反式脂肪酸测定方法的研究

简要介绍了反式脂肪酸(TFA)的生成途径及主要的食物来源,反式脂肪酸对人体健康的主要危害和影响,综述了反式脂肪酸的分析检测方法如气相色谱法、红外光谱法、Ag离子色谱技术、毛细管电泳法等,并比较了各种方法的优缺点。     

Metabolism of odd-numbered fatty acids and even-numbered fatty acids in mouse

Fatty acids are converted into energy via beta-oxidation. Although almost all natural occurring fatty acids are even-numbered, there are some odd-numbered fatty acids too. The details of the metabolism rate of odd-numbered fatty acids, however, are not clear. In the present study, we simultaneously administered a triacylglycerol containing four types of labeled even-numbered (palmitic acid and stearic acid) and odd-numbered (pentadecanoic acid and heptadecanoic acid) fatty acids to mice to compare the rates of their metabolism. The rates of metabolism were evaluated based on the accumulation of the labeled fatty acids in the small intestine epithelium, liver, and epididymal fat. Odd-numbered fatty acids accumulated mainly in the epididymal fat. In contrast, there was no accumulation of even-numbered fatty acids observed in the small intestine epithelium, liver, or epididymal fat. These results suggest that odd-numbered fatty acids might not be favorable substrates for beta-oxidation-related enzymes.     

Influence of moderate amounts of trans fatty acids on the formation of polyunsaturated fatty acids

The effect of trans fatty acids from partially hydrogenated soybean oil and butterfat on the formation of polyunsaturated fatty acids was investigated. Five groups of rats were fed diets that contained 20 wt% fat. The content of linoleic acid was adjusted to 10 wt% of the dietary fats in all diets, whereas the amount of trans fatty acids from partially hydrogenated soybean oil (PHSBO) was varied from 4.5 to 15 wt% in three of the five diets. The fourth group received trans fatty acids from butterfat (BF), while the control group was fed palm oil without trans fatty acids. Trans fatty acids in the diet were portionally reflected in rat liver and heart phosphatidylethanolamine (PE), phosphatidylcholine (PC), phosphatidylinositol, and phosphatidylserine. Incorporation in the sn-1 position was compensated by a decrease in saturated fatty acids. Trans fatty acids were not detected in diphosphatidylglycerol. Compared to the presence in the dietary fats, 8t- and 10t-18:1 were discriminated against in the incorporation in PE and PC from liver and heart, whereas 9t- and 12t-18:1 were preferred. The formation of 20:4n-6 was not influenced by 4.5 wt% trans fatty acids (from PHSBO) but apparently was by 10 wt% in liver. In contrast, even a content of 2.5 wt% trans fatty acids from BF reduced the formation of 20:4n-6. The inhibitory effect of trans isomers on linoleic acid conversion was reflected less in heart than in liver and less for PE than for PC. Groups with trans fatty acids showed increased 22:6n-3 and 22:5n-3 deposition in liver and heart PE and PC.     

Health and nutrition update on trans fatty acids

This article covers four topics related to current health and nutrition aspects of dietary trans fatty acids (TFA): (1) current dietary guidelines for TFA; (2) an updated exposure estimate to industrially‐produced TFA; (3) a consideration of effects of TFA from ruminant sources; and (4) a discussion of effects of substituting stearic acid (STA) for TFA. Health professional organizations recommend that intake of TFA from industrial sources be as low as possible. Doell and coworkers 2 have reported a substantial reduction in exposure to industrially‐produced TFA in the US from 4.6 g/person/day in 2003 to 1.0 g/person/day currently. Brouwer et al. 5 have concluded that all TFA, whether from animal or industrial sources, raise the ratio of plasma LDL‐ to HDL‐cholesterol. Studies involving one‐to‐one substitution of STA for TFAs have shown a decrease or no effect on LDL‐cholesterol concentration and an increase or no effect on HDL‐cholesterol concentration. Overall, during the last 10 or more years, there has been a major reduction in TFA levels in the U.S. food supply, and efforts continue to reduce these levels further.     

Metabolism of brain glycolipid fatty acids

The metabolism of the fatty acid moieties of brain cerebrosides, sulfatides, and gangliosides is reviewed and discussed. The methodology involved in the isolation of the fatty acids is described briefly. It seems clear now that most of these acids are made by chain elongation of intermediate length fatty acids by addition of acetate residues. The unsaturated acids are made by desaturation of the intermediate length acids (palmitic, heptadecanoic, stearic) followed by chain elongation. The hydroxy acids are made directly from the corresponding nonhydroxy acids, saturated, unsaturated, and odd-numbered. All the hydroxy acids undergo oxidative decarboxylation to yield fatty acids containing one less carbon atom. The odd-numbered acids are also made from propionate, which is elongated to intermediate length acids and then to longer acids. The major intermediate length “primer” acid seems to be palmitate, but there is evidence that the stearate used for cerebroside synthesis is also madede novo from acetate. The ganglioside fatty acids were found to turn over somewhat faster than the other fatty acids. Two metabolic pools for the cerebroside acids were found, one with a very high turnover rate, the other with a very low turnover rate. Presented at the Prof. Ernst Klenk Symposium on Glycolipids and the Nervous System, AOCS meeting, Houston, April 1965.     

The implications of recent research on trans fatty acids

The link between the intake of industrially produced trans fatty acids and risk of coronary heart disease (CHD) has been reviewed recently. The authors concluded that elimination of industrially produced trans fatty acids from the USA diet might avert 22% of the 1.2 million CHD events in the USA every year. Denmark has introduced legislation which limits the trans fatty acid content of oils and fats destined for human consumption to 2% of total fatty acids. This has reduced trans fatty acid intake in Denmark to insignificant levels and it will be interesting to see what effects this has on risk of CHD. By contrast in the USA the FDA has chosen the labelling option which puts the onus on the consumer to make the right food choices although New York City has adopted a more interventionist approach in its restaurants and food outlets. The Danish approach is far more effective as can be seen from the amounts of trans fatty acids present in French fries and chicken nuggets purchased from McDonalds and KFC in the two countries.     

The role of trans fatty acids in human nutrition

The role of dietary fats and oils in human nutrition is currently one of the key issues related to diet and health. Nutritional fats and oils contain both saturated and unsaturated fatty acids, mostly of cis‐configuration. Physiological functions of trans fatty acids in foods, especially their possible role in atherosclerosis, the level of blood cholesterol, and coronary heart disease is of concern, but still subject to controversy. Furthermore, the cancer prevention properties of conjugated linoleic acid isomers, present in small quantities in typical diets, remain to be confirmed. An overview on the occurrence and physiological considerations of trans fatty acids is given.     

Use of dried blood for measurement of trans fatty acids

Background  

Fatty acid measurements especially trans fatty acid has gained interest in recent times. Among the various available biomarkers, adipose tissue is considered to be the best for the long term dietary intake but the invasive nature of tissue aspiration reduces its utility. Phlebotomy is a much less invasive method of sample collection when a large number of participants are involved in the study and therefore is an alternative, most suitable for large population based studies. In the present study fatty acid (with special emphasis on trans fatty acid) extraction from blood spotted and dried on filter paper was carried out to simplify the sample collection procedure and transportation.     

Metabolism of odd-numbered fatty acids inOchromonas danica

The lipids of the protozoon,Ochromonas danica, contain very small amounts of odd-numbered fatty acids. Nevertheless the organism incorporates into its lipids odd- as well as evenumbered acids from the media. Unsaturated odd acids such as 9–17∶1 or 6,9,12–17∶3 were efficient substrates for elongation and desaturation in the proximal and the former acid also in the distal part of the chain. In contrast none of these conversions was observed with 7–17∶1, 10–17∶1 and 10,13–19∶2 acids, although these substrates were taken up by the organism. Elongation and desaturation of the proximal part of already unsaturated fatty acid chains appear to be subject to the same structural requirements inO. danica as in the rat, and the same effects apply to desaturation in the distal part of the chain.     

Determination of trans fatty acids and fatty acid profiles in margarines marketed in spain

Two gas chromatography (GC) procedures were compared for routine analysis of trans fatty acids (TFA) of vegetable margarines, one direct with a 100-m high-polarity column and the other using argentation thin-layer chromatography and GC. There was no difference (P>0.05) in the total trans 18∶1 percentage of margarines with a medium level of TFA (∼18%) made using either of the procedures. Both methods offer good repeatability for determination of total trans 18∶1 percentage. The recoveries of total trans isomers of 18∶1 were not influenced (P>0.1) by the method used. Fatty acid composition of 12 Spanish margarines was determined by the direct GC method. The total contents of trans isomers of oleic, linoleic, and linolenic acids ranged from 0.15 to 20.21, from 0.24 to 0.99, and from 0 to 0.47%, respectively, and the mean values were 8.18, 0.49, and 0.21%. The mean values for the ratios [cis-polyunsaturated/(saturated +TFA)] and [(cis-polyunsaturated + cis-monounsaturated)/(saturated +TFA)] were 1.25±0.39 and 1.92±0.43, respectively. Taking into account the annual per capita consumption of vegetable margarine, the mean fat content of the margarines (63.5%), and the mean total TFA content (8.87%), the daily per capita consumption of TFA from vegetable margarines by Spaniards was estimated at about 0.2 g/person/d.     

Metabolism of unsaturated fatty acids in the intestine

Rats fed a fat-free diet from weaning were contined on that diet alone or supplemented with methyl linoleate, methyl linoleate plus a mixture of antibiotics, or methyl arachidonate. Dietary linoleate and arachidonate reduced the concentration of octadecenoic acid and increased that of stearic acid in the mucosa and luminal lipids. This effect was prevented in the mucosa but not in the intestinal contents by antibiotic supplementation of the linoleate diet. Evidence for the conversion of linoleic into eicosatetraenoic acid was found in both mucosa and luminal lipids. The conversion was impaired by the addition of antibiotics to the diet. Linoleate feeding combined with antibiotic addition provided evidence for the intestinal hydrogenation of dietary linoleic into either octadecenoic or stearic acids by separate routes, the latter being impaired by antibiotic ingestion. The ingestion of methyl linoleate or arachidonate modified only slightly the fecal fatty acid pattern of rats previously on a fat-free diet.     

Metabolism of meadowfoam oil fatty acids in mice

Meadowfoam oil is unusual because over 95% of the fatty acids are 20- and 22-carbon aliphatic acids withcis double bonds located principally at the 5- and/or 13-position. Since little information is available on the metabolism of the 5c−20∶1 and 5c,13c−22∶2 fatty acids, an exploratory study in mice was conducted to investigate the metabolism of purified samples of the free fatty acids isolated from meadowfoam oil, and to determine the effect of meadowfoam oil on weight gain and tissue lipid composition. Mice fed diets containing 5% by wt of the purified 5c−20∶1 or 5c,13c−22∶2 for 6 days exhibited no apparent physiological problems. Total liver lipids from mice fed the purified fatty acid diets contained mean values of 2.0% 5c−20∶1 and 2.1% 5c,13c−22∶2; total heart lipids contained 1.7% 5c−20∶1 and 10.7% 5c,13c−22∶2. Liver total phospholipids from mice fed a 5% meadowfoam oil diet for 19 wk contained 1.4% 5c−20∶1 and 1.9% 5c,13c−22∶2. There was no evidence of desaturation, elongation or retroconversion. Weight gain for mice fed the meadowfoam oil diet for 19 wk was similar to mice fed corn oil, and was higher than for mice fed hydrogenated cottonseed oil. Considering the high 5c−20∶1 and 5c,13c−22∶2 content of the diets, the percentages of these fatty acids in mouse tissue lipids from both the short- and long-term studies were low. Weight gain was surprisingly good since the meadowfoam oil diet was essential fatty acid-deficient. Results of this initial investigation suggest that the 5c−20∶1 and 5c,13c−22∶2 fatty acids were utilized primarily for energy. In the short-term study, these fatty acids did not produce toxic effects or cause metabolic problems. The mention of firm names or trade products does not imply that they are endorsed or recommended by the U.S. Department of Agriculture over other firms or similar products not mentioned.     

Substitution of trans fatty acids in foods on the Danish market

Three surveys of the content of trans fatty acids (TFA) in foods on the Danish market were carried out before and after the Danish regulation was introduced in January 2004 restricting the use of industrially produced (IP)‐TFA to a maximum of 2 g per 100 g fat in any food product. For this purpose, food samples were collected in 2002–3, 2004–5, and 2006–7. Of these, 60 paired samples (defined as samples included in two of the three investigations and with higher levels of IP‐TFA in the first determination than in the second) were identified. Comparisons of the fatty acid profiles showed that, in 68% of the products (e.g. sweets, cakes and cookies as well as fast food such as pie and tortilla), IP‐TFA were mainly substituted with saturated fatty acids (SFA). In some cases, the SFA source was coconut fat, whereas in other products, palm oil was added instead of partially hydrogenated oils. However, in important cases like frying fats, healthier fat substitutes with monounsaturated fatty acids were used. The surveys showed that the IP‐TFA content has been reduced or removed from most products with originally high IP‐TFA content, like French fries, microwave oven popcorn and various bakery products, so that IP‐TFA are now insignificant for the intake of TFA in Denmark.     

The metabolism of triglycerides containing cis and trans octadecenoic fatty acids

Summary Weanling rats were fed diets containing triglycerides composed of bothcis andtrans fatty acids for 16 days. The animals were sacrificed, and the lipides were extracted quantitatively from the heart, liver, feces, and the rest of the carcass. Infrared analyses were carried out to determine the fate of thetrans acids.Trans acids with the double bond either in the 8 or 9 position are metabolized efficiently by the rat organism. Armour Fellow, University of Illinois, 1955–56.     

trans fatty acids. 4. Effects on fatty acid composition of colostrum and milk

trans Isometric fatty acids of partially hydrogenated fish oil (PHFO) consist oftrans 20∶1 andtrans 22∶1 in addition to thetrans isomers of 18∶1, which are abundant in hydrogenated vegetable oils, such as in partially hydrogenated soybean oil (PHSBO). The effects of dietarytrans fatty acids in PHFO and PHSBO on the fatty acid composition of milk were studied at 0 (colostrum) and 21 dayspostpartum in sows. The dietary fats were PHFO (28%trans), or PHSBO (36%trans) and lard. Sunflower seed oil (4%) was added to each diet. The fats were fed from three weeks of age throughout the lactation period of Experiment 1. In Experiment 2 PHFO or “fully” hydrogenated fish oil (HFO) (19%trans), in comparison with coconut oil (CF) (0%trans), was fed with two levels of dietary linoleic acid, 1 and 2.7% from conception throughout the lactation period. Feedingtrans-containing fats led to secretion oftrans fatty acids in the milk lipids. Levels oftrans 18∶1 andtrans 20∶1 in milk lipids, as percentages of totalcis+trans 18∶1 andcis+trans 20∶1, respectively, were about 60% of that of the dietary fats, with no significant differences between PHFO and PHSBO. The levels were similar for colostrum and milk. Feeding HFO gave relatively lesstrans 18∶1 andtrans 20∶1 fatty acids in milk lipids than did PHFO and PHSBO. Only low levels ofcis+trans 22∶1 were found in milk lipids. Feedingtrans-containing fat had no consistent effects on the level of polyenoic fatty acids but reduced the level of saturated fatty acids and increased the level ofcis+trans monoenoic fatty acids. Increasing the dietary level of linoleic acid had no effect on the secretion oftrans fatty acids but increased the level of linoleic acid in milk. The overall conclusion was that the effect of dietary fats containingtrans fatty acids on the fat content and the fatty acid composition of colostrum and milk in sows were moderate to minor.     

Metabolism of fatty acids in rat brain microsomal membranes

Using a technique in which substrate fatty acids are incorporated into microsomal membranes followed by comparison of their rates of desaturation with those of exogenous added fatty acids, it has been found that the desaturation rate may be greater for the membrane-bound substrate than for the added fatty acid. Moreover, the product of the membrane-bound substrate is incorporated into membrane phospholipid whereas the product of the exogenous substrate is found in di- and triacyl glycerols and in free fatty acids, as well. These and other findings point to a normal sequence of reaction of membrane lipids with membrane-bound substrate involving transfer of fatty acid from phospholipid to the coupled enzyme systems without facile equilibration with the free fatty acid pool.     

Divergent incorporation of dietary trans fatty acids in different serum lipid fractions

Trans fatty acids may be involved in atherosclerotic vascular diseases. We investigated the incorporation of dietary trans fatty acids and oleic acid into the serum triglycerides (TG), cholesterol esters (CE), and phospholipids (PL). Fourteen healthy female volunteers, aged 23.2±3.1 yr (mean±SD), body mass index 20.8±2.1 kg/m² participated in this study. All subjects consumed both a trans fatty acid-enriched diet (TRANS diet) and an oleic acid-enriched diet (OLEIC diet) for 4 wk according to a randomized crossover design. Both experimental diet periods were preceded by consumption of a baseline diet for 2 wk which supplied 37% of total energy (E%) as fat: 18 E% from saturated fatty acids (SFA), 12 E% from monounsaturated fatty acids, and 6 E% from polyunsaturated fatty acids. Five E% of the SFA in the baseline diet was replaced by trans fatty acids (18∶1 t and 18∶2 c,t+18∶2t,t, where c is cis and t is trans) in the TRANS diet and by oleic acid (18∶1n-9) in the OLEIC diet. After the TRANS diet, the proportions of 18∶1t and 18∶2t increased (P <0.001) in all serum lipid fractions analyzed. The increase of 18∶1 t in TG and PL (1.80±0.28 vs. 5.26±1.40; 1.07±0.34 vs. 3.39±0.76 mol% of total fatty acids, respectively) was markedly higher than that in CE (0.44±0.07 vs. 0.92±0.26), whereas that of 18∶2t was nearly the same in all three fractions. The proportions of palmitic, stearic, arachidonic, and eicosapentaenoic acids in TG, CE, and PL and that of oleic acid in TG and CE were decreased when compared with the baseline value. In contrast, the proportion of palmitoleic acid in TG and PL and that of linoleic acid in PL increased on the TRANS diet. After consumption of the OLEIC diet, the proportion of oleic acid increased in all three lipid fractions analyzed, and the percentage increase was nearly the same in all fractions. In contrast, the proportions of 18∶1 t in TG and PL and 18∶2 t in TG and CE decreased when compared with the baseline value. In conclusion, a moderate increase in dietary trans fatty acids resulted in a marked incorporation into serum lipids and decreased the conversion of linoleic acid to its more unsaturated long-chain metabolites. Analysis of 18∶1 t from serum TG and PL seems to reflect reliably the dietary intake of this fatty acid.