Characterization of Turkish <Emphasis Type="Italic">Quercus</Emphasis> L. Taxa Based on Fatty Acid Compositions of the Acorns

Total oil content and the composition of fatty acids were analyzed in the acorns of 16 Quercus taxa from Turkey. The range of total fat varied between 0.7 and 7.4%. Oleic (10.2–54.4%), linoleic (24.2–49.1%), palmitic (13.4–30.4%), alpha linolenic (1.5–8.6%) and stearic acid (1.5–4.5%) were major fatty acids for all taxa. Significantly differences at section level were found (p < 0.05) for palmitic, stearic and oleic acid concentration. Saturated (17.0–38.6%), mono unsaturated (11.0–55.5%) and unsaturated fatty acids (57.4–81.6%) in total oil were also significantly different between section Quercus, Cerris and Ilex (p < 0.05). In addition, sectional differences were significant (p < 0.02) for the relative concentrations of saturated fatty acids compared to mono, poly and total unsaturated fatty acids. Considerable variation of individual fatty acid levels were observed in related species and varieties. The species from section Ilex Loudon exhibited the highest levels of saturated fatty acid while the lowest levels were found in Q. brantii, Q. libani and Q. trojana from section Cerris Loudon. These species also had the highest levels of unsaturated fatty acids. Whereas the lowest values were detected in the species of section Ilex. Both varieties of Q. cerris showed significant differences (p < 0.05) from the other species in section Cerris for all parameters, except for stearic acid and exhibited little variations among their individual populations. Different concentrations of fatty acids may be useful biochemical markers for the characterization of Quercus at the infrageneric level. Interesting ratios of linoleic:α-linolenic acid especially in Q. robur ssp. robur, Q. hartwissiana, Q. vulcanica, Q. ithaburensis ssp. macrolepis and Q. libani also were detected with respect to dietary reference for fatty acid intake.     

Tocopherol Content and Fatty Acid Distribution of Peas (<Emphasis Type="Italic">Pisum sativum</Emphasis> L.)

The positional distribution of fatty acids (FA) of triacylglycerols (TAG) and major phospholipids (PL) prepared from four cultivars of peas (Pisum sativum L.) were investigated as well as their tocopherol contents. The lipids extracted from these peas were separated by thin-layer chromatography (TLC) into seven fractions. The major lipid components were PL (52.2–61.3%) and TAG (31.2–40.3%), while the other components were also present in minor proportions (5.6–9.2%). γ-Tocopherol was present in the highest concentration, and α- and δ-tocopherols were very small amounts. The main PL components isolated from the four cultivars were phosphatidylcholine (42.3–49.2%), followed by phosphatidylinositol (23.3–25.2%) and then phosphatidylethanolamine (17.7–20.5%). Small but significant differences (P < 0.05) in FA distribution existed when different pea cultivars were determined. However, the principal characteristics of the FA distribution in the TAG and the three PL were evident among the four cultivars; unsaturated FA were predominantly located in the sn-2 position, and saturated FA primary occupied the sn-1 or sn-3 position in the oils of the peas. These results suggest that the regional distribution of tocopherols and fatty acids in peas is not dependent on the climatic conditions and the soil characteristics of the cultivation areas during the growing season.     

Monitoring of Fat Content,Free Fatty Acid and Fatty Acid Profile Including <Emphasis Type="Italic">trans</Emphasis> Fat in Pakistani Biscuits

The fat contents of 12 brands of biscuits were extracted and evaluated for free fatty acids (FFA) and their fatty acid composition (FAC). The oil content and FFA varied from 13.7 to 27.6% and 0.2 to 1.0%, respectively. The FAC was analyzed by gas chromatography–mass spectroscopy with particular emphasis on trans fatty acids (TFA). Total saturated, unsaturated, cis-monounsaturated and polyunsaturated fatty acids were determined in the range of 37.9–46.9, 53.0–62.0, 12.3–43.7 and 0.1–9.2%, respectively. The high amount of TFA was observed in all biscuit samples and varied from 9.3 to 34.9%. The quantity and quality of the lipid fraction of the biscuits indicated that the all analyzed biscuits are a rich source of fat, saturated fatty acids and trans fatty acids, consequently not suitable for the health of consumers. The high content of trans fatty acids and palmitic acid also indicated that blends of RBD palm oil and partially hydrogenated oil had been used in the biscuit manufacturing.     

Positional distribution of the fatty acids in the triglycerides of mango (Mangifera indica) kernel fat

Triglycerides of mango seed kernel fat contain, depending on the variety, 32.4–44.0% of stearic acid and 43.7–54.5% of oleic acid. Palmitic and linoleic acids represent, respectively, 5.9–9.1% and 3.6–6.7% of the fatty acids. The triglycerides also contain minor amounts of arachidic and linolenic acids. Palmitic, stearic and arachidic acids were almost exclusively distributed among thesn-1-andsn-3-positions. Oleic acid represented 85–89% of the fatty acids at thesn-2-position. Oleic acid at thesn-1- andsn-3-positions showed a preference for thesn-1-position. Linoleic acid was mainly esterified at thesn-2-position. The amounts of saturated fatty acids, i.e., palmitic and stearic acids, and of oleic acid, at thesn-1- and sn-3-positions, were linearly related to their respective contents in the total triglycerides.     

Use of <Emphasis Type="Italic">Rhizopus delemar</Emphasis> lipase as compared with other lipases for determination of <Emphasis Type="Italic">sn</Emphasis>-2 fatty acids in triacylglycerol

The FA composition in the sn-2 position of TAG is routinely determined after porcine pancreatic lipase hydrolysis. However, the content of saturated FA increased when a pancreatic lipase preparation with higher specific activity was used. Lipase from Rhizopus delemar was selected as a potential replacement lipase for the following reasons: (i) The FA specificity is nearly equivalent in hydrolysis activity toward FA such as lauric, myristic, palmitic, palmitoleic, stearic, oleic, linoleic, and α-linolenic acids; and (ii) lipase from R. delemar hydrolyzes fatty acyl residues at the sn-1,3 positions of TAG. Acyl migration products were present at less than 0.8% in lipase hydrolysates containing 6–14% of sn-2 MAG. A reproducibility CV of less than 5% was obtained in a collaborative study in which the compositions of the main FA at the sn-2 position in olive oil were determined using lipase from R. delemar. This article was presented in part at the Biocatalysis Symposium, 94th AOCS Annual Meeting & Expo, Kansas City, Missouri, May 2003.     

<Superscript>13</Superscript>C-NMR Regioisomeric Analysis of EPA and DHA in Fish Oil Derived Triacylglycerol Concentrates

The regio-isomeric distribution of the omega-3 polyunsaturated fatty acids (PUFA) cis-5,8,11,14,17-eicosapentaenoic acid (EPA) and cis-4,7,10,13,16,19-docosahexaenoic acid (DHA) in the triacylglycerols (TAG) of anchovy/sardine fish oil was determined by ¹³C nuclear magnetic resonance (NMR) analysis under quantitative conditions. From the measurements of sn-1,3 and sn-2 carbonyl peak areas it was established that EPA was mainly located in the sn-1,3 positions, whereas DHA primarily occupied the sn-2 position. Reconstituted TAG prepared by Candida antarctica lipase-B (CALB) glycerolysis of the ethyl ester (EE) or the free fatty acid (FFA) forms of anchovy/sardine fish oil, displayed a different pattern: EPA was equally distributed, while DHA was preferentially attached to the sn-1,3 positions. TAG concentrates of varying EPA and DHA molar fractions were prepared by CALB-catalyzed glycerolysis of the corresponding EE and FFA. ¹³C-NMR analysis of the purified products revealed a lack of CALB regioselectivity for EPA and a slight sn-1,3 regioselectivity for DHA. Since this pattern was observed in all cases of this study, it was concluded that the lipase regioselectivity during TAG synthesis is independent of both the acyl donor type (carboxylic acid or ester) and the fatty acid content of the oil substrate.     

Interference of Saturated Fats in the Determination of Low Levels of <Emphasis Type="Italic">trans</Emphasis> Fats (below 0.5%) by Infrared Spectroscopy

The mandate to label food products with the content of total trans fatty acids has led to an increase in demand for sensitive and accurate methodologies for the rapid quantitation of trans fats. Unfortunately, the latest official infrared (IR) spectroscopic method lacks the required sensitivity. A more sensitive IR procedure that requires the measurement of the height of the second derivative (2D) of the trans absorption band at 966 cm⁻¹ was recently proposed; however, a reported inconsistency at low trans levels between GC (0% of total fat) and IR (1.2% of total fat) results for a fully hydrogenated vegetable oil could not be reconciled, and triggered further investigations. For the first time, we recognize and report the presence of weak interference bands (962–956 cm⁻¹) attributed to saturated fats in the IR spectra of trans fats; these interference bands have an adverse impact on the sensitivity and accuracy of the IR determination at low trans levels (≤0.5% of total fat). Therefore, weak spectral features observed at energies below the one expected for trans bands (966 cm⁻¹) in test samples high in saturated fat (coconut oil and cocoa butter) must not be mistaken for trans bands.     

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.     

Linoleic acid requirement of rats fedtrans fatty acids

The amount of linoleic acid required to prevent undesirable effects of C18trans fatty acids was investigated. In a first experiment, six groups of rats were fed diets with a high content oftrans fatty acids (20% of energy [en%]), and increasing amounts of linoleic acid (0.4 to 7.1 en%). In a second experiment, four groups of rats were fed diets designed to comparetrans fatty acids with saturated andcis-monounsaturated fatty acids of the same chain length at the 2 en% linoleic acid level. After 9–14 weeks, the oxygen uptake, lipid composition and ATP synthesis of heart and liver mitochondria were determined. The phospholipid composition of the mitochondria did not change, but the fatty acid compositions of the two main mitochondrial phospholipids were influenced by the dietary fats.Trans fatty acids were incorporated in all phospholipids investigated. The linoleic acid level in the phospholipids, irrespective of the dietary content of linoleic acid, increased on incorporation oftrans fatty acids. The arachidonic acid level had decreased in most phospholipids in animals fed diets containing 2 en% linoleic acid. At higher linoleic acid intakes, the effect oftrans fatty acids on the phospholipid arachidonic acid level diminished. However, in heart mitochondrial phosphatidylethanolamine,trans fatty acids significantly increased the arachidonic acid level. Despite these changes in composition, neither the amount of dietary linoleic acid nor the addition oftrans fatty acids influenced the mitochondrial function. For rats, a level of 2 en% of linoleic acid is sufficient to prevent undesirable effects of high amounts of dietary C18trans fatty acids on the mitochondrial function.     

Fatty Acid Profile Including <Emphasis Type="Italic">Trans</Emphasis> Fatty Acid Content of Margarines Marketed in Mexico

In this study, the fatty acid profile of 42 margarines marketed in Mexico was identified and quantified including the total trans fatty acids (TFA). The ratio of the sum of cholesterol-lowering fatty acids CLFA (cis-oleic, linoleic and α-linolenic fatty acids) to the sum of cholesterol-raising fatty acids CRFA (C12:0, C14:0, C16:0, TFA) and the ω6/ω3 ratio were calculated to evaluate the nutritional quality of the margarine samples. The results showed that the high content of C12:0, C14:0 and C16:0 fatty acids in some samples indicated the use of coconut and palm oils instead of partially hydrogenated fatty acids in order to decreased TFA content. Of the samples, 33% had less than 1 g/100 g of fat which could be considered as “free from TFA” according to the Danish Legislation. The ω6/ω3 ratio ranged between 5.85:1 and 25.85:1, the ideal relation being 5–10:1. The CLFA/CRFA ranged from 0.46 to 3.10, being the recommended ratio as high as possible. Of the 42 margarines, only five samples had an acceptable fatty acid profile, that is, low TFA and saturated fatty acids, high monounsaturated fatty acids content and adequate ω6/ω3 and CLFA/CRFA ratios.     

Positional distribution of fatty acids in cardiolipin of mitochondria from 21-day-old rats

Pure cardiolipins (1,3-diphosphatidylglycerol) were prepared from mitochondria of heart, liver and kidney from 21-day-old male Wistar rats and submitted toNaja naja venom phospholipase A₂ (EC 3.1.1.4) action. Incubation conditions were controlled carefully, and a complete hydrolysis of cardiolipin to lysocardiolipin {di [1 (1″) acylsn-glycero-3-phosphoryl] 1′, 3′-sn-glycerol} and fatty acids from positions 2 (2″) was obtained in less than two hr practically without side reactions. Cardiolipins from the three organs contained low levels of saturated fatty acids; stearic acid accounted for 0.4–0.7% and palmitic acid for 1.4–3.5% of total fatty acids. These percentages apparently depended on the organ. In all three cases, linoleic acid was the major component, but its percentage varied from 62–78% of total fatty acids. Acyl chains linked to positions 1 (1″) of all three cardiolipin preparations exhibited a similar pattern; they were composed of linoleic acid for 85–89%. This fatty acid also was the main component esterified at position 2 (2″), but its percentage was much more variable: from 39.8% in heart to 51.2% in kidney and 67.8% in liver mitochondria. The remaining acids comprised octadecenoic and polyunsaturated fatty acids with more than 18 carbon atoms in different proportions. As opposed to other phospholipids,cis-vaccenic acid, and not oleic acid, was the main octadecenoic acid present in cardiolipins. Octadecenoic acids were nine- to 10-fold more concentrated at positions 2 (2″) than at positions 1 (1″). The percentage ofcis-vaccenic acid was four- to five-fold higher than that of oleic acid at positions 2 (2″), whereas oleic acid dominated at positions 1 (1″). From results presented in this study and selected literature data, it may be concluded that fatty acids are asymmetrically distributed in cardiolipins of different origins, with linoleic acid showing a definite preference for position 1 (1″).     

Identification of conjugated linoleic acid isomers in cheese by gas chromatography, silver ion high performance liquid chromatography and mass spectral reconstructed ion profiles. Comparison of chromatographic elution sequences

Commercial cheese products were analyzed for their composition and content of conjugated linoleic acid (CLA) isomers. The total lipids were extracted from cheese using petroleum ether/diethyl ether and methylated using NaOCH₃. The fatty acid methyl esters (FAME) were separated by gas chromatography (GC), using a 100-m polar capillary column, into nine minor peaks besides that of the major rumenic acid, 9c, 11t-octadecadienoic acid (18∶2), and were attributed to 19 CLA isomers. By using silver ion-high performance liquid chromatography (Ag⁺-HPLC), CLA isomers were resolved into seven trans, trans (5–9%), three cis/trans (10–13%), and five cis, cis (<1%) peaks, totaling 15, in addition to that of the 9c, 11t-18∶2 (78–84%). The FAME of total cheese lipids were fractionated by semipreparative Ag⁺-HPLC and converted to their 4,4-dimethyloxazoline derivatives after hydrolysis to free fatty acids. The geometrical configuration of the CLA isomers was confirmed by GC-direct deposition-Fourier transform infrared, and their double bond positions were established by GC-electron ionization mass spectrometry. Reconstructed mass spectral ion profiles of the m+2 allylic ion and the m+3 ion (where m is the position of the second double bond in the parent conjugated fatty acid) were used to identify the minor CLA isomers in cheese. Cheese contained 7 t,9c-18∶2 and the previously unreported 11t, 13c-18∶2 and 12c, 14t-18∶2, and their trans,trans and cis,cis geometric isomers. Minor amounts of 8,10-, and 10, 12–18∶2 were also found. The predicted elution orders of the different CLA isomers on long polar capillary GC and Ag^*-HPLC columns are also presented.     

Lack of effects oftrans fatty acids on eicosanoid biosynthesis with adequate intakes of linoleic acid

The minimum requirement of linoleic acid to prevent effects of dietary C18trans fatty acids on eicosanoid biosynthesis in rats was assessed. In a first experiment, six groups of animals were fed diets with a high content oftrans fatty acids [20% of energy (en%)], and increasing amounts of linoleic acid (0.4 to 7.1 en%). In a second experiment, four groups of rats were fed diets designed to comparetrans fatty acids with saturated andcis-monounsaturated fatty acids of the same chain length at the 2 en% linoleic acid level. After 9–14 weeks the biosynthesis of prostacyclin by pieces of aorta and the biosynthesis of hydroxy-heptadecatrienoic acid and 12-hydroxy-eicosatetraenoic acid by platelets were measured. The fatty acid compositions of aorta phospholipid and platelet lipid were also determined. Both the prostacyclin-production by aorta pieces and the production of hydroxy-heptadecatrienoic acid and 12-hydroxy-eicosatetraenoic acid by platelets appeared to be a linear function of the arachidonic acid level in aorta phospholipid and platelet lipid, irrespective of thetrans fatty acid content in the diet. This indicates thattrans fatty acids do not directly influence enzymes involved in eicosanoid biosynthesis. In a direct comparison withcis-monounsaturated or saturated fatty acids with 2 en% linoleic acid in the diet, only a moderate reduction in arachidonic acid level in aorta phospholipids in the group fedtrans fatty acids was observed. The geometry of the double bond did not influence the arachidonic acid level in platelet lipid, although the diet rich in saturated fatty acids increased arachidonic acid levels significantly compared with all other diets. Neither prostacyclin-production nor hydroxy-heptadecatrienoic acid or 12-hydroxy-eicosatetraenoic acid-production were significantly affected bytrans fatty acids when 2 en% linoleic acid was present in the diet. Our study indicates that in rats 2 en% linoleic acid is sufficient to prevent effects of dietarytrans fatty acids on eicosanoid synthesis.     

Positional analyses of triacylglycerol fatty acids in the milk fat of the antarctic fur seal (Arctocephalus gazella)

The positional distribution of fatty acids has been determined for the milk triacylglycerols of the Antarctic fur seal,Arctocephalus gazella. Of particular interest was the positional distribution of the polyunsaturated n−3 fatty acids in milk triacylglycerols (TG). In adipocytes of pinnipeds, TG are synthesized with the n−3 fatty acids primarily in thesn-1,3 positions. To determine the positional distribution, extracts of enzymatically digested lipids were separated by thin-layer chromatography, and the constituent fatty acids were separated and quantified by gas-liquid chromatography. Monoenoic and saturated fatty acids comprised over 75% of the total, the ratio of monoenoic to saturated fatty acids being 2∶1. The percent content of the long-chain n−3 fatty acids, 20∶5, 22∶5 and 22∶6, ranged between 15–20%. The positional analyses revealed that at thesn-2 position of milk TG, saturated fatty acids were in excess (57%), and the content of n−3 fatty acids was less than 5%. More than 80% of the n−3 fatty acids in milk were located in thesn-1,3 positions. The data indicate that in pinnipeds TG are synthesized in the mammary gland and adipose tissue with fatty acids having similar positional distributions.     

Linseed oil and mixture with maleic anhydride: <Superscript>1</Superscript>H and <Superscript>13</Superscript>C NMR

It was shown that ¹H NMR allowed a rapid determination of the ratio of the linolenic residues over all the others (linoleic + oleic + saturated) and ¹³C NMR allowed a rapid determination of the ratio of linolenic over (linoleic + oleic) residues as well as the linoleic/oleic ratio in a few minutes on less than 20 mg of crude LO. After thermal treatment (220°C for 2 h, followed by cooling to room temperature), a 1∶1 mixture of linseed oil (LO) and maleic anhydride (MA), which was a suspension, became limpid and remained limpid. Moreover, the viscosity of the mixture was higher than that of pure LO treated in the same way. It was shown by ¹³C NMR and quantitative recovery of the constituents (LO and MA) through solvent separation that no reaction occurred between LO and MA during this thermal treatment. This result is in accord with DSC analysis of such a 1∶1 LO/MA mixture that exhibited an exothermic effect too small (about 34 kcal/mol) to correspond to formation of a C−C bond.     

Effects of different medium-chain fatty acids on intestinal absorption of structured triacylglycerols

To study the effect of the chain length of medium-chain fatty acids on the intestinal absorption of long-chain fatty acids, we examined the lymphatic transport of fat following administration of five purified structured triacylglycerols (STAG) containing different medium-chain fatty acids in the sn-1, 3 positions and long-chain fatty acids in the sn-2 position in a rat model. Significant amounts of medium-chain fatty acids were found in lymph samples after intragastric administration of 1,3-dioctanoyl-2-linoleyl-sn-glycerol (8∶0/18∶2/8∶0), 1,3-didecanoyl-2-linoleyl-sn-glycerol, and 1,3-didodecanoyl-2-linoleyl-sn-glycerol. The accumulated lymphatic transport of medium-chain fatty acids increased with increasing carbon chain length. The recoveries of caprylic acid (8∶0), capric acid (10∶0), and lauric acid (12∶0) were 7.3±0.9, 26.3±2.4, and 81.7±6.9%, respectively. No significant differences were observed for the maximal intestinal absorption of linoleic acid (18∶2n−6) when the chain length of medium-chain fatty acids at the primary positions was varied, and the absorption of 18∶2 and oleic acid (18∶1) from 8∶0/18∶2/8∶0 and 1,3-dioctanoyl-2-oleyl-sn-glycerol was similar. We conclude that the chain length of the medium-chain fatty acids in the primary positions of STAG does not affect the maximal intestinal absorption of long-chain fatty acids in the sn-2 position in the applied rat model, whereas the distribution of fatty acids between the lymphatics and the portal vein reflects the chain length of the fatty acids. Presented in part at the 3rd ISSFAL Conference, Lyon, France, June 1–5, 1998.     

<Emphasis Type="Italic">cis</Emphasis>-, <Emphasis Type="Italic">trans</Emphasis>- and Saturated Fatty Acids in Selected Hydrogenated and Refined Vegetable Oils in the Indian Market

The fatty acid composition of 27 samples of commercial hydrogenated vegetable oils and 23 samples of refined oils such as sunflower oil, rice bran oil, soybean oil and RBD palmolein marketed in India were analyzed. Total cis, trans unsaturated fatty acids (TFA) and saturated fatty acids (SFA) were determined. Out of the 27 hydrogenated fats, 11 % had TFA about 1 % where as 11 % had more than 5 % TFA with an average value of about 13.1 %. The 18:1 trans isomers, elaidic acid was the major trans contributor found to have an average value of about 10.8 % among the fats. The unsaturated fatty acids like cis-oleic acid, linoleic acid and α-linolenic acid were in the range of 21.8–40.2, 1.9–12.2, 0.0–0.7 % respectively. Out of the samples, eight fats had fatty acid profiles of low TFA (less than 10 %) and high polyunsaturated fatty acids (PUFA) such as linoleic and α-linolenic acid. They had a maximum TFA content of 7.3 % and PUFA of 11.7 %. Among the samples of refined oils, rice bran oil (5.8 %) and sunflower oil (4.4 %) had the maximum TFA content. RBD palmolein and rice bran oils had maximum saturated fatty acids content of 45.1 and 24.4 % respectively. RBD palmolein had a high monounsaturated fatty acids (MUFA) content of about 43.4 %, sunflower oil had a high linoleic acid content of about 56.1 % and soybean oil had a high α-linolenic acid content of about 5.3 %.     

Synthesis and Structural Analysis of Structured Triacylglycerols with CLA Isomers in the <Emphasis Type="Italic">sn</Emphasis>-2- Position

The present research deals with the chemical esterification of the sn-2- position of sn-1,3-diacylglycerol (sn-1,3-DAG) with 9cis,11trans (c9,t11) and 10trans,12cis (t10,c12) conjugated linoleic acid (CLA) isomers to obtain structured triacylglycerols (TAG); the sn-1,3-DAG substrates were produced from extra virgin olive oil by means of enzymatic reactions while CLA isomers were obtained using a three-step procedure based on alkaline hydrolysis of sunflower oil, urea purification of linoleic acid (LA) and alkaline isomerization of LA. The results showed good levels of CLA incorporation in structured TAG at the tested temperatures: 37.5% at 4 °C and 39.1% at 14 °C. To evaluate the incorporation of CLA isomers in sn-2- position of sn-1,3-DAG structural analysis of the newly synthesized TAG was carried out using an enzymatic and a chemical method. The results of the structural analysis also showed up the occurrence of acyl migration. The pancreatic lipase method allowed the direct determination of the fatty acid composition of TAG sn-2- position but this enzymatic method showed different results (p < 0.05) in respect to the chemical one; this occurrence could be due to an acylic specificity of the lipase. High incorporation of CLA isomers in sn-2- position of TAG was observed, 77.0% at 4 °C and 81.5% at 14 °C, considering the results of the chemical procedure.     

Neutral Lipid Characterization of Non-Water-Soluble Fractions of <Emphasis Type="Italic">Carica Papaya</Emphasis> Latex

The non-water-soluble fraction of Carica papaya latex (CPL) constitutes a waste material from papain production; very little information exists regarding its chemical composition. The non-water-soluble fraction of CPL was fractionated by liquid chromatography into neutral lipids, glycolipids and phospholipids. The most abundant compounds were found to be the polar lipids, accounting for 79.2% (w/w) of the total extractible matter, while the total amount of neutral lipids was only around 20%. It was composed of free fatty acids, sterols and triterpenic alcohols, but no glycerides were detected. A high content of saturated fatty acids was measured; these saturated fatty acids were represented by very long chains with C24:0, C26:0 and C28:0 accounting for 6.3, 11.0 and 6.3%, respectively, in the total extractible matter and 7.3, 9.0 and 3.9% in the FFA fraction. The monounsaturated fatty acids were about 23–25% in both samples, with oleic acid (C18:1) being the most abundant. The polyunsaturated fatty acids that were 25.1% in the total matter and 21.6% in the FFA fraction were mainly represented by linoleic acid (C18:2n-6). Finally, a very interesting characteristic of the FA composition of this latex concerns the presence of odd-numbered fatty acids in significant amounts (around 22% in the total extract and 24.3% in the FFA fraction).