Enzymatic modification of high-laurate canola to produce margarine fat

Stearic acid was enzymatically transesterified with high-laurate canola using a nonspecific lipase from Candida antarctica to produce structured lipids (SL) suitable for margarine application. Stearic acid levels ranged from 10 to 40 wt % of high-laurate canola oil. Differential scanning calorimetry was used to evaluate melting characteristics of the transesterified products. A stearic acid level of 30% was found to best match the melting characteristics of fat extracted from commercially available stick margarine. This SL was used to prepare nonrefrigerated and refrigerated margarine samples. Refrigerated margarine was prepared using 60% SL and 40% canola oil, whereas 100% SL was used for the nonrefrigerated margarine. Slip melting point, solid fat content, and hardness index were determined for all samples. Application of a dynamic temperature step using a dynamic stress rheometer showed complete breakdown of the commercial stick margarine and the experimental refrigerated margarine at approximately 30 degrees C and complete breakdown of the nonrefrigerated margarine at approximately 35 degrees C. Addition of canola oil to the SL improved spreadability at refrigeration temperatures and reduced the hardening effect of lauric acid in the SL. The nonrefrigerated margarine was spreadable at room temperature and exhibited no oil exudation or phase separation.     

Synthesis of structured lipids containing medium-chain and omega-3 fatty acids

The ability of different lipases to incorporate omega3 fatty acids, namely, eicosapentaenoic acid (EPA, C20:5n-3), docosapentaenoic acid (DPA, C22:5n-3), and docosahexaenoic acid (DHA, C22:6n-3), into a high-laurate canola oil, known as Laurical 35, was studied. Lipases from Mucor miehei (Lipozyme-IM), Pseudomonas sp. (PS-30), and Candida rugosa (AY-30) catalyzed optimum incorporation of EPA, DPA, and DHA into Laurical 35, respectively. Other lipases used were Candida anatrctica (Novozyme-435) and Aspergillus niger (AP-12). Response surface methodology (RSM) was used to obtain a maximum incorporation of EPA, DPA, and DHA into high-laurate canola oil. The process variables studied were the amount of enzyme (2-6%), reaction temperature (35-55 degrees C), and incubation time (12-36 h). The amount of water added and mole ratio of substrates (oil to n-3 fatty acids) were kept at 2% and 1:3, respectively. The maximum incorporation of EPA (62.2%) into Laurical 35 was predicted at 4.36% of enzyme load and 43.2 degrees C over 23.9 h. Under optimum conditions (5.41% enzyme; 38.7 degrees C; 33.5 h), the incorporation of DPA into high-laurate canola oil was 50.8%. The corresponding maximum incorporation of DHA (34.1%) into Laurical 35 was obtained using 5.25% enzyme, at 43.7 degrees C, over 44.7 h. Thus, the number of double bonds and the chain length of fatty acids had a marked effect on the incorporation omega3 fatty acids into Laurical 35. EPA and DHA were mainly esterified to the sn-1,3 positions of the modified oils, whereas DPA was randomly distributed over the three positions of the triacylglycerol molecules. Meanwhile, lauric acid remained esterified mainly to the sn-1 and sn-3 positions of the modified oils. Enzymatically modified Laurical 35 with EPA, DPA, or DHA had higher conjugated diene (CD) and thiobarbituric acid reactive substance (TBARS) values than their unmodified counterpart. Thus, enzymatically modified oils were more susceptible to oxidation than their unmodified counterparts, when both CD and TBARS values were considered.     

Synthesis of structured lipids by transesterification of trilinolein catalyzed by Lipozyme IM60

Structured lipids (SL) containing caprylic, stearic, and linoleic acids were synthesized by enzymatic transesterification using Lipozyme IM60. Pure trilinolein and free fatty acids were used as substrates. Incorporation of stearic acid was higher than that of caprylic acid in all parameters. Highest incorporations of both acids were achieved at 32 h, mole ratio of 1:4:4 (trilinolein/caprylic/stearic acids), water content of 1% (wt %), temperature of 55 degrees C, and 10% (wt %) enzyme load. The maximal incorporations of caprylic and stearic acids were 23.73 and 62.46 mol %, respectively. Reaction time, water content, and enzyme load had major influences on the reaction, whereas substrate mole ratio and temperature showed less influence. Lipozyme showed good stability over six reuses. Differential scanning calorimetric analysis of SL gave a melting profile with a very low melting peak of 0-3.3 degrees C and a solid fat content of 25.21% at 0 degrees C. The melting profile and solid fat content of SL were compared with those of fats extracted from commercially available solid and liquid margarine products. The data suggest that enzymatically produced SL could be used in liquid margarine products.     

Optimization of solid fat content and crystal properties of a trans-free structured lipid by blending with palm midfraction

The optimization of solid fat content (SFC) and crystal properties of trans-free structured lipids (SL) synthesized by incorporating stearic acid into canola oil was investigated. The SLs were blended with varying amounts of palm midfraction (PMF). The SFC and crystal polymorphism were improved. The addition of sucrose stearate (S-170), sorbitan tristearate (STS), and distilled monoglycerides (DMG) to one of the blends, SL40:PMF (70:30, w/w), did not improve crystal polymorphism but had significant effects on crystal morphology. The emulsifiers significantly delayed crystal growth, resulting in smaller crystal sizes as compared to the control. They were unable to inhibit the formation of granular crystals (30-140 microm), which are undesirable in margarine, after 4 weeks of storage at 0 degrees C. Blends treated with S-170 and STS showed many small evenly distributed crystals interspersed with large crystal aggregates (after 4 weeks of storage), whereas the blend treated with DMG and the control showed irregularly shaped globular crystals, also interspersed with large crystal aggregates. However, these crystal aggregates were not observed upon visual and physical examination and may therefore not impart the sensory properties of the finished products negatively.     

Synthesis of structured lipids via acidolysis of docosahexaenoic acid single cell oil (DHASCO) with capric acid

Screening of five commercially available lipases for the incorporation of capric acid (CA) into docosahexaenoic acid single cell oil (DHASCO) indicated that lipase PS-30 from Pseudomonas sp. was most effective. Of the various reaction parameters examined, namely, the mole ratio of substrates, enzyme amount, time of incubation, reaction temperature, and amount of added water, for CA incorporation into DHASCO, the optimum conditions were a mole ratio of 1:3 (DHASCO/CA) at a temperature of 45 degrees C, and a reaction time of 24 h in the presence of 4% enzyme and 2% water content. Examination of the positional distribution of fatty acids on the glycerol backbone of the modified DHASCO with CA showed that CA was present mainly in the sn-1,3 positions of the triacylglycerol (TAG) molecules. Meanwhile, DHA was favorably present in the sn-2 position, but also located in the sn-1 and sn-3 positions. The oxidative stability of the modified DHASCO in comparison with the original DHASCO, as indicated in the conjugated diene values, showed that the unmodified oil remained relatively unchanged during storage for 72 h, but DHASCO-based structured lipid was oxidized to a much higher level than the original oil. The modified oil also attained a considerably higher thiobarbituric acid reactive substances value than the original oil over the entire storage period. However, when the oil was subjected to the same process steps in the absence of any enzyme, there was no significant difference (p > 0.05) in its oxidative stability when compared with enzymatically modified DHASCO. Therefore, removal of antioxidants during the process is primarily responsible for the compromised stability of the modified oil.     

The effect of time of S application on yield and sulphur uptake of canola

Abstract

Little information was available on the yield response of canola species to application of sulphur (S) fertilizer at various times after seeding. Split plot experiments having two cultivars, ‘Candle’ (Brassica campestris L.) and ‘Regent’ (Brassica napus L.) as main plots and four times of applying S fertilizer as subplots after seeding (0, 14, 28 and 42 days) were set out on six sulphur deficient soil sites of northern Saskatchewan. Sodium sulphate fertilizer was applied at 25 kg S/ha and all plots received 100, 20 and 50 kg/ha of N, P and K, respectively. The cultivar ‘Regent’ yielded 1.24 t/ha which was significantly higher than ‘Candle’ yielding 0.98 t/ha (average over sites). An estimated linear reduction in yield of canola grain of 0.11 t/ha for ‘Candle’ and 0.40 t/ha for ‘Regent’ was obtained with S applied at 42 days after seeding date. This difference in response to time of S application resulted in a cultivar x time of S interaction. On two other sites testing high in S (above 40 kg S/ha) there was an apparent increase in grain yield with S application at the rosette stage and at the second application time (12 days before reseeding because of frost damage). Sulphur uptake in grain and straw was highly correlated with yield of grain and straw. Average uptake of S in straw (15.1 kg S/ha) was higher than in grain (4.4 kg S/ha). With few exceptions, yield and S uptake in grain and straw was less with S fertilizer applied at late stages of growth than at seeding.     

Antioxidant evaluation and oxidative stability of structured lipids from extravirgin olive oil and conjugated linoleic acid

Structured lipid (SL) was synthesized from extravirgin olive oil (EVOO) and conjugated linoleic acid (CLA) via a lipase-catalyzed reaction. CLA provides a variety of health benefits, but it is not consumed in free fatty acid form. The synthesized SL olive oil contained 42.5 mol % CLA isomers, and the major isomers were cis-9,trans-11-CLA (16.9 mol %) and trans-10,cis-12-CLA (24.2 mol %). The antioxidant activity determined by the radical scavenging capacity with the 2,2-diphenyl-1-picrylhydrazyl radical was lower in SL olive oil than in EVOO. The oxidative stability was also lower in SL olive oil since it had a higher peroxide value, rho-anisidine value, and 2-thiobarbituric acid reactive substances values during 20 days of storage at 60 degrees C. This observation could be due to the reduction in the natural phenolic compounds (97%) and tocopherols (56%), and the incorporated CLA with two conjugated double bonds in the SL olive oil. The oxidative stability of SL olive oil was increased by added rosemary extracts at concentrations of 100, 200, and 300 ppm. The present study suggests that the SL olive oil may be a suitable way to incorporate or deliver CLA into human diets. However, the addition of a proper antioxidant would be required for improving its oxidative stability.     

The effects of different methods of zinc application on canola seed yield and oil content

Abstract

Zinc (Zn) as a microelement plays a salient role in the vital processes of plants such as metabolism and nutrition. This experimental study was conducted in the research field of Agriculture Faculty, Zanjan University using two genotypes of canola as main factor (Okapi and Tassilo) and zinc fertilizer application method in 7 levels including control, foliar spraying (2, 3.5, and 5?g/L) at the beginning of flowering and soil application (25, 50, and 75?kg/ha) were considered as sub-plot factor. The results showed that the application of zinc significantly increased the chlorophyll content as compared to control treatment. The highest chlorophyll content was observed in foliar spraying of 3.5 and 5?g/L zinc in Okapi cultivar. While, the highest value of RWC content resulted only with spraying 5?g/L of zinc. The result showed that zinc foliar of 5?g/L obtained the highest oil and seed yields and seed yield components. In addition, the highest qualitative seed traits (oil and protein content and zinc content in seed and plant) resulted with spraying 5?g/L of zinc. Also, Okapi cultivar had more quantitative and qualitative yields than Tassilo cultivar. The foliar spray of 5?g/L Zn can be recommended to increase the quantity and quality seed yield of canola.     

Dry matter, lipids, and proteins of canola seeds as affected by germination and seedling growth under illuminated and dark environments

The effect of germination and growth under illuminated and dark environments on canola seed reserves was investigated. Depletion of proteins and lipids in whole seedlings and their top (leaf/cotyledons) and bottom parts (stem/roots/seed coat) was independent of light, whereas the protein solubility increased at a faster rate under an illuminated environment than in the dark. A rapid increase in free fatty acids but a net decrease of dry matter content in seedlings grown in the dark environment was observed. The dry matter content of seedlings grown in the illuminated environment increased due to photosynthetic biomass accumulation.     

Synthesis and structural characterization of oaklin-catechins

Condensation reactions of procyanidin dimer B4 with two representative oak wood cinnamic aldehydes (coniferaldehyde and sinapaldehyde) were conducted in winelike model solutions. Coniferaldehyde led to the formation of guaiacylcatechin-pyrylium-catechin (GCP-catechin, 737 m/z), whereas sinapaldehyde led to the formation of syringylcatechin-pyrylium-catechin (SCP-catechin, 767 m/z). The former was also structurally characterized by 1D and 2D NMR, allowing an elucidation of the formation mechanism of these oaklin-catechin adducts and demonstrating the importance of procyanidins in the formation of colored compounds through the reaction with cinnamic aldehydes extracted from oaks during storage.     

Comparative phosphorus requirement of canola and wheat

The yield response of canola (also known as rape, Brassica napus) and wheat (Triticum aestivum) to applications of phosphorus (P) as single superphosphate was measured in three field experiments in south‐western Australia. The P was banded with the seed while sowing at 4 cm depth. The P requirements of the species was determined from the amount of P required to produce 90% of the maximum yield. Canola consistently required less P than wheat, from 50 to 55% less P for dried tops, and 30 to 58% less P for seed. The P concentration and P content (P concentration multiplied by yield) in dried tops or seed was consistently larger for canola than wheat.     

Synthesis and characterization of zinc-coated urea fertilizer

The research was focused on the synthesis and characterization of zinc (Zn)-coated urea fertilizer. Zinc oxide (ZnO) particles were coated on urea granules through two different coating techniques, i.e., slurry coating and wet coating, and the release rate of the coated Zn was measured up to 24 hours. Slurry coating technique showed better Zn release rate and morphology of coated urea granules as compared with wet coating technique using different binders, i.e., water, molasses, paraffin oil, and the combined mixture of honey bee wax and gum arabica. Urea granules synthesized through wet coating technique have a low amount of Zn as compared with slurry-coated urea granules. Urea granules coated through slurry coating technique and molasses, paraffin oil, and water (MPW) as a binder were the best in term of coating efficiency, uniform size distribution of ZnO-coated particles, granule's morphology, and release rate of Zn from coated formulations.     

Sampling plan and test protocol for the semiquantitative detection of genetically modified canola (Brassica napus) seed in bulk canola seed

Using a statistical approach, sampling plans for the semiquantitative detection of genetically modified (GM) canola within a bulk seed sample can be developed and tailored to meet different GM thresholds, costs, and confidence limits. This is achieved by changing the number of subsamples analyzed, the number of seeds per subsample, and the percentage of positive results allowed. These sampling plans must be devised carefully, taking into account the detection capability of the analytical assay. This is particularly important in the case of InVigor (a registered trademark of Bayer CropScience) canola, for which expression levels of the introduced protein in seed are very low. Lateral flow assays and enzyme-linked immunosorbent assays (ELISA) were both investigated for their suitability as a qualitative assay using a subsampling approach. On the basis of an ELISA, several sampling plans have been devised and validated to provide at least 99% confidence that bulk seed samples containing at least 0.9% (w/w) InVigor canola will be detected. Although the term "seed" is used throughout this paper to refer to the canola, the term "seed" is to be taken to include both seed and the canola seed (grain) that is harvested by the farmer/grower.     

Triacylglycerol structure and composition of hydrogenated soybean oil margarine and shortening basestocks

The composition and structures of triacylglycerols (TAG) in a commercially prepared hydrogenated soybean oil margarine basestock [iodine value (IV) 65, 39.7% trans fatty acids] were determined by high-performance liquid chromatography (HPLC) in tandem with atmospheric pressure chemical ionization (APCI) mass spectrometry (MS). The basestock was separated by preparative HPLC into four fractions. Fractions 1 and 4, constituting approximately 8% of the total, were shown to consist of LOO, PLO, and LLS and OSS and PSS, respectively (where L = linoleic, O = oleic, S = stearic, and P = palmitic). APCI will not distinguish between O, oleic cis C18:1, and E, elaidic trans C18:1. Thus, O and E may be used interchangeably in discussion of TAG isomer structures. Fraction 2 consisted of OOO and POO. Fraction 3 consisted of OOO, POO, OOS, and POS. About 80% of the total triglycerides consisted of OOO, POO, and OOS. The trans fatty acid content of the fractions was determined, and the results showed that 92% of the total trans content was found in fractions 2 and 3. A shortening basestock (IV 81.7, 31.8% trans fatty acids) was partially characterized.     

Effect of water stress and nickel application on yield components and agronomic characteristics of canola grown on two calcareous soils

A greenhouse experiment (5 × 2 × 2 factorial arranged in randomized-complete-design with three replicates) was conducted to assess the combined effects of nickel (Ni) and drought stress on growth and yield parameters of canola (Brassica napus L. var. Talaye) grown on two calcareous soils of loamy and sandy clay textures. Treatments consisted of five Ni levels (0, 0.05, 0.1, 0.5 and 1 mg Ni kg^?1 soil) and two levels of water status 100% and 60% field capacity (FC and 0.6FC, respectively). Growth parameters and yield components of plants decreased at drought-stress conditions. Almost all of the studied growth/yield parameters of canola grown on loamy soil were significantly more than those of the sandy clay soil, probably due to the increased capability of loamy soil for supplying the plant water/nutrient requirements. Nickel could positively affect some of the mean growth and yield parameters (e.g., grain yield) over both of the water status conditions. Nevertheless, some of the traits not only increased by Ni fertilization but also decreased compared to that of the control. The positive responses of canola was observed with higher amounts of applied Ni in the sandy clay soil than in loamy soil, e.g., the maximum grain yields of canola grown on loamy and sandy clay soils were obtained with applications of 0.5 and 1 mg Ni kg^?1, respectively. Generally, results demonstrated that Ni could not mitigate the negative effects of drought stress on canola growth or yield components.     

Synthesis of structured triacylglycerols by lipase-catalyzed acidolysis in a packed bed bioreactor

Structured triacylglycerols (ST) from canola oil were produced by enzymatic acidolysis in a packed bed bioreactor. A commercially immobilized 1,3-specific lipase, Lipozyme IM, from Rhizomucormiehei, was the biocatalyst and caprylic acid the acyl donor. Parameters such as substrate flow rate, substrate molar ratio, reaction temperature, and substrate water content were examined. High-performance liquid chromatography was used to monitor the reaction and product yields. The study showed that all of the parameters had effects on the yields of the expected di-incorporated (dicaprylic) ST products. Flow rates below 1 mL/min led to reaction equilibrium, and lower flow rates did not raise the incorporation of caprylic acid and the product yield. Incorporation of caprylic acid and the targeted di-incorporated ST was increased by approximately 20% with temperature increase from 40 to 70 degrees C. Increasing the substrate molar ratio from 1:1 to 7:1 increased the incorporation of caprylic acid and the product yield slightly. Water content in the substrate also had a mild influence on the reaction. Water content at 0.08% added to the substrate gave the lowest incorporation and product yield. The use of solvent in the medium was also studied, and results demonstrated that it did not increase the reaction rate at 55 degrees C when 33% hexane (v/v) was added. The main fatty acids at the sn-2 position of the ST were C(18:1), 54. 7 mol %; C(18:2), 30.7 mol %; and C(18:3), 11.0 mol %.     

腰果酚基乙酸酯增塑剂的合成及其增塑聚氯乙烯性能

为了进一步利用农林剩余物资源替代石化原料,该研究以腰果酚为原料,通过对其酚羟基进行酯化改性,制备腰果酚基乙酸酯(cardanol acetate,CA)增塑剂。采用核磁共振氢谱(1H nuclear magnetic resonance,1H NMR)和核磁共振碳谱(13C nuclear magnetic resonance,13C NMR)对产物的结构进行表征。通过动态力学性能(dynamic thermo mechanical analysis,DMA),拉伸性能测试,热重分析(thermogravimetric analysis,TGA),以及与聚氯乙烯(polyvinyl chloride,PVC)共混样品的傅里叶红外分析(fourier transform infrared spectroscopy,FT-IR)等方法,评价腰果酚基乙酸酯作为辅助增塑剂应用于软质聚氯乙烯的增塑效果,并与商业增塑剂对苯二甲二辛酯(bis(2-ethylhexyl)benzene-1,4-dicarboxylate,DOTP)进行对比。研究结果表明,m(DOTP)∶m(CA)=4∶6为较佳配伍比例,共混体系的玻璃化转变温度由41.52℃降低至35.93℃,断裂伸长率由244.75%增加到了302.13%,热稳定性及相容性均得到有效改善,因此腰果酚基乙酸酯可用作聚氯乙烯的优良辅助增塑剂。研究结果为腰果酚在增塑剂领域的应用提供了参考。     

Antimicrobial properties of basil and its possible application in food packaging

Basil (Ocimum basilicum L.) is a popular culinary herb, and its essential oils have been used extensively for many years in food products, perfumery, and dental and oral products. Basil essential oils and their principal constituents were found to exhibit antimicrobial activity against a wide range of Gram-negative and Gram-positive bacteria, yeast, and mold. The present paper reviews primarily the topic of basil essential oils with regards to their chemical composition, their effect on microorganisms, the test methods for antimicrobial activity determination, and their possible future use in food preservation or as the active (antimicrobial), slow release, component of an active package.     

The effect of time of application and placement of sulphur fertilizer sources on yield of wheat,canola, and barley

Abstract

Most experiments with elemental S (So) have shown that spring application does not benefit annual crops, and it should be applied at least one year in advance so the prills are dispersed and oxidized to the sulphate (SO₄) state. Because preliminary work had indicated that placement of S prills appeared to affect prill dispersion and oxidation, a series of experiments were conducted to determine how placement and time of application affect yields of canola (Brassica napus L.), wheat (Triticum aestivum L.) and barley (Hordeum vulgare L.). Response of crops to S was variable and generally, similar for both So and SO₄ sources. Response to So was better when there was shallow incorporation of the prills in the spring by harrows before planting or the placement of the prills in a shallow band (2.5 cm depth) and then planting the seed with the hoe‐opener the next day in the same track of the fertilizer band. Elemental S increased the yield of wheat as much as 0.46 t/ha and canola, 0.99 t/ha. Prill dispersion was dependent on wetting and drying, weathering and physical dispersion with seeding implements. Because of the several factors that affect availability of S, general recommendations for use of S on annual crops should be made on the basis of regional testing.