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 trans fatty acids by hepatocytes

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

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.     

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.     

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.     

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.     

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.     

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.     

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.     

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.     

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.     

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.     

Determination of trans fatty acids in cold pressed oils and in dried seeds

The adulteration of cold pressed oils (CPO) by refining or by blending with refined oils leads to an increase in their trans fatty acid (TFA) contents. The regulations of the European Union (EU) lay down strict processing conditions without any steam treatment for native olive oils and provide limits for TFA. However, German regulations allow a “steam washing” for CPO other than native olive oil and do not limit TFA. Thus, the TFA contents of such oils might exceed the limits for native olive oil. Modern capillary GLC serves as a quick tool for the detection of TFA. However, care should be taken to avoid the formation of TFA as artefacts during analysis. We evaluated the TFA contents in several oils labelled as “cold pressed” and the formation of TFA during “steam washing” and deodorization. Analysis of some seeds indicates that preliminary drying of the seeds may also contribute to TFA content.     

Identification of naturally occurringtrans,trans Δ5,9 fatty acids from the spongePlakortis halichondroides

The firsttrans fatty acids from a sponge have been isolated fromPlakortis halichondroides. The sponge was shown to contain theiso acids (5E,9E)-19-methyl-5,9-eicosadienoic, (5E,9E)-20-methyl-5,9-heneicosadienoic and (5E,9E)-21-methyl-5,9-docosadienoic acid, as well as theanteiso acids (5E,9E)-19-methyl-5,9-heneicosadienoic and (5E,9E)-20-methyl-5,9-docosadienoic acid together with the straight chain (5E,9E)-5,9-docosadienoic acid. The acids were shown by gas chromatography, Fourier transform infrared and¹³C nuclear magnetic resonance to contain thetrans configuration. An eicosadienoic acid, namely (6E,14E)-6,14-eicosadienoic acid, and 12-methyl-5-octadecenoic acid were also identified in a sponge for the first time. The fatty acids were shown to be the principal constituents of phosphatidylethanolamine and phosphatidylcholine. No sterols were found in the sponge. The results presented in this work should be helpful in taxonomy of Homoscleromorpha.     

Dietary trans fatty acids: Review of recent human studies and food industry responses

Dietary trans FA at sufficiently high levels have been found to increase low density lipoprotein (LDL)-cholesterol and decrease high density lipoprotein (HDL)-cholesterol (and thus to increase the ratio of LDL-cholesterol/HDL-cholesterol) compared with diets high in cis monounsaturated FA or PUFA. The dietary levels of trans FA at which these effects are easily measured are around 4% of energy or higher to increase LDL-cholesterol and around 5 to 6% of energy or higher to decrease HDL-cholesterol, compared with essentially trans-free control diets. Very limited data at lower levels of intake (less than 4% of energy) are available. Most health professional organizations and some govemments now recommend reduced consumption of foods containing trans FA, and effective January 1, 2006, the U.S. Food and Drug Administration requires the labeling of the amounts of trans FA fer serving in packaged foods. In response, the food industry is working on ways to eliminate or greatly reduce trans FA in food products. Current efforts focus on four technological options: (i) modification of the hydrogenation process, (ii) use of interesterification, (iii) use of fractions high in solids from natural oils, and (iv) use of trait-enhanced oils. Challenges to the food industry in replacing trans FA in foods are to develop formulation options that provide equivalent functionality, are economically feasible, and do not greatly increase saturated FA content.     

HPLC Analysis of cyclopropenoid fatty acids

Cyclopropenoid fatty acid methyl esters have been analyzed by high pressure liquid chromatography (HPLC). The refractive index detector’s linear response to various lipids was studied. Verification of peak identity was by spectroscopy of collected peaks and cochromatography with authentic samples. The HPLC method is simple, convenient and gives precision and absolute, values which are consistent with those from traditional methods.