Effect of diet on the deposition of n-3 fatty acids, conjugated linoleic and C18:1trans fatty acid isomers in muscle lipids of German Holstein bulls

This study examined the effects of feeding diets rich in either n-3 or n-6 polyunsaturated fatty acids (PUFA) on the fatty acid composition of longissimus muscle in beef bulls. Thirty-three German Holstein bulls were randomly allocated to either an indoor concentrate system or periods of pasture feeding (160 days) followed by a finishing period on a concentrate containing linseed to enhance the contents of n-3 PUFA and conjugated linoleic acids (CLA) in beef muscle. The relative proportion and concentration (mg/100 g fresh muscle) of n-3 fatty acids in the phospholipid and triglyceride fractions were significantly increased (p < or = 0.05) in muscle lipids of pasture-fed bulls. The pasture feeding affected the distribution of individual CLA isomers in the muscle lipids. The proportion of the most prominent isomer, CLA cis-9,trans-11, was decreased from 73.5 to 65.0% of total CLA in bulls fed on concentrate as compared to pasture. The second most abundant CLA isomers were CLA trans-7,cis-9 and CLA trans-11,cis-13 in bulls fed on concentrate and pasture, respectively. Diet had no effect on the concentration of C18:1 trans-11. In contrast, the concentration of the C18:1 trans-13/14, trans-15, and trans-16 isomers in the muscle lipids was up to two times higher in pasture-fed as compared to concentrate-fed bulls. Pasture feeding enhanced the concentration of n-3 fatty acids, but the diet had no effect on the concentration of CLA cis-9,trans-11.     

Diet alters the fatty acid composition of individual phospholipid classes in beef muscle

The objective of this study was to investigate the effect of diet on the distribution of phospholipid classes and fatty acid profiles of individual phospholipid classes in longissimus muscle of beef. An experiment was established to examine the effect of pasture-based versus concentrate diet offered to two different breeds (German Holstein and German Simmental bulls) to enhance the content of beneficial fatty acids in beef and improve the meat quality for the consumer. High-performance thin-layer chromatography was utilized to separate the phospholipid classes. The fatty acid composition of the individual phospholipid classes was determined by gas chromatography. The main phospholipid classes in the muscle were phosphatidylethanolamine and phosphatidylcholine, representing approximately 60% of the total phospholipids, followed by phosphatidylinositol ranging between 11.8 and 14.8%. The results have shown that the fatty acid profiles in the detected seven phospholipid classes can be affected by different feeding systems. Pasture-based feeding resulted in an enrichment of total and individual n-3 fatty acids in all phospholipid classes of muscle lipids of bulls compared with those fed on concentrate. In contrast, pasture-based diet significantly decreased the proportion of total and individual n-6 fatty acids in phospholipid classes, except in the sphingomyelin fraction. The total saturated fatty acid proportions in the phospholipid classes were different and ranged between 4.5% in the cardiolipin fraction and 50.5% in the sphingomyelin fraction of muscle lipids of bulls. Furthermore, the diet effects on the saturated fatty acid proportion in the different phospholipid classes differ widely. The results have shown that the C18:1 trans and CLA profiles in the detected seven phospholipid classes can be affected by different feeding systems.     

Fatty acid profiles of processed chicken egg yolks

The fatty acid compositions of egg yolks subjected to industrial processing treatments, namely, homogenization, pasteurization, drying, and "omega-3-enrichment", were studied. In general, the total contents of C16:0, C18:0, C18:1 n-9, and C18:2 n-6 fatty acids accounted for close to 90% of the total fatty acids. Statistical analysis of the data revealed correlations among the fatty acids; significant differences existed depending on the egg source and type of processing. Yolk samples enriched with omega-3 fatty acids clustered together owing to their higher C16:0, C16:1 n-7, C18:3 n-6, and C24:0 contents. Nonpasteurized/non-heat-treated samples formed another cluster because of their higher C18:1 n-11 and C18:1 n-9 contents, and the remaining samples formed another group due to their higher proportions of C18:0, C18:2 n-6, and C20:4 n-6. The relative proportions of essential fatty acids were similar in the four types of samples examined.     

不同产地海带脂肪酸组成的比较分析

为比较分析不同产地海带的脂肪酸组成,本研究采用溶剂法对海带总脂提取条件进行优化,并通过气相色谱-质谱技术对福州、宁波和青岛3个产地海带的总脂脂肪酸组成进行比较分析。结果表明,二氯甲烷-甲醇法提取海带总脂的效率较高,是海带总脂提取的理想方法;福州、宁波和青岛海带的总脂含量依次为0.75%、0.69%和0.86%,且无显著差异。从海带总脂中共鉴定出30种脂肪酸,以 C16:0、C18:1n-9、C20:4n-6(AA)和C20:5n-3(EPA)为主,且3个产地海带在脂肪酸组成上存在显著差异。福州产地海带中的C20:4n-6和C20:5n-3含量分别为10.12%、6.18%,其中C20:4n-6含量显著高于宁波(9.41%)和青岛(8.77%),C20:5n-3含量显著低于宁波(8.13%)和青岛(9.40%),进而使3个产地海带中的n-3 PUFA、n-6 PUFA、n-3/n-6、EPA+AA和EPA/AA等指标存在显著差异。本研究结果为不同产地海带总脂提取、脂肪酸比较分析及营养评价提供了一定的理论依据。     

Fatty acid profile of table olives and its multivariate characterization using unsupervised (PCA) and supervised (DA) chemometrics

The fatty acid composition of 67 commercial presentations of table olives was determined. The most abundant fatty acids, in decreasing order of presence, were C18:1, C16:0, C18:2 n-6, and C18:0. The ranges, expressed as grams of fatty acids per 100 g of edible portion, for the different nutritional fractions were as follows: saturated fatty acids, 2.07-5.99; monounsaturated fatty acids, 5.67-19.42; polyunsaturated fatty acids, 0.52-3.87; and trans-fatty acids, 0.08-0.44. Principal component analysis of the matrix of the fatty acid composition led to the deduction of new factors. The first accounted for 55.10% of the total variance and was mainly related to C16:10, C18:0, C20:0, C22:0, C24:0, C18:1, C18:1t, and C20:1. The second factor accounted for 10.33% of variance and was related to C16:1 and C18:2 n-6. They did not permit differentiation among elaboration types or cultivars. However, discriminant analysis was successfully applied for this objective. The fatty acids that most contributed to discriminate among elaboration styles were C17:1, C18:1, C16:0, C17:0, and C18:0 (function 1) and C17:0, C17:1, C20:0, C16:0, C18:1, and C24:0 (function 2). In the case of cultivars, they were C20:0, C18:1, C17:1, C18:2 n-6, C18:1t, and C18:2t (function 1); C18:2 n-6, C18:1, C16:0, C20:0, C18:0, and C18:2t (function 2); and C17:0, C18:3 n-3, and C17:1 (function 3). Results from this study have shown differences among the fatty acid composition and fat content of the diverse commercial presentations of table olives, which can be applied in predictive and classification discriminant analysis.     

Relevance of isotopic and molecular biomarkers for the authentication of milk according to production zone and type of feeding of the cow

The first objective of the present paper was to assess the potential of both isotopic ( (18)O/ (16)O in milk water) and molecular biomarkers (terpenes, fatty acids, carotenoids, and vitamins) and milk color to discriminate the production zone (lowland or upland areas) from which 49 tanker bulk milks were collected over one year from a total of 204 farms. The milk water (18)O enrichment was higher in lowland (<500 m altitude) than in upland (>700 m altitude), but the delta (18)O values failed to discriminate systematically the production zone at the scale of the year because of its high variability related to the sampling period. In contrast with vitamins A and E, carotenoids, and milk color measurements, terpenes and fatty acids were confirmed to be relevant tracers of the production zone. The milk compounds with the strongest discriminative potential were fatty acids, which were determined by high-resolution gas chromatography. The calculation of fatty acid ratios, which permits the limitation of using fatty acid relative quantity expressed in percentage of total fatty acids to be overcome, was shown to be particularly relevant in discriminating upland from lowland milk ratios. The selection of two pairs of ratios, namely, iso-C17:0/C18:3 n-3 and iso-C15:0/iso-C14:0, enabled the authentication of 100% of the highland versus lowland milks whatever the season. The second objective was to evaluate the relevance of fatty acid composition to discriminate milks according to the proportion of corn silage in the diets of dairy cows. The selection of two fatty acids ratios, namely, trans11 cis15-C18:2/trans11-C18:1 and cis9-C16:1/iso-C16:0, enabled the correct classification of 100% of the milk samples according to the proportion of corn silage in the basic fodder rations (<25% vs >30%). The relationship between the milk production zone and the type of forage fed to the cows is discussed.     

褐藻糖胶对黄颡鱼幼鱼中脂肪酸的影响

为研究褐藻糖胶作为饲料添加剂对黄颡鱼幼鱼脂肪酸的影响,选取大小、体重相近的黄颡鱼幼鱼,随机分为对照组和试验组,对照组饲喂不添加褐藻糖胶的基础饲料,试验组饲喂添加0.1%褐藻糖胶的饲料,采用气相色谱质谱联用技术(GC-MS)分析不同喂养时间(1、2、4、8周)下试验组和对照组黄颡鱼幼鱼脂肪酸含量的变化。结果表明,黄颡鱼幼鱼体内共检测出15个总脂肪酸(TFA)和17个游离脂肪酸(FFA)。方差分析结果表明,黄颡鱼幼鱼TFA中C18:1 (n-9)、C20:4(n-5)和C22:6 (n-3)具有交互作用,而大部分FFA间都存在交互作用。喂养时间对黄颡鱼幼鱼脂肪酸有显著影响(P<0.05),随着喂养时间的延长,游离的单不饱和脂肪酸(MUFA)含量呈先减少后增加趋势,而总MUFA含量呈先增加后减少趋势;黄颡鱼幼鱼游离脂肪酸和总脂肪酸中饱和脂肪酸(SFA)均呈先增加后减少趋势,而多不饱和脂肪酸(PUFA)呈先下降后升高趋势。0.1%褐藻糖胶对黄颡鱼幼鱼TFA中C18:1 (n-9)、C20:4(n-5)和C22:6 (n-3)含量影响显著(P<0.05),对FFA组分含量的影响均显著(P<0.05),试验组黄颡鱼幼鱼SFA含量高于对照组,MUFA含量低于对照组,PUFA在喂养第2周时高于对照组,喂养第8周时低于对照组。此外,黄颡鱼幼鱼C20:3(n-3)/C22:6(n-3)的比值小于0.4,且喂养0.1%褐藻糖胶第8周时,黄颡鱼幼鱼C22:6(n-3)和C20:4(n-5)含量明显高于对照组,说明褐藻糖胶有益于黄颡鱼产卵和孵化,有助于黄颡鱼幼鱼的发育生长。本研究结果为黄颡鱼的健康养殖提供了基础数据。     

Differential incorporation of conjugated linoleic acid isomers into egg yolk lipids

The incorporation pattern of conjugated linoleic acids (CLA) isomers into the egg yolk of hens in relation to that in the diet was studied. Silver-ion high-performance liquid chromatography (Ag-HPLC) was used to separate individual CLA isomers. It was found that the isomeric distribution pattern in the egg yolk lipids was different from that in the dietary fat. Total cis/trans isomers accounted for 81.2% of total CLA incorporated into the egg yolk, which was in contrast to the value of 92.0% of total CLA in the diet. Total cis/cis isomers accounted for 3.8% total CLA in the diet but they were 6.6% of the total CLA in the egg yolk lipids. In contrast, total trans/trans isomers were 12.2% of the total CLA isomers in the egg yolk lipids, whereas they were only 4.2% of total CLA in the diet. The results showed that total trans/trans-CLA was preferentially incorporated into the egg yolk, whereas the incorporation of total cis/trans-CLA isomers was partially discriminated. Within each group, the incorporation of individual isomers into the egg yolk lipids was also selective. cis-9,trans-11/trans-9,cis-11 and cis-10,trans-12/trans-10,cis-12 were the two major isomers in the diet. Ag-HPLC analysis showed that the former was preferentially transferred into the egg yolk compared with the latter. It was observed that supplementation of CLA in the diet of laying hens decreased the concentration of oleic acid (18:1n-9), arachidonic acid (20:4n-6), and docosahexaenoic acid (22:6n-3) but increased that of linolenic acid (18:3n-3), stearic acid (18:0), and palmitic acid (16:0) in the egg yolk, suggesting that CLA may inhibit Delta6 and Delta9 desaturases.     

Effect of the polyunsaturated fatty acid composition of beef muscle on the profile of aroma volatiles

The effect of n-3 polyunsaturated fatty acids (PUFAs) in beef muscle on the composition of the aroma volatiles produced during cooking was measured. The meat was obtained from groups of steers fed different supplementary fats: (i) a palm-oil-based control; (ii) bruised whole linseed, which increased muscle levels of alpha-linolenic (C18:3 n-3) and eicosapentaenoic acid (EPA, C20:5 n-3); (iii) fish oil, which increased EPA and docosahexaenoic acid (C22:6 n-3); (iv) equal quantities of linseed and fish oil. Higher levels of lipid oxidation products were found in the aroma extracts of all of the steaks with increased PUFA content, after cooking. In particular, n-alkanals, 2-alkenals, 1-alkanols, and alkylfurans were increased up to 4-fold. Most of these compounds were derived from the autoxidation of the more abundant mono- and di-unsaturated fatty acids during cooking, and such autoxidation appeared to be promoted by increased levels of PUFAs.     

Changes in the fatty acid and triacylglycerol profiles in the subcutaneous fat of Iberian ham during the dry-curing process

In this study, we have evaluated the changes that occur in the profiles of total fatty acids and triacylglycerols during the dry-curing process (730 days) of Iberian ham. The subcutaneous adipose tissues of six hams obtained from three Iberian pigs fed on acorns were analyzed periodically during the processing time (from the raw to the dry-cured samples), including postsalting, drying, and ripening stages. The environmental conditions were also registered. The curing process significantly decreased (p < 0.01) the relative percentages of total polyunsaturated fatty acids, including C18:2n-6 and C18:3n-3 and, therefore, significantly increased (p < 0.05) the level of monounsaturated fatty acids. The triglycerides containing 0-2 double bonds showed an increase during the curing process. On the contrary, the more unsaturated ones (3-5 double bonds) suffered a significant decrease. We have postulated that these changes could also be due to polymerization and oxidation reactions that affect the triacylglycerols and besides the fatty acids. In general, most fatty acids and triacylglycerols reversed the trend by about 500-600 days of processing.     

Membrane toxicity of antimicrobial compounds from essential oils

Natural antimicrobial compounds perform their action mainly against cell membranes. The aim of this work was to evaluate the interaction, meant as a mechanism of action, of essential oil antimicrobial compounds with the microbial cell envelope. The lipid profiles of Escherichia coli O157:H7, Staphylococcus aureus, Salmonella enterica serovar Typhimurium, Pseudomonas fluorescens, and Brochothrix thermosphacta cells treated with thymol, carvacrol, limonene, eugenol, and cinnamaldehyde have been analyzed by gas chromatography. In line with the fatty acids analysis, the treated cells were also observed by scanning electron microscopy (SEM) to evaluate structural alterations. The overall results showed a strong decrease of the unsaturated fatty acids (UFAs) for the treated cells; in particular, the C18:2trans and C18:3cis underwent a notable reduction contributing to the total UFA decreases, while the saturated fatty acid C17:0 raised the highest concentration in cinnamaldehyde-treated cells. SEM images showed that the used antimicrobial compounds quickly exerted their antimicrobial activities, determining structural alterations of the cell envelope.     

Polyunsaturated fatty acid content of wild and farmed tilapias in Thailand: effect of aquaculture practices and implications for human nutrition

The total lipid content and fatty acid composition of the muscle tissue of tilapia (Oreochromis niloticus) and of hybrid red tilapia (Oreochromis sp.) from different culture systems and from the natural and artificial environment of Thailand were compared. Wild fish and fish reared under the most extensive conditions had a more favorable fatty acid profile for human consumption as they contained higher proportions of 18:3n-3, 20:5n-3, and 22:6n-3, higher n-3/n-6 PUFA ratios, and lower proportions of 18:2n-6. The muscle tissue of intensively cultured fish was characterized by increased fat deposition that was mainly saturated and monounsaturated fatty acids and 18:2n-6. It is undesirable for the consumer to reduce 20:5n-3 and 22:6n-3 in farmed tilapia and replace them with elevated 18:2n-6. It is recommended that the amount of 18:2n-6 in the feed of the intensively reared tilapia should be reduced by substituting vegetable oils rich in 18:2n-6 with oils rich in 18:1n-9 and/or 18:3n-3.     

Antioxidant activity associated with lipid and phenolic mobilization during seed germination of Pangium edule Reinw.

Seeds of the tropical tree Pangium edule Reinw. are widely eaten in Southeast Asia after some treatment or processing. Fermented seeds are a specialty in Indonesia and have been used as spices. Because the tree is wild and has not been cultivated commercially, the physiology of germinated seeds of this tree for food uses is not known. This study reports some biochemical changes during seed germination associated with antioxidant activity and the mobilization of lipids and phenolics. Lipid content decreased, whereas the dominant fatty acids did not change significantly. The dominant fatty acids were oleic acid (C(18:1(n-9))) and linoleic acid (C(18:2(n-6))). During germination, oleic acid decreased while linoleic acid increased proportionally. The hypocotyl synthesized chlorophyll and the tocol composition also changed substantially. The antioxidant activity of phenolic extract increased in proportion to the total phenolics. Guaiacol peroxidase and glucose-6-phosphate dehydrogenase, selected enzymes association with phenolic metabolism, showed that the increased activities coincided with increased total phenolics and free proline.     

Isomeric distribution of conjugated linoleic acids (CLA) in the tissues of layer hens fed a CLA diet

The isomeric distribution of conjugated linoleic acids (CLA) in the tissue lipids of hens in relation to that in the diet was examined. Silver-ion high-performance liquid chromatography was used to quantify individual CLA isomers in total tissue lipids, phospholipids, and triacylglycerols. It was found that the deposition of CLA isomers in hen tissues was selective. All tissues including serum, liver, heart, kidney, abdominal fat, and leg and breast muscles had lesser amounts of total cis/trans isomers ranging from 75.87 to 89.13% of total CLA, which was in contrast to the value of 92% of total CLA in the dietary lipids. Total trans/trans isomers in all tissue lipids ranging from 6.11 to 18.02% of total CLA were greater than that in the diet (4.19%). Among the individual trans/trans isomers, all tissues except for adipose tissue and brain incorporated greater amounts of t-12,t-14-18:2, t-11,t-13-18:2,t-10,t-12-18:2, t-9,t-11-18:2, and t-18,t-10-18:2 compared with the values of the diet. Within the cis/trans group, lesser amounts of c-10,t-12/t-10,c-12-18:2 were found to incorporate into all tissues compared with the value of the diet. Serum and liver had higher percentages of c-9,t-11/t-9,c-11, whereas the other tissues had similar levels of this isomer compared with that of the diet. It was also observed that supplementation of CLA in the diet of layer hens decreased the concentration of docosahexaenoic acid (22:6n-3) in all of the tissue lipids. It is concluded that dietary CLA can transfer to the tissue but that incorporation of CLA isomers into the tissue is selective in hens.     

Lipid characterization of mangrove thraustochytrid--Schizochytrium mangrovei

Lipid class composition and distribution of fatty acids within the lipid pool of microalga, Schizochytrium mangrovei FB3 harvested at the late exponential phase, was studied, with special emphasis on the distribution of docosahexaenoic acid (C22:6 n-3, DHA). Neutral lipids were the major lipid constituents (95.90% of total lipids) in which triacylglyerol (TAG) was the predominant component and accounted for 97.20% of the neutral lipids. Phosphatidylcholine (PC) was the major polar lipid. Phosphatic acid and phosphatidylserine were the two classes in phospholipids reported for the first time in thraustochytrids. Both TAG and PC were primarily saturated and consisted of C16:0 at approximately 50% of total fatty acids. DHA was found to be distributed in all lipid classes and to be the major polyunsaturated fatty acid. TAG contained the highest amount of DHA, although the percentage of DHA in total fatty acids in TAG (29.74%) was lower than that in PC (39.61%). The result from this study would be useful for further optimization of DHA production by S. mangrovei.     

Effect of diet and dietary fatty acids on the transformation and incorporation of C18 fatty acids in double-muscled Belgian Blue young bulls

Three groups of double-muscled Belgian Blue young bulls were fed during different stages of production diets differing in the proportions of linolenic and linoleic acid by including linseed in the concentrate or giving grass silage as main linolenic acid suppliers. Samples of rumen and abomasal contents and of the longissimus thoracis, subcutaneous fat, and liver were taken to analyze the fatty acid pattern with emphasis on the individual trans (t) C18:1 fatty acids and cis-9,trans-11 conjugated linoleic acid (c9t11CLA). Trans C18:1 isomers represented up to 20 g/100 g of total fatty acids in rumen and abomasal contents, whereas the accumulation of c9t11CLA was limited. Total trans C18:1 content in subcutaneous fat and intramuscular fat of the longissimus thoracis comprised 8.4 and 5.2 g/100 g of total fatty acids, respectively, with t11C18:1 being the most abundant one. Compared to rumen contents, subcutaneous and intramuscular fat were enriched in c9t11CLA and contained fewer tC18:1 isomers, resulting in a higher c9t11CLA/t11C18:1 ratio (0.04, 0.22, and 0.22, respectively). This result suggests that the endogenous synthesis of c9t11CLA in adipose tissue by the Delta(9)-desaturase was more important than its ruminal production.     

Improving the fatty acid profile of fairy shrimp, Streptocephalus dichotomus, using a lipid emulsion rich in highly unsaturated fatty acids

Fatty acids are the largest component of lipids and have become a useful tool in the determination of live feeds to a variety of cultured species. Bioencapsulation is a technique which allows high-level incorporation of desired components (i.e., fatty acids, vitamins, antibiotics, etc.) in live feeds, which in turn can be supplemented to the consumer organisms. The procedure described in the present study serves as a platform of technology for enriching the Streptocephalus dichotomus. Uptake of two enrichment diets (ALGAMAC2000 and DHA-SELCO) by adult S. dichotomus was investigated. The fatty acid profile supports the hypothesis that the enrichment diet increases the level of essential fatty acids, such as linolic, linolenic, eicosapentenoic, and docosahexaenoic acids. The average content (percent of total fatty acids detected) of the enriched organism by different highly unsaturated fatty acid (HUFA) products were as follows: ALGAMAC2000 showed 14-22% saturated fatty acid (SFA), 17-18% monounsaturated fatty acid (MUFA), 28-41% polyunsaturated fatty acid (PUFA), 23-34% n-3, and 4.9-7.5% n-6, whereas DHA-SELCO showed about 20-23% SFA, 20-26% MUFA, 38% PUFA, 28-31% n-3, and 7.5-10% n-6. Our present investigation proves that both HUFA-rich diets appear to be an appropriate enrichment diet, and further provides an additional rationale for using fairy shrimp as a maturation diet for any cultivable freshwater organism.     

Authentication of farmed and wild turbot (Psetta maxima) by fatty acid and isotopic analyses combined with chemometrics

Fatty acid composition and stable isotope ratios of carbon (delta(13)C) and nitrogen (delta(15)N) were determined in muscle tissue of turbot (Psetta maxima). The multivariate analysis of the data was performed to evaluate their utility in discriminating wild and farmed fish. Wild (n=30) and farmed (n=30) turbot of different geographical origins (Denmark, The Netherlands, and Spain) were sampled from March 2006 to February 2007. The application of linear discriminant analysis (LDA) and soft independent modeling of class analogy (SIMCA) to analytical data demonstrated the combination of fatty acids and isotopic measurements to be a promising method to discriminate between wild and farmed fish and between wild fish of different geographical origin. In particular, IRMS (Isotope Ratio Mass Spectrometry) alone did not permit us to separate completely farmed from wild samples, resulting in some overlaps between Danish wild and Spanish farmed turbot. On the other hand, fatty acids alone differentiated between farmed and wild samples by 18:2n-6 but were not able to distinguish between the two groups of wild turbot. When applying LDA isotope ratios, 18:2n-6, 18:3n-3, and 20:4n-6 fatty acids were decisive to distinguish farmed from wild turbot of different geographical origin, while delta(15)N, 18:2n-6, and 20:1n-11 were chosen to classify wild samples from different fishing zones. In both cases, 18:2n-6 and delta(15)N were determinant for classification purposes. We would like to emphasize that IRMS produces rapid results and could be the most promising technique to distinguish wild fish of different origin. Similarly, fatty acid composition could be used to easily distinguish farmed from wild samples.     

Characterization of stearidonic acid soybean oil enriched with palmitic acid produced by solvent-free enzymatic interesterification

Stearidonic acid soybean oil (SDASO) is a plant source of n-3 polyunsaturated fatty acids (n-3 PUFAs). Solvent-free enzymatic interesterification was used to produce structured lipids (SLs) in a 1 L stir-batch reactor with a 1:2 substrate mole ratio of SDASO to tripalmitin, at 65 °C for 18 h. Two SLs were synthesized using immobilized lipases, Novozym 435 and Lipozyme TL IM. Free fatty acids (FFAs) were removed by short-path distillation. SLs were characterized by analyzing FFA and FA (total and positional) contents, iodine and saponification values, melting and crystallization profiles, tocopherols, and oxidative stability. The SLs contained 8.15 and 8.38% total stearidonic acid and 60.84 and 60.63% palmitic acid at the sn-2 position for Novozym 435 SL and Lipozyme TL IM SL, respectively. The SLs were less oxidatively stable than SDASO due to a decrease in tocopherol content after purification of the SLs. The saponification values of the SLs were slightly higher than that of the SDASO. The melting profiles of the SLs were similar, but crystallization profiles differed. The triacylglycerol (TAG) molecular species of the SLs were similar to each other, with tripalmitin being the major TAG. SDASO's major TAG species comprised stearidonic and oleic acids or stearidonic, α-linolenic, and γ-linolenic acids.     

Formation of modified fatty acids and oxyphytosterols during refining of low erucic acid rapeseed oil

Formation of trans fatty acids and cyclic fatty acid monomers was investigated during refining of low erucic acid rapeseed oil. The first steps of the refining process, that is, degumming, neutralization, and bleaching, hardly modified the fatty acid profile. In contrast, deodorization produced substantial quantities of trans fatty acids (>5% of total fatty acids) and small amounts of cyclic fatty acid monomers (650 mg of cyclic fatty acid monomers/kg of oil) when severe conditions (5-6 h at 250 degrees C) were used. Alpha-linolenic acid was the main precursor of cyclic fatty acid monomers. The influence of deodorization on the chemical composition of low erucic acid rapeseed oil was studied additionally. Whereas free fatty acids, peroxides, and tocopherols decreased, neither total polar compounds nor oxyphytosterols changed during deodorization. Oxyphytosterols were identified by GC-MS. Three oxyphytosterols not yet observed in oil were tentatively identified as 6beta-hydroxycampestanol, 6beta-hydroxysitostanol, and 6beta-hydroxybrassicastanol. Brassicasterol oxides were the most abundant oxyphytosterols.