level. After adjustment for age, sex, body mass index, diabetes, smoking, ejection fraction, New York Heart Association class, ischemic etiology, statin use, and serum glucose, TFA levels were positively associated with interleukin (IL) 1beta (difference from mean: 0.38 pg/mL; percentage difference from mean: 66%; P=0.04), IL-1 receptor antagonist (4033 pg/mL; 297%; P=0.006), IL-6 (9.5 pg/mL; 123%; P=0.006), IL-10 (241 pg/mL; 183%; P=0.02), tumor necrosis factor (TNF) alpha (256 pg/mL; 249%; P=0.02), TNF receptor 1 (537 pg/mL; 41%; P=0.03), TNF receptor 2 (39 242 pg/mL; 247%; P=0.001), monocyte chemoattractant protein 1 (117 pg/mL; 119%; P=0.004), and brain natriuretic peptide (40 pg/mL; 57%; P=0.04). Further adjustments for other patient characteristics did not significantly alter the results. CONCLUSION: TFAs are strongly associated with systemic inflammation in patients with heart disease, which suggests that attention to TFA intake may be important for secondary prevention efforts.

Biomarkers↗

Reassessment of trans fatty acid availability in the US diet.

This report updates our 1984 estimate of the amount of trans fatty acids available for consumption in the US diet, namely 7.6 g.person-1.d-1, for 1989. Compared with 1984 data, we found essentially no change in 1989 for the per capita availability of trans fatty acids from total food service fats and oils. The 1989 value we obtained for industrial fats and oils is somewhat higher than the value we reported for 1984, in part because more complete data were available for 1989. In contrast, however, since 1984 the per capita availability of trans fatty acids from household salad and cooking oils, household shortenings, and all margarines and spreads (retail, food service, and industrial) has decreased. Overall, our reassessed (1989) value for total trans fatty acid availability is 8.1 g.person-1.d-1, which is similar to our original estimate. This total may increase slightly (approximately 0.3 g.person-1.d-1) as a result of the recent switch by many establishments from the use of tallow to partially hydrogenated vegetable oils for frying.

Dairy Products↗

Fatty acid composition of caprine milk: major, branched-chain, and trans fatty acids.

The fatty acid composition of caprine milk fat was studied using capillary gas chromatography. Milk was obtained from five goat herds belonging to different breeders in the Murcia region (Spain) and collected monthly (from November to May). The results showed significant differences among herds mainly in long-chain fatty acids (C16:0, C18:0, and C18:2). There were five branched-chain fatty acids (iso- and anteiso-C15:0, iso- and anteiso-C17:0, and iso-C16:0) with > 0.1% of the total fatty acid methyl esters and another 31 (the most monomethylated) with < 0.1%, including 4-ethyloctanoate, which is implicated in goat-like flavors. To study the content of trans unsaturated fatty acids, the fatty acid methyl esters were previously fractionated by AgNO3-thin layer chromatography. The mean contents of trans-C16:1 and trans-C18:1 were 0.16 and 2.12%, respectively. The distribution profile of trans-C18:1 was also studied.

Animals↗

Trends in the trans-fatty acid composition of the diet in a metropolitan area: the Minnesota Heart Survey.

OBJECTIVE: In this study, we examine trends in dietary intake of trans-fatty acids from 1980-1982 to 1995-1997 using data collected as part of the Minnesota Heart Survey (MHS). DESIGN: The MHS is an ongoing observational epidemiologic study among independent cross-sectional probability samples of adults. Twenty-four-hour dietary recalls were collected on a subset of participants. To obtain trans-fatty acid intake estimates, the dietary recall records were recalculated using the University of Minnesota Nutrition Coordinating Center Food and Nutrient Database. Subjects/setting The survey population included noninstitutionalized adults aged 25 to 74 years residing in the Minneapolis-St. Paul, MN, metropolitan area. Statistical analysis Mean intake estimates were generated for each survey, and a generalized linear mixed model was used to test the null hypothesis of no difference in the age-adjusted sex-specific means between 1980-1982, 1985-1987, 1990-1992, and 1995-1997. RESULTS: Downward trends in dietary intake of trans-fatty acids were found between 1980-1982 and 1995-1997. For example, for men mean intake of total trans-fatty acids declined from 8.3 g per day in 1980-1982 to 6.2 g per day in 1995-1997 (P<.001). Represented as a percentage of energy, similar declines were seen with mean intake of total trans-fatty acids decreasing from 3.0% of total energy in 1980-1982 to 2.2% of total energy in 1995-1997 (P<.001). APPLICATIONS/CONCLUSIONS: It seems that intake of trans-fatty acids is on the decline. Consideration should be given to additional changes in the food supply and consumer food choices that may result in further reduction in consumption of trans-fatty acids.

Adult↗

[Dietary trans fatty acid intake and serum lipid profile in Japanese-Brazilians in Bauru, São Paulo, Brazil].

This study describes the contribution of changes in trans fatty acid intake in relation to serum lipoproteins. A total of 328 Japanese-Brazilians of the first (Issei) and second (Nisei) generations, aged 40-79 years in 1993, were assessed in two cross-sectional surveys on health and nutritional status in 1993 and 2000. Multiple linear regression models were used with changes (2000/ 1993) in serum lipoproteins as the dependent variable and changes in dietary trans fatty acids (adjusted for total calories) as independent variable. In both genders a significant reduction was observed in total intake of trans fatty acids with lower LDL and increased HDL serum levels during 7-year follow-up. The mean intakes of trans fatty acids (% of total energy) in 1993 and 2000 were: 5.1% and 3.4% for women and 4.7% and 3.3% for men, respectively. Although the association between changes in dietary trans fatty acids and serum lipoprotein was not statistically significant, on average the intake of this trans fat was higher than the WHO recommendation (up to 1% of total energy).

Adult↗

[Content of trans-fatty acids in convenience food].

Dietary intake of trans fatty acids (TFA) has recently been linked to the incidence of coronary heart disease. Partially hydrogenated oils and milk and depot fat of ruminant animals are widely regarded as the major sources of dietary TFA. Data concerning TFA contents of industrially prepared food, so-called convenience food, are, however, scarce. Therefore, the fatty acid composition of 52 canned meat products, 51 dry products (soups and sauces), 51 bakery products and snacks, and 74 ready prepared meals (canned or deep-frozen) was examined by gas/liquid chromatography. Canned meat products or prepared meals are no major sources for dietary TFA. Both product groups provided less than 1 g/100 g meat or serving. Contrary to this, dried food items may contain up to 9 g TFA/100 g product.

Animals↗

Monounsaturated trans fatty acids, elaidic acid and trans-vaccenic acid, metabolism and incorporation in phospholipid molecular species in hepatocytes.

The incorporation of [14C]elaidic acid (trans18:1(n-9)) in phosphatidylcholine and phosphatidylethanolamine molecular species in isolated rat liver cells has been studied, and the results compared with the incorporation, previously published (B. Woldseth et al. Biochim Biophys Acta 1993; 1167: 296-302), of [14C]palmitic acid (16:0) and [14C]stearic acid (18:0) and with that of [14C]oleic acid (cis18:1(n-9)). The pattern of incorporation in phospholipid molecular species is similar to that of [14C]stearic acid and different from that of [14C]palmitic acid. In phosphatidylcholine [14C]trans18:1-18:2 and [14C]trans18:1-20:4 were the most abundant species, and in phosphatidylethanolamine [14C]trans18:1-20:4 was the predominant species. With increasing concentration of [14C]elaidic acid increasing amounts of [14C]trans18:1-[14C]trans18:1 were found. The total incorporation in phospholipids was less than that of [14C]stearic acid, but more than that of [14C]palmitic acid. The distribution in percent of [14C]elaidic acid in phospholipid classes was 8.8% in phosphatidylinositol, 1.8% in phosphatidylserine, 59.1% in phosphatidylcholine and 30.3% in phosphatidylethanolamine with 0.1 mmol l-1 substrate concentration. More [14C]elaidic acid than [14C]palmitic acid or [14C]stearic acid was oxidized. The incorporation in phospholipids of [14C]elaidic acid was very different from that of [14C]oleic acid. The main species with [14C]oleic acid were 16:0-[14C]cis18:1 in phosphatidylcholine, and [14C]cis18:1-20:4 in phosphatidylethanolamine. In some experiments [14C]18:2(n-6) was incubated together with unlabelled elaidic or unlabelled trans-vaccenic acid (trans18:1(n-7)). In these experiments, more trans18:1-18:2 was formed from elaidic acid than from trans-vaccenic acid, especially in phosphatidylethanolamine.

Animals↗

Trans fatty acids. 2. Fatty acid composition of the brain and other organs in the mature female pig.

Female pigs were fed from three wk of age and up to two years a diet containing partially hydrogenated fish oil (PHFO, 28% trans monoenoic fatty acids), partially hydrogenated soybean oils (PHSBO, 36% trans fatty acids) or lard. No consistent differences were found between PHFO and PHSBO with regard to incorporation of trans fatty acids in organ lipids, but trans incorporations were highly organ-specific. No trans fatty acids were detected in brain phosphatidylethanolamine (PE). The incorporation of monoenoic trans isomers, as a percentage of total cis + trans, in other organs was highest in subcutaneous adipose tissue and liver mitochondria PE, followed by blood lipids with the lowest level in heart PE. The percentage of trans isomers compared with that of dietary lipids was consistently lower for 20:1, compared with 18:1 in organs from PHFO-fed pigs. The only effect of dietary trans fatty acids on the fatty acid pattern of brain PE was an increased level of 22:5n-6. Heart PE and total serum lipids of pigs fed the hydrogenated fats contained higher levels of 18:2n-6, and these lipids of the PHFO-fed group also contained slightly elevated amounts of 20:3n-6, 18:3n-3 and 20:5n-3. Liver mitochondria PE of the PHFO group also contained higher levels of 20:3n-6 and 22:5n-6. Dietary trans fatty acids caused a consistent decrease of saturated fatty acids compensated by increased levels of monoenes.(ABSTRACT TRUNCATED AT 250 WORDS)

Adipose Tissue↗

Sequentially combined estradiol valerate plus levonorgestrel therapy decreases 18:1 trans-fatty acid content of plasma lipids in healthy postmenopausal women.

Trans-fatty acids (TFA) have been classified as atherogenic dietary constituents but the effect of hormone replacement therapy (HRT) on their concentrations is not known. We used a washout protocol to study the effect of long-term estrogen and combined estrogen-progestin HRT on plasma elaidate (18:1t), which is the trans isomer of oleate and the major TFA in the diet. The study group comprised 15 women receiving estradiol valerate HRT and 15 women receiving combined HRT with estradiol valerate and levonorgestrel. The concentrations of elaidate in plasma phospholipids, cholesteryl esters and triglycerides were determined by gas chromatography. At baseline, the total plasma elaidate concentration was lower in the combined HRT group than in the estradiol valerate HRT group (p < 0.01). In the combined HRT group, the concentration of elaidate increased significantly after withdrawal of HRT (p < 0.001) and decreased again to the baseline level after restart of therapy (p < 0.001). These changes were due to decreases in the concentrations of phospholipids and triglycerides; in phospholipids there was also a proportional decrease of elaidate. There were no changes in elaidate in women receiving estradiol valerate alone. Our results suggest that long-term combined HRT treatment decreases plasma TFA, which is not achieved by estrogen alone.

Estradiol↗