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Showing papers in "Journal of the American Oil Chemists' Society in 1992"


Journal ArticleDOI
TL;DR: In this paper, data for viscosity as a function of temperature from 24 to 110°C (75 to 230°F) have been measured for a number of vegetable oils (crambe, rapeseed, corn, soybean, milkweed, coconut, lesquerella) and eight fatty acids in the range from C9 to C22.
Abstract: Data for viscosity as a function of temperature from 24 to 110°C (75 to 230°F) have been measured for a number of vegetable oils (crambe, rapeseed, corn, soybean, milk-weed, coconut, lesquerella) and eight fatty acids in the range from C9 to C22. The viscosity measurements were performed according to ASTM test methods D 445 and D 446. Several correlations were fitted to the experimental data. Correlation constants for the best fit are presented. The range of temperature in which the correlations are valid is from 24°C (75°F), or the melting point of the substance, to 110°C (230°F). The correlation constants are valuable for designing or evaluating such chemical process equipment as heat exchangers, reactors, distillation columns, mixing vessels and process piping.

367 citations


Journal ArticleDOI
TL;DR: A comprehensive monitoring study, sponsored by the Chemical Manufacturers Association and designed in cooperation with the Environmental Protection Agency (EPA), measured the levels of nonylphenol (NP) and its ethoxylates (NPE) in 30 rivers as discussed by the authors.
Abstract: A comprehensive monitoring study, sponsored by the Chemical Manufacturers Association and designed in cooperation with the Environmental Protection Agency (EPA), measured the levels of nonylphenol (NP) and its ethoxylates (NPE) in 30 rivers. The sites, all receiving municipal or industrial wastewater, were selected at random from EPA’s United States river reach database by a statistical procedure. Water column and bottom sediment samples were collected along a perpendicular transect at each site. All samples were assayed for NP and NPE1, and the higher ethoxylates (NPE2 to NPE17) were determined in the water samples. Analysis was by high-performance liquid chromatography (HPLC) with fluorescence detection of microgram quantities of NPE obtained by extractive steam distillation (NP and NPE1) or a dualcolumn extraction procedure (NPE2 to NPE17). Sample collection and analytical procedures were validated according to rigorous EPA guidelines, and quality assurance standards were met throughout the study. NP and NPE concentrations in river water were mostly (60 to 75% of the samples) below their detection limits (about 0.1 ppb for NP, NPE1, and NPE2; 1.6 ppb for NPE3–17). The highest levels found were about 1 ppb for NP, NPE1, and NPE2, 15 ppb for NPE3–17. A majority of sediment samples contained detectable amounts of NP and NPE1, ranging up to 3000 ppb for NP and 170 ppb for NPE1. Sediment interstitial water concentrations of NP were estimated to be similar to concentrations in the water column.

337 citations


Journal ArticleDOI
TL;DR: In this paper, the effect of drought and high air temperature (AT) on soybean seed protein and oil contents has been investigated, showing that severe drought increased protein content by 4.4 percentage points, while oil content decreased by 2.9 percentage points.
Abstract: Environmental stress during soybean [Glycine max (L.) Merr.] seed fill can alter the chemical composition of the seed and reduce yield, viability, and vigor. The effect of drought and high air temperature (AT) on soybean seed protein and oil contents have not been reported. The objective of this study was to characterize the protein and oil contents and fatty acid composition of soybean seeds after exposure to drought and high AT during seed fill. Experiments were conducted during two years, in which three drought-stress levels were maintained throughout seed fill. In Experiment I, “Gnome” soybeans were grown at daytime AT of 20 and 26°C, and in Experiment II “Hodgson 78” were grown at 27, 29, 33, and 35°C. Across experiments, severe drought increased protein content by 4.4 percentage points, while oil content decreased by 2.9 percentage points. As drought stress increased, measured by accumulating stress degree days, protein content increased linearly and oil content decreased linearly at each AT. Seeds from plants exposed to 35°C during seed fill contained 4.0 percentage points more protein and 2.6 percentage points less oil than those exposed to 29°C when averaged across drought stress levels. Drought had little effect on the fatty acid composition of the oil, but high AT reduced the proportion of the polyunsaturated components.

331 citations


Journal ArticleDOI
TL;DR: The creation of an artificial interphase between the solvent-immiscible hydrophilic Glycerol and the hydrophobic reaction media by the adsorption of glycerol onto a solid support prior to use was essential for the success of these transformations.
Abstract: Regioisomerically pure 1(3)-rac-monoacylglycerols are conveniently prepared in high yields (>75%) and in multigram quantities by enzymatic esterification of glycerol in the presence of various lipases(Chromobacterium viscosum, Rhizopus delemar, Rhizomucor miehei) with a variety of different acyl donors, such as free fatty acids, fatty acid alkyl esters, vinyl esters and triacylglycerols, as well as natural fats and oils. All reactions are carried out in aprotic organic solvents with low water content, namelyn-hexane, diethyl ether, tBuOMe or mixtures of these solvents. Essential for the success of these transformations were the following two factors. First, the creation of an artificial interphase between the solvent-immiscible hydrophilic glycerol and the hydrophobic reaction medium by its adsorption onto a solid support. Second, a facile system for the separation of the desired monoacylglycerol from the reaction mixture, coupled with the continuous recycling of acyl donor and undesirable by-products.

213 citations


Journal ArticleDOI
TL;DR: In this article, a reverse-phase high-performance liquid chromatography system was used to quantitate the content of carnosol, carnosic acid and ursolic acid in the rosemary extracts.
Abstract: Rosemary (Rosemarinus officinalis L.) leaves were extracted with three different solvents, namely hexane, acetone and methanol. A reverse-phase high-performance liquid chromatography system in combination with a mass detector was used to quantitate the content of carnosol, carnosic acid and ursolic acid in the rosemary extracts. All rosemary extracts showed strong inhibitory effects on lipid oxidation and soybean lipoxygenase activity.

190 citations


Journal ArticleDOI
TL;DR: In this paper, an analytical method has been developed to evaluate the intensity of the bitter taste in virgin olive oil, based on extraction of bitter constituents of the olive oil with methanol/water and measurement of the absorbance at 225 nm.
Abstract: An analytical method has been developed to evaluate the intensity of the bitter taste in virgin olive oil. Results from the proposed method, based on extraction of the bitter constituents of virgin olive oil with methanol/water and measurement of the absorbance at 225 nm, show a significant correlation with the intensity of bitterness that had been evaluated in a sensorial manner by a panel. The developed method, therefore, offers a real alternative to the panel test for the evaluation of this attribute.

177 citations


Journal ArticleDOI
TL;DR: In this article, a standardized method for analysis and quantification of rapeseed phenolic compounds and tannins is proposed, which are important factors when considering rapeseed meal as a protein source in food formulations.
Abstract: Utilization of rapeseed meal in human foods has been thwarted by the presence of antinutritional factors such as glucosinolates, phenolics, phytates and hulls. The content of phenolics in rapeseed flour is nearly 30 times higher than that of soybean. Phenolic compounds contribute to the dark color, bitter taste and astringency of rapeseed meals. They may also interact with amino acids, enzymes and other food components, thus influencing the nutritional value of rapeseed meal and its products. Therefore, phenolic compounds are important factors when considering rapeseed meal as a protein source in food formulations. Available literature data on phenolic compounds and tannins of rapeseed/canola are fragmentary and diverse. Furthermore, developing a standardized method for analysis and quantitation of these compounds is warranted. Interaction of rapeseed phenolics/tannins with proteins and their effects on enzymes and other food components remain to be studied.

173 citations


Journal ArticleDOI
TL;DR: In this paper, the acyl chain specificity of lipases is evaluated in terms of hydrolysis resistant value (HRV), which is the ratio between the DHA contents in the glyceride mixture of the hydrolyzed oil and original oil.
Abstract: In an attempt to concentrate the content of DHA (docosahexaenoic acid) in a glyceride mixture containing triglyceride, diglyceride and monoglyceride, fish oil was hydrolyzed with six kinds of microbial lipase. After the hydrolysis, free fatty acid was removed and fatty acid components of the glyceride mixtures were analyzed. When the hydrolysis withCandida cylindracea lipase was 70% complete, the DHA content in the glyceride mixture was three times more than that in the original fish oil. The EPA (eicosapentaenoic acid) content became almost 70% of the original fish oil. Hydrolysis with other lipases did not result in an increase in the DHA content in the glyceride mixtures. Hydrolysis of DHA-rich tuna oil (DHA content is about 25%) withCandida cylindracea lipase resulted in 53% DHA in the glyceride mixture. The EPA content, however, remained close to that of the original tuna oil. In this report, the acyl chain specificity of lipases is evaluated in terms of hydrolysis resistant value (HRV). HRV is the ratio between the DHA contents in the glyceride mixture of hydrolyzed oil and original oil. HRV clearly indicates differences in hydrolysis between DHA and other fatty acids (e.g., saturated and monoenoic acids).

139 citations


Journal ArticleDOI
TL;DR: The oxidative stabilities of one canola oil and six soybean oils of various fatty acid compositions were compared in terms of peroxide values, conjugated dienoic acid values and sensory evaluations.
Abstract: The oxidative stabilities of one canola oil and six soybean oils of various fatty acid compositions were compared in terms of peroxide values, conjugated dienoic acid values and sensory evaluations. Two of the soybean oils (Hardin and BSR 101) were from common commercial varieties. The other four soybean oils were from experimental lines developed in a mutation breeding program at Iowa State University that included A17 with 1.5% linolenate and 15.2% palmitate; A16 with 2% linolenate and 10.8% palmitate; A87-191039 with 2% linolenate and 29.6% oleate; and A6 with 27.5% stearate. Seed from the soybean genotypes was cold pressed. Crude canola oil was obtained without additives. All oils were refined, bleached and deodorized under laboratory conditions with no additives and stored at 60°C for 15 days. The A17, A16, A87-191039 and A6 oils were generally more stable to oxidation than the commercial soybean varieties and canola oil as evaluated by chemical and sensory tests. Canola oil was much less stable than Hardin and BSR 101 oils by both chemical and sensory tests. The peroxide values and flavor scores of oils were highly correlated with the initial amounts of linolenate (r=0.95, P=0.001). Flavor quality and flavor intensity had negative correlations with linolenate, (r=−0.89, P=0.007) and (r=−0.86, P=0.013), respectively.

139 citations


Journal ArticleDOI
TL;DR: The conjugated linoleic acid (CLA) concentration of a variety of processed cheese products ranged between 3.2 to 8.9 mg/g fat as mentioned in this paper, while processing under nitrogen (70°C, 85°C) had no effect.
Abstract: The conjugated linoleic acid (CLA) concentration of a variety of processed cheese products ranged between 3.2 to 8.9 mg/g fat. Processing cheddar cheese at temperatures of 80°C and 90°C under atmospheric conditions increased (p < 0.05) CLA content, while processing under nitrogen (70°C, 85°C) had no effect. Increasing concentrations of whey protein concentrate (WPC) and its low molecular weight (LMW) fraction from 0 to 6% increased CLA formation. Six percent WPC and LMW fraction produced a 35% and 19% increase in CLA concentration, respectively, compared to processed cheese. The high molecular weight fraction of WPC did not increase CLA concentration. These results suggest that processing conditions and whey components play a role in CLA formation in processed cheese.

137 citations


Journal ArticleDOI
TL;DR: In this article, the effect of caprylic, capric, lauric, myristic, palmitic or stearic acid on the oxidative stability of purified soybean oil was investigated under microwave heating conditions.
Abstract: Effects of 0 to 1.0% levels of caprylic, capric, lauric, myristic, palmitic or stearic acid on the oxidative stability of purified soybean oil were investigated under microwave heating conditions. A prooxidative effect of the fatty acids introduced into the systems was established. The extent of this effect depended on the acyl chin and levels of added fatty acids. During microwave heating, the oxidative rate of purified soybean oil by the fatty acids was rapid compared to the addition of their corresponding hydrocarbons; the shorter the chainlength and the higher the levels of fatty acids, the more accelerated was the thermal oxidation in the oil. The results are explained on the basis of the catalytic effect of the carboxylic group on the formation of free radicals by the decomposition of hydroperoxides. Therefore, particular attention should be paid to the free fatty acid content, which affects the oxidative stability of purified soybean oil.

Journal ArticleDOI
TL;DR: In this paper, the authors studied the kinetics for the epoxidation of methyl esters of palm olein (MEPOL) by peroxyformic acid and peroxyacetic acid generated in situ.
Abstract: The kinetics for the epoxidation of methyl esters of palm olein (MEPOL) by peroxyformic acid and peroxyacetic acid generatedin situ were studied. The rate-determining step was found to be the formation of peroxy acid. Epoxidized MEPOL (EpMEPOL), with almost complete conversion of the unsaturated carbon and negligible ring-opening, can be synthesized by thein situ technique described. The kinetics of the oxirane cleavage of EpMEPOL by acetic acid were studied at various temperatures. The reaction was found to be first-order with respect to the epoxy concentration and second-order to the acetic acid concentration. The activation energy and the entropy of activation for the epoxidation of MEPOL were comparable to those for the oxirane cleavage of EpMEPOL by acetic acid, suggesting that the two reactions are competitive. The success of the epoxidation of MEPOL with only negligible oxirane cleavage is attributed to the heterogeneous nature of the system employed in thein situ technique.

Journal ArticleDOI
TL;DR: In this paper, the authors studied the oxidative stability of soybean oil triacylglycerols with respect to composition and structure and determined the peroxide value and headspace analysis of volatiles of the oxidized triacylsglycerol (at less than 1% oxidation).
Abstract: The oxidative stability of soybean oil triacylglycerols was studied with respect to composition and structure. Crude soybean oils of various fatty acid and triacylglycerol composition, hexane-extracted from ground beans, were chromatographed to remove non-triacylglycerol components. Purified triacylglycerols were oxidized at 60°C, in air, in the dark. The oxidative stability or resistance of the substrate to reaction with oxygen was measured by determination of peroxide value and headspace analysis of volatiles of the oxidized triacylglycerols (at less than 1% oxidation). The correlation coefficients (r) for rates of peroxide formation (r=0.85) and total headspace volatiles (r=0.87) were related positively to oxidizability. Rate of peroxide formation showed a positive correlation with average number of double bonds (r=0.81), linoleic acid (r=0.63), linolenic acid (r=0.85). Rate of peroxide formation also showed a positive correlation with linoleic acid (r=0.72) at the 2-position of the glycerol moiety. A negative correlation was observed between rate of peroxide formation and oleic acid (r=−0.82). Resistance of soybean triacylglycerols to reaction with oxygen was decreased by linolenic (r=0.87) and increased by oleic acid (r=−0.76)-containing triacylglycerols. Volatile formation was increased by increased concentration of linolenic acid at exterior glycerol carbons 1,3 and by linoleic acid at the interior carbon 2. Headspace analysis of voltiles and high-performance liquid chromatography of hydroperoxides indicated that as oxidation proceeded there was a slight decrease in the linolenic acid-derived hydroperoxides and an increase in the linoleic acid-derived hydroperoxides. The oxidative stability of soybean oil triacylclycerols with respect to composition and structure is of interest to the development of soybean varieties with oils of improved odor and flavor stability.

Journal ArticleDOI
TL;DR: In this paper, the reproducibility of oil stability index (OSI) values determined on the Metrohm Rancimat was measured with a single run and between experimental runs.
Abstract: Reproducibility of Oil Stability Index (OSI) values determined on the Metrohm Rancimat was measured with a single run and between experimental runs. Within a single experiment, a range of 0.13 h and a standard deviation of 0.066 h were determined. For multiple experiments, standard deviations of 0.24 and 0.26 were obtained for soybean and low-erucic rapeseed oil, respectively. The effect of temperature was determined for safflower, soybean, lowerucic rapeseed, corn, peanut and olive oils. A linear relationship was established between log (OSI) and temperature. The linear equation obtained for soybean oil was utilized to calculate variability of the OSI due to temperature differences in the heating block.

Journal ArticleDOI
TL;DR: In this article, the influence of chlorophylls on the oxidative stability of virgin olive oil was studied in both light and in darkness for three months under artificial light (1340 lux) or in darkness.
Abstract: Virgin olive oil was used as substrate to study the influence of chlorophylls on its oxidative stability in light and in darkness. Chlorophylls a and b were added to this substrate, after which oils were stored at 36 ± 2°C for three months under artificial light (1340 lux) or in darkness. The effect of light was greater than that of the additives. The prooxidant action of chlorophylls in the presence of other pigments of the oil was not observed in this assay. During early storage, the rate of peroxide formation was lower in the samples with added chlorophylls, but later it equalled that of the control. In darkness, stability was greater in the samples containing chlorophylls, indicating a slight antioxidant effect, which was more marked for chlorophyll a.

Journal ArticleDOI
TL;DR: In this paper, the fatty acid compositions of rapeseed and soybean oils marketed in France have been determined by gas liquid chromatography on a fused-silica capillary column coated with a 100% cyanopropyl polysiloxane stationary phase.
Abstract: The fatty acid compositions of rapeseed and soybean oils marketed in France have been determined by gas liquid chromatography on a fused-silica capillary column coated with a 100% cyanopropyl polysiloxane stationary phase. Under the operating conditions employed, methyl esters of linolenic acid geometrical isomers could be separated and quantitated easily without any other complementary technique. With only one exception, all samples under study (eight salad oils and five food samples) contain geometrical isomers of linolenic acid in measurable, although variable, amounts. Totaltrans-18:3 acids may account for up to 3% of total fatty acids. This value corresponds to a degree of isomerization (percentage oftrans isomers relative to total octadecatrienoic acids) of 30%. Examination of our data indicates that the distribution pattern of linolenic acid geometrical isomers does not depend on the degree of isomerization. The two main isomers always have thec,c,t and thet,c,c configurations. These isomers occur in the almost invariable relative proportions of 47.8±1.7% and 41.1±1.0%, respectively. The third mono-trans isomer is present in lower amounts−6.5±0.7%. The only di-trans isomer that can be quantitated with sufficient accuracy is thet,c,t isomer (4.9±1.5%). Mono-trans isomers of linoleic acid are also present in these oils. However, their maximum percentages are lower than those determined for linolenic acid geometrical isomers. In the oils showing the highest degrees of isomerization,trans isomers of linoleic acid account for 0.5% (rapeseed oils) and 1% (soybean oils) of total fatty acids. Taking into account all data, it would appear that the probability of isomerization of linolenic acid is about 13–14 times that of linoleic acid.

Journal ArticleDOI
TL;DR: In this article, the morphology and kinetics of crystallization of tripalmitin have been examined in detail by optical microscopy and four different β-microstructures have been found.
Abstract: The morphology and kinetics of crystallization of tripalmitin have been examined in detail by optical microscopy. The α-crystallization process is characterized by a fast heterogeneous nucleation and spherulitic growth, even at low undercooling, resulting in intense birefringence and smooth spherulitic entities. Four different β’-microstructures have been found—grainy, fibrous, feathery and lamellar. Around 47°C, a clear change from a grainy to a fibrous β’-microstructure is observed. This transition seems to take place without a drastic change in nucleation or in crystal growth. At 50°C, both nucleation and crystal growth exhibit a clear discontinuity, indicating interference from β-crystallization. Around 52°C, the β’-form changes again from a fibrous to a more feathery microstructure; the transition is accompanied by a distinct decrease in crystal growth rate. The lamellar β’-structure exhibits the highest stability and can be obtained onlyvia an accelerated nucleation at low temperature, followed by further growth at elevated temperature near the melting temperature of the β’-form. Determination of the β-form on the basis of its microstructure is not always precise, because the microstructure strongly depends on whether the β-crystals are obtained from a transformation of α or β’, or whether β-crystallization occurs directly from the melt. Clear confirmation of the polymorphic nature of the solid state can be obtained from melting point determination.

Journal ArticleDOI
TL;DR: In this article, a series of glycerol-based double- or triple-chain surfactants with two sulfonate, two sulfate or two carboxylate groups was conveniently prepared by reactions of 1-O-alkylglycerol diglycidyl ethers with long-chain fatty alcohols, and followed by reactions with propanesultone, chlorosulfonic acid or bromoacetic acid, respectively.
Abstract: A novel series of glycerol-based double- or triple-chain surfactants with two sulfonate, two sulfate or two carboxylate groups was conveniently prepared by reactions of 1-O-alkylglycerol diglycidyl ethers with long-chain fatty alcohols, and followed by reactions with propanesultone, chlorosulfonic acid or bromoacetic acid, respectively. The sulfate and carboxylate types of compounds have higher water solubilities than the corresponding sulfonate type of compound bearing the same lipophilic group. The triple-chain surfactants show excellent surface-active properties, such as micelle forming and ability to lower surface tension, compared not only with the corresponding single-chain anionic surfactants, but also with the corresponding double-chain surfactants. The effect of the difference in head groups of these compounds on surface-active properties is described. Foaming properties, wetting ability and lime-soap dispersing requirement are also discussed.

Journal ArticleDOI
TL;DR: In this article, the solubilities of six fatty acids were modeled by Chrastil's equation, and estimated model parameters were used to plot the isotherms of fatty acids at 313, 323 and 333°K (40, 50 and 60°C) as a function of SC-CO2 density.
Abstract: The solubilities of lauric, linoleic, myristic, oleic, palmitic and stearic acid in supercritical carbon dioxide (SC-CO2) at different pressures and temperatures were measured. The solubility values obtained in this work were compared with previously published data, and possible causes for observed discrepancies were discussed. The solubilities of the six fatty acids were modeled by Chrastil’s equation, and estimated model parameters were used to plot the solubility isotherms of fatty acids at 313, 323 and 333°K (40, 50 and 60°C) as a function of SC-CO2 density. The comparison of solubility isotherms of fatty acids and vegetable oil suggests that separation of fatty acids from triglycerides might be possible by using SC-CO2 at densities less than 700 kg/m3. From the effect of temperature on fatty-acid and vegetable-oil solubility, it seems that the extraction yield could be increased without sacrificing the selectivity of SC-CO2 for fatty acids by choosing a higher operating temperature. The data also suggest that fractionation of certain fatty acids might be possible by manipulating the processing conditions. Given the values of the constants, Chrastil’s equation could serve as a guideline for choosing appropriate processing conditions and predicting the effect of pressure and temperature of SC-CO2 on solute solubility.

Journal ArticleDOI
TL;DR: In this article, the antioxidant properties of phospholipids (PL) in a refined salmon oil model system were measured by determining changes in the 2-thiobarbituric acid number and decreases in the ratio of docosahexaenoic acid (DHA)/palmitic acid.
Abstract: The antioxidant properties of phospholipids (PL) in a refined salmon oil model system were measured by determining changes in the 2-thiobarbituric acid number and decreases in the ratio of docosahexaenoic acid (DHA)/palmitic acid (22:6/16:0) of a fish oil system incubated at 180°C for up to 3 h. The more phosphatidylcholine (PC) added to the oil system, the higher the oxidative stability obtained. The order of effectiveness of commercial phospholipids in inhibiting oxidation and the loss of polyunsaturated fatty acids was as follows: sphingomyelin (SPH)=lysophosphatidylcholine (LPC)=phosphatidylcholine (PC)=phosphatidylethanolamine (PE)>phosphatidylserine (PS)>phosphatidylinositol (PI)>phosphatidylglycerol (PG)>control salmon oil. Nitrogen containing PL, including PE, PC, LPC and SPH, were equally effective in exerting greater antioxidant properties than PS, PG and PI. The inverse relationship observed between the oxidation index (C22:6/C16:0) and color intensity for treatments following 2 h of heating suggests that Maillard-type reaction products may have contributed to the oxidative stability of PL-supplemented fish oils.

Journal ArticleDOI
TL;DR: In this paper, palm oil was transmethylated continuously at 70°C in an organic solvent with sodium methoxide as a catalyst and the optimum ratio of toluene to palm oil is 1∶1 (v/v).
Abstract: Palm oil was transmethylated continuously at 70°C in an organic solvent with sodium methoxide as a catalyst. The optimum ratio of toluene to palm oil is 1∶1 (v/v). When the methanol-to-oil molar ratio was 13∶1, transmethylation was 96% complete within 60 seconds. At higher molar ratio (17∶1), transmethylation was 99% complete in 15 seconds. For lower molar ratios of methanol-to-oil (9∶1 and 5.8∶1), yields of palm oil methyl ester (POME) were 84 and 58%, respectively. Benzene was also a good solvent for transmethylation, but the yield of POME was slightly lower than toluene. Tetrahydrofuran did not accelerate transmethylation.

Journal ArticleDOI
TL;DR: In this paper, the geometrical and positional isomers of linoleic acid of a partially hydrogenated canola oil-based spread were identified and identified through partial hydrazine reduction and mass spectral studies.
Abstract: The geometrical and positional isomers of linoleic acid of a partially hydrogenated canola oil-based spread were isolated and identified. Through partial hydrazine reduction and mass spectral studies,cis-9,trans-13 octadecadienoic acid was identified as the major isomer. Other quantitatively important isomers characterized werecis-9,trans-12;trans-9,cis-12 andcis-9,cis-15. These four were also the major isomers in margarine based on common vegetable oils. A number of minor isomers were detected and some structures identified weretrans-9,trans-12;trans-8,cis-12;trans-8,cis-13;cis-8,cis-13;trans-9,cis-15;trans-10,cis-15 andcis-9,cis-13. The proportions of the various isomers are given for some margarines in the Canadian retail market. The amounts oftrans-9,trans-12 isomer in Canadian margarines were generally below 0.5% of the total fatty acids.

Journal ArticleDOI
TL;DR: In this article, a simple, rapid and reproducible method of determining the iodine value (IV) and saponification number (SN) for fats and oils was developed with an attenuated total reflectance/Fourier transform infrared spectrometer and commercially available triglycerides as calibration standards.
Abstract: A simple, rapid and reproducible method of determining the iodine value (IV) and saponification number (SN) for fats and oils was developed with an attenuated total reflectance/Fourier transform infrared spectrometer and commercially available triglycerides as calibration standards. Partial least squares was used to determine the spectral regions correlating with the known chemical IV and SN values, and the calibration set was augmented with additional standards generated by spectral co-adding techniques. The calibration model obtained was used to analyze commercially available fats and oils with a wide range of IV and SN values, and the results were compared to the values obtained by American Oil Chemists’ Society methods. With the spectrometer calibrated and programmed, IV and SN results could be obtained within 2–3 min per sample, a major improvement over conventional wet chemical methods.

Journal ArticleDOI
TL;DR: In this paper, the seeds of four date palm (Phoenix dactylifera L.) cultivars, Dekel Noor, Zahidi, Medjool and Halawy, grown in the Arava Valley of southern Israel were analyzed for their inorganic and some organic constituents.
Abstract: The seeds of four date palm (Phoenix dactylifera L.) cultivars, Dekel Noor, Zahidi, Medjool and Halawy, grown in the Arava Valley of southern Israel were analyzed for their inorganic and some organic constituents. The following average values were obtained for the four cultivars on a dry-weight basis: protein 5.60%, oil 8.15%, fiber 16.13%, and ash 1.13%. Analysis of the mineral elements in the ash gave the following average values: Ca, 1.55%; Na, 0.97%; Mg, 8.07%; K, 27.60%; Fe, 0.73%; Cu, 0.13% and Mn, 0.08%. The oil exhibited the following characteristics (average for the four cultivars): acid value ∼1.04, iodine value 49.5, saponification value 221.0, and unsaponifiable matter 0.8%. Gas-liquid chromatography revealed that the major unsaturated fatty acid was oleic acid (42.3%), while the main saturated fatty acid was lauric (21.8%). Myristic, palmitic and linoleic acids were also found, average values being 10.9, 9.6 and 13.7%, respectively. Potential uses for date seed oil are considered for cosmetic, pharmaceutical and related specialty products, and to a lesser degree for food products.

Journal ArticleDOI
TL;DR: By using a large excess of the free fatty acid (heptadecanoic acid), the hydrolysis reaction was slowed down, so a higher yield was obtained at a given degree of incorporation, and the enzyme preparation had good operational stability and position specificity.
Abstract: The incorporation of a free fatty acid into thesn-1 position of phosphatidylcholine by lipase-catalyzed transesterification was investigated. The thermodynamic water activity of both the enzyme preparation and the substrate solution was adjusted to the same value prior to the reaction. The reaction rate increased with increasing water activity but the yield of modified phosphatidylcholine decreased due to hydrolysis. By using a large excess of the free fatty acid (heptadecanoic acid), the hydrolysis reaction was slowed down, so a higher yield was obtained at a given degree of incorporation. The best results were obtained withRhizopus arrhizus lipase immobilized by adsorption on a polypropylene support. With this preparation, a yield of 60% and nearly 50% incorporation of heptadecanoic acid (100% incorporation in thesn-1 position) was obtained at a water activity of 0.064. The enzyme preparation had good operational stability and position specificity. Little incorporation (<1%) was observed in thesn-2 position, when almost all the fatty acid in thesn-1 position was exchanged.

Journal ArticleDOI
TL;DR: In this paper, the oil and meal from apricot, cherry, nectarine, peach and plum seeds were characterized for their physico-chemical properties, and the proximate composition of whole seeds on a dry weight basis ranged from 1.3-6.4%.
Abstract: The oil and meal from apricot, cherry, nectarine, peach and plum seeds were characterized for their physico-chemical properties. The wt% seed/fruit ranged from 2.8–7.6% and the wt% kernel/seed ranged from 6.8–31.6%. Kernel moisture ranged from 38.8–72.4%. The proximate composition of whole seeds on a dry weight basis ranged from 1.3–6.9% protein, 0.6–14.5% fat, 51.0–72.3% fiber, 0.4–1.2% ash, and 18.1–27.9% carbohydrate (by difference). The kernels contained 41.9–49.3% fat, and the resulting meals contained 31.7–38.7% protein. The major fatty acids were oleic (52.9–66.3%) and linoleic (26.8%–35.0%). The major essential amino acids were arginine (21.7–30.5 mmoles/100 g meal) and leucine (16.2–21.6), and the predominant nonessential amino acid was glutamic acid (49.9–68.0). The iodine values ranged from 105 to 113, hydroxyl value from 5.5 to 7.0 and the unsaponifiables from 0.56–0.80%. The mineral composition (Cu, Fe, Ca, Mg, Zn, P) was also determined on the meals.

Journal ArticleDOI
TL;DR: In this paper, a one-step extraction/methylation (OSM) method for determining individual fatty acids (FA) in processed food products, freeze-dried samples, containing 10-50 mg fat, were transmethylated without prior fat extraction with a mixture of methanol-HCl/toluene.
Abstract: In a one-step extraction/methylation (OSM) method for determining individual fatty acids (FA) in processed food products, freeze-dried samples, containing 10–50 mg fat, were transmethylated without prior fat extraction with a mixture of methanol-HCl/toluene. After washing the organic phase the formed FA methyl esters were ready for separation by gas-liquid chromatography (GLC). The relative standard deviation for total FA content was <3.5%, regardless of the food type analyzed. Furthermore, the FA composition of selected fatty foods as obtained by the OSM procedure was almost identical with the FA composition of the pure fats extracted by the Soxhlet procedure and with chloroform-methanol, respectively. The OSM method is inexpensive and simple to perform and is, therefore, well suited for nutrient labeling studies, especially in situations where many samples have to be analyzed for their total FA content.

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TL;DR: In this paper, the antioxidant properties of combinations of plant extracts and primary antioxidants or citric acid were studied in lard stored at 75°C, and negative synergism was observed when the plant extracts were mixed with DL-α-tocopherol.
Abstract: The antioxidant activities of combinations of plant extracts and primary antioxidants or citric acid were studied in lard stored at 75°C. Methanol extracts of oregano, thyme, marjoram, dittany, rosemary and sage were used. When combined with butylated hydroxyanisole, butylated hydroxytoluene or ascorbyl palmitate the extracts showed an additive antioxidant effect, while combinations with propyl gallate did not increase the induction period obtained by the phenolic antioxidant. Negative synergism was observed when the plant extracts were mixed with DL-α-tocopherol. Citric acid showed a high synergistic efficiency with marjoram extract and a minor one with thyme extract, but it had a negative effect with all the others. Ternary mixtures of the plant extracts with citric acid and ascorbyl palmitate had lower activity than the corresponding dual combinations with ascorbyl palmitate, except for the mixture of marjoram extract.

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TL;DR: In this paper, the authors used column and high-performance size-exclusion (HPSE) chromatography to evaluate the effect of repeated and discontinuous deep-fat fryings of potatoes.
Abstract: Thermoxidative and hydrolytic alterations of a sunflower oil used in sixty repeated and discontinuous deep-fat fryings of potatoes were evaluated by column and high-performance size-exclusion (HPSE) chromatography. Successive fryings of potatoes in sunflower oil, without turnover of fresh oil during the performance of fryings, increased the level of total polar components in the oil from 3.75% to 27.28% (w/w). Triglyceride polymers, triglyceride dimers, oxidized triglycerides and diglycerides increased after sixty fryings 89.8, 21.8, 4.9 and 1.7 times, respectively. These increases were well correlated with the number of fryings. However, there was not significant correlation between levels of free fatty acids and the number of fryings. Polar compounds were highly (r=0.9691) and significantly (P<0.01) correlated with triglyceride polymers and also highly (r=0.9969 and r=0.9738) and significantly (P<0.01) with triglyceride dimers and oxidized triglycerides, respectively. Nevertheless polar compounds were not significantly correlated with free fatty acids. Data suggest that an intensive thermoxidative rather than a hydrolytic process takes place in experimental deep-fat frying of potatoes.

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TL;DR: In this article, the formation process of granular crystals in fat blends containing palm oil was analyzed and it was shown that the most stable polymorph, β1, of POP (1,3-dipalmitoyl 2-oleoyl glycerol) with triple chainlength fat blend consisting of POP and reapeseed oil.
Abstract: The use of palm oil for plastic fats has encountered serious difficulty due to its crystallization properties, one of which is the formation of granular crystals. The granular crystals cause sandy teste and inhomogeneity of fat crystal morphology of end products. In the present study, we analyzed the formation process of these granular crystals. Chemical and physical analyses for triacylglycerol (TAG) compositions, polymorphism and melting points of the granular crystals led to the conclusion that the granular crystals are of the most stable polymorph, β1, of POP (1,3-dipalmitoyl 2-oleoyl glycerol) with triple chainlength fat blend consisting of POP and reapeseed oil. The following characteristics of β1 polymorph of POP contribute to the formation of granular crystals in fat blends containing palm oil: (i) β1 reveals well-defined plate-like crystal morphology, which grows easily into the bulky granular from; (ii) the triple chainlength structure of POP has a tendency to segregate and does not from a solid solution together with other TAGs.