Re-esterified Palm Oils,Compared to Native Palm Oil,do not Alter Fat Absorption,Postprandial Lipemia or Growth Performance in Broiler Chicks

Re-esterified palm oils are obtained from the chemical esterification of palm acid oils (rich in free fatty acids) with glycerol, both economically interesting by-products from oil refining and biodiesel industries, respectively. Thus, re-esterified palm oils could be an economically interesting alternative to native palm oil in broiler chick diets. However, because they may have different physicochemical properties than have their corresponding native oil, we assessed the effect of fatty acid (FA) positional distribution within acylglycerol molecules and the effect of acylglycerol composition on FA apparent absorption, and their possible consequences on the evolution of postprandial lipemia and growth performance in broiler chicks. Seventy-two 1-day-old female broiler chicks were randomly distributed into 18 cages. The three treatments used were the result of a basal diet supplemented with 6 wt% of native palm oil (N-TAG), re-esterified palm oil (E-TAG), or re-esterified palm oil high in mono- and diacylglycerols (E-MDAG). Chemical esterification raised the fraction of palmitic acid at the sn-2 position from 9.63 mol% in N-TAG oil to 17.9 mol% in E-TAG oil. Furthermore, E-MDAG oil presented a high proportion of mono- (23.1 wt%) and diacylglycerols (51.2 wt%), with FA mainly located at the sn-1,3 positions, which resulted in a lower gross-energy content and an increased solid-fat index at the chicken’s body temperature. However, re-esterified palm oils did not alter fat absorption, postprandial lipemia, or growth performance, compared to native palm oil, so they can be used as alternative fat sources in broiler chick diets.     

Physical Properties of <Emphasis Type="Italic">trans</Emphasis>-Free Bakery Shortening Produced by Lipase-Catalyzed Interesterification

Lipase-catalyzed interesterified solid fat was produced with fully hydrogenated soybean oil (FHSBO), and rapeseed oil (RSO) and palm stearin (PS) in a weight ratio of 15:20:65, 15:40:45 and 15:50:35. The interesterified fats contained palmitic (27.8–44.6%), stearic (15.6–16.2%), oleic (27.5–36.5%) and linoleic acids (8.0–13.5%). After interesterification of the blends, the physical properties of the products changed and showed lower melting points and solid fat contents, different melting and crystallization behaviors as well as the formation of more stable crystals. The produced interesterified fats (FHSBO:RSO:PS 15:20:65, 15:40:45 and 15:50:35 blends) contained desirable crystal polymorphism (β′ form) as determined by X-ray diffraction spectroscopy, a long plastic range with solid fat content of 51–63% at 10 °C to 4–12% at 40 °C, and melting points of 39 (15:50:35), 42 (15:50:45) and 45 °C (15:20:65). However, a reduction in tocopherols (α and γ) content and a reduced oxidative stability were observed in the interesterified fats. The physical properties of the interesterifed fats were influenced by the amount of PS, resulting in more hardness and higher solid fat contents for 15:20:65 than 15:40:45 and 15:50:35 blends. The present study suggested that the produced interesterified fats containing trans-free fatty acids could be used as alternatives to hydrogenated types of bakery shortenings.     

Influence of Interesterification of a Stearic Acid-Rich Spreadable Fat on Acute Metabolic Risk Factors

Chemical and enzymatic interesterification are used to create spreadable fats. However, a comparison between the two processes in terms of their acute metabolic effects has not yet been investigated. A randomised crossover study in obese (plasma TAG > 1.69 mmol/L, and BMI > 30 (BMI = kg/m²) or waist circumference > 102 cm, n = 11, age = 59.3 ± 1.8 years) and non-obese (plasma triacylglycerol (TAG) < 1.69 mmol/L, and BMI < 30  or waist circumference < 102 cm, n = 10, age = 55.8 ± 2.2 years) men was undertaken to compare the effects of chemical versus enzymatic interesterification on postprandial risk factors for type 2 diabetes (T2D) and cardiovascular disease (CVD). TAG, cholesterol, glucose, insulin and free fatty acid concentrations were measured for 6 h following consumption of 1 g fat/kg body mass of non-interesterified (NIE), chemically interesterified (CIE), enzymatically interesterified (EIE) stearic acid-rich fat spread or no fat, each with 50 g available carbohydrate from white bread. Interesterification did not affect postprandial glucose, insulin, free fatty acids or cholesterol (P > 0.05). Following ingestion of NIE, increases in serum oleic acid were observed, whereas both oleic and stearic acids were increased with CIE and EIE (P < 0.05). While postprandial TAG concentrations in non-obese subjects were not affected by fat treatment (P > 0.05), obese subjects had an 85% increase in TAGs with CIE versus NIE (P < 0.05). The differences in TAG response between non-obese and obese subjects suggest that interesterification may affect healthy individuals differently compared to those already at risk for T2D and/or CVD.     

Effect of Palm Oil Enzymatic Interesterification on Physicochemical and Structural Properties of Mixed Fat Blends

The physicochemical properties of binary and ternary fat systems made of commercial samples of palm oil (PO) blended with anhydrous milk fat (AMF) and/or rapeseed oil (RO) were studied. Physical properties such as solid fat content by pulsed‐Nuclear Magnetic Resonance (p‐NMR), melting profile by differential scanning calorimetry (DSC), and polymorphism of the blends were investigated. Palm oil was then batch enzymatically interesterified for 27 h, using Lipozyme^® TL IM as biocatalyst, and further blended with AMF and/or RO in the same way. The objective of the present work was to evaluate the effect of batch enzymatic interesterification (B‐EIE) of palm oil on physical characteristics of the investigated fat blends. For that purpose, iso‐solid diagrams have been constructed from p‐NMR data. It was shown that B‐EIE of palm oil modifies its melting behaviour, but also its polymorphic stability and miscibility with other fats. Under dynamic conditions, after B‐EIE, the non‐ideal behaviour (eutectic) detected at low temperatures in the ternary PO/AMF/RO system disappears in the corresponding EIE‐PO/AMF/RO. After static crystallization followed by a tempering, the hardness of palm oil is increased after B‐EIE, as well as the hardnesses of the blends containing this fat compared to the native one. Polymorphism stability of the binary and ternary fat systems is also modified after B‐EIE compared to the corresponding native systems.     

Effect of Triacylglycerol Compositions and Physical Properties on the Granular Crystal Formation of Fat Blends

The effect of triacylglycerol (TAG) compositions and physical properties related to solid fat content (SFC) on the behavior of granular crystal formation was investigated. Four fat blends involving different 1,3-dipalmitoyl-2-oleoyl-sn-glycerol (POP) and 1-palmitoyl-2,3-dioleoyl-sn-glycerol (POO) compositions or SFC were prepared, and crystallization was investigated using polarizing microscopy, X-ray diffraction, SFC, whereas hardness was determined using a texture analyzer. Samples containing a higher saturated fatty-acid content from palm and higher SFC showed higher β-type crystals in the initial period, yielding a number of small-sized crystals, with no growth occurring afterward. Growth of the granular crystals as a function of time was observed in the samples, transforming from the β’- to β-type polymorph gradually. Large granular crystals at the initial stage were observed in the sample with a higher POO content and lowest SFC. These results suggested that POO promotes the rate of the crystals’ polymorphic transformation, resulting in the growth of granular crystals. In contrast, excess high-melting-point TAG content, such as tripalmitin and POP, retarded granular crystal growth regardless of the increased β’ to β transition rate. We concluded that the behavior of the growth of granular crystals is influenced by the combined effect of TAG composition and SFC.     

Preparation of Human Milk Fat Substitutes from Lard by Lipase‐Catalyzed Interesterification Based on Triacylglycerol profiles

Human milk fat substitutes (HMFSs) with triacylglycerol profiles highly similar to those of human milk fat (HMF) were prepared from lard by physical blending followed by enzymatic interesterification. Based on the fatty acid profiles of HMF, different vegetable and single‐cell oils were selected and added to the lard. Blend ratios were calculated based on established physical blending models. The blended oils were then enzymatically interesterified using a 1,3‐regiospecific lipase, Lipozyme RM IM (RML from Rhizomucor miehei immobilized on Duolite ES562; Novozymes A/S, Bagsværd, Denmark), to approximate HMF triacylglycerol (TAG) profiles, particularly with respect to the distribution of palmitic acid in the sn?2 position. The optimized blending ratios were determined to be: lard:sunflower oil:canola oil:palm kernel oil:palm oil:algal oil:microbial oil = 1.00:0.10:0.50:0.13:0.12:0.02:0.02. The optimized reaction conditions were determined to be: enzyme load of 11 wt%, temperature of 60 °C, water content of 3.5 wt%, and reaction time of 3 hours. The resulting product was evaluated for total and sn?2 fatty acids, polyunsaturated fatty acids, and TAG composition. A high degree of similarity was obtained, indicating the great potential of the product as a fat alternative for use in infant formulas.     

Changes in triacylglycerol molecular species and thermal properties of blended and interesterified mixtures of coconut oil or palm oil with rice bran oil or sesame oil

Blended oils were prepared by mixing appropriate amounts of coconut oil (CNO) or palm oil (PO) with rice bran oil (RBO) or sesame oil (SESO) to get approximately equal proportions of saturated/monounsaturated/polyunsaturated fatty acids in the oil. These blended oils were subjected to interesterification reactions using lipase to randomize the fatty acid distribution on the glycerol molecule. The fatty acid compositions of the modified oils were evaluated by gas chromatography while changes in triacylglycerol molecular species were followed by HPLC. The triacylglycerol molecular species of the blended oils reflected those present in the parent oil. Interesterification of the blended oils resulted in the exchange of fatty acids within and between the triacylglycerol molecules, resulting in alterations in the existing triacylglycerol molecules. Emergence of new triacylglycerol molecular species following interesterification was also observed. The thermal profiles of the native, blended and interesterified oils were determined by differential scanning calorimetry. Thermal behaviour, melting and crystallization properties of the modified oils showed significant changes reflecting the changes in the triacylglycerol molecules present in the oil. Therefore, interesterification of oils introduces significant changes in the physical properties of oils, even though the overall fatty acid composition of blended and interesterified oils remains the same.     

Effect of phospholipid n‐3 polyunsaturated fatty acids on rat lipid metabolism

It has been demonstrated that the amount and type of dietary fat are factors involved in the risk of arteriosclerosis and coronary or cerebral artery disease through lipid metabolism. In this study, we investigated the effects of phospholipids (PLs) containing n‐3PUFAs on lipid metabolism in rats. PLs containing n‐3PUFAs were prepared from squid (Todarodes pacificus) mantle muscle. Groups of male Wistar rats were fed AIN93G diet containing soybean oil (SO, 7%), fish oil (1.2%) + SO (5.8%), soybean PLs (1.8%) + SO (5.2%), or PLs containing n‐3PUFAs (1.8%) + SO (5.2%). The following indicators were assayed as indexes of lipid metabolism: TAG and cholesterol in serum and liver, fecal cholesterol, bile‐acid excretion, and liver mRNA expression levels of genes encoding proteins involved in cholesterol homeostasis. Serum and liver TAG contents decreased significantly in the group fed PLs containing n‐3PUFAs as compared to other groups, accompanied by a significant decline in the expression level of sterol regulatory element binding protein‐1c. The decrease in cholesterol content in the group fed PLs containing n‐3PUFAs was due to the increase in fecal cholesterol excretion and the increase of mRNA expression levels of ATP‐binding cassette (ABC) G5 and ABCG8 in liver. Practical applications : PLs containing n‐3PUFAs decreased serum and liver TAG contents compared with that induced by soybean PLs. Further, PLs containing n‐3PUFAs can induce a reduction in serum and liver cholesterol concentrations as well as the triglyceride‐reducing effect of conventional n‐3PUFAs containing TAG. In other words, dietary n‐3PUFAs contained in PLs can prevent life‐style diseases such as hyperlipidemia, arteriosclerosis and coronary, or cerebral artery disease more effectively than TAG containing n‐3PUFAs. Therefore, it is expected that the risk of lifestyle diseases would be decreased if PL containing n‐3PUFAs can be supplied routinely. In this study, PLs containing n‐3PUFAs were prepared from squid mantle muscle. On an industrial scale, such PLs can be produced from various unused resources and waste materials of fisheries. We conclude that highly functional foods could be developed based on the findings of this study, and would be available for health promotion worldwide.     

Moisture barrier and physical properties of acetylated derivatives with increasing acetylation degree

Four acetostearin products with increasing acetylation degree were synthesized by chemical interesterification followed by fractionation/blending stages. Their physical properties and functional barrier properties were studied and compared to the properties of technical tristearin. Increasing acetylation degree (AD) modified the triacylglycerols crystal habits and probably led to an increase in acyl chain fluidity, which induced, at macroscopic levels, a decrease in solid fat content (SFC), in melting point, in surface and bulk material hydrophobicity, and an increased moisture effective diffusivity. Water vapor permeability (WVP) coefficients of the materials were partially influenced by the AD factor, but also by the development of macroscopic cracks in lipids presenting high SFC. Acetylated stearin up to 47% (acetyl mol/mol of esterified chain) presented the lowest WVP at 20 °C resulting from an adequate balance between hydrophobicity and mechanical properties of the material.     

Melting and Solidification Properties of Palm Kernel Oil,Tallow, and Palm Olein Blends in the Preparation of Shortening

Ternary systems composed of palm kernel oil (PKO), tallow, and palm olein (POo) were studied in terms of their physical properties such as solid fat content (SFC), melting characteristics by DSC and polymorphism by X-ray diffraction. Ternary phase behavior was analyzed with isosolid diagrams. The results showed that as the POo content of the blends was increased the SFC value decreased, while the increase of tallow content increased the SFC value. Eutectic effects within the ternary system were confirmed from the deviation of the measured SFC from the calculated SFC for corresponding thermodynamically ideal blends. The deviation reached a maximum when the amounts of PKO and POo are both about 45%. X-ray diffraction results showed that addition of PKO into the blends promoted stabilization in the β′ crystalline form.     

Effects of Tripalmitin and Tristearin on Crystallization and Melting Behavior of Coconut Oil

We investigated the crystallization behavior of coconut oil (CO) with tripalmitin (PPP) and tristearin (StStSt) as additives. The effects of cooling rates (2°C, 5°C, and 10°C min⁻¹) and triacylglycerol concentrations (0.3–10 wt.%) on crystallization and melting behavior of CO were studied using differential scanning calorimetry (DSC) and optical microscopy. The polymorph was also examined using synchrotron radiation X-ray diffraction (SR-XRD). From the DSC results, two exothermic peaks for CO crystallization indicated two compositions in CO. From the SR-XRD results, the α form crystallized first at a high crystallization temperature (HTc) followed by β′ crystallization at low temperature (LTc), after which both HTc-α and LTc-β′ transformed into the β′ form of CO (CO-β′) solid solution during heating. Although the addition of PPP increased crystallization temperature of CO, it did not change its polymorphic pattern. However, during slow cooling with the StStSt additive, CO-β′ crystallization was induced from the melt directly. Moreover, under isothermal conditions, the crystallized StStSt spherulites induced nucleation of CO more than did PPP. Therefore, PPP increased the crystallization temperature of CO in both HTc and LTc fractions without changing the polymorph of CO, while StStSt promoted crystallization of CO directly into CO-β′.     

Crystallization Kinetics of Cocoa Fat Systems: Experiments and Modeling

Isothermal crystallization kinetics of unseeded and seeded cocoa butter and milk chocolate is experimentally investigated under quiescent conditions at different temperatures in terms of the temporal increase in the solid fat content. The theoretical equations of Avrami based on one-, two- and three-dimensional crystal growth are tested with the experimental data. The equation for one-dimensional crystal growth represents well the kinetics of unseeded cocoa butter crystallization of form α and β′. This is also true for cocoa butter crystal seeded milk chocolate. The sterical hindrance due to high solids content in chocolate restricts crystallization to lineal growth. In contrast, the equation for two-dimensional crystal growth fits best the seeded cocoa butter crystallization kinetics. However, a transition from three- to one-dimensional growth kinetics seems to occur. Published data on crystallization of a single component involving spherulite crystals are represented well by Avrami’s three-dimensional theoretical equation. The theoretical equations enable the determination of the fundamental crystallization parameters such as the probability of nucleation and the number density of nuclei based on the measured crystal growth rate. This is not possible with Avrami’s approximate equation although it fits the experimental data well. The crystallization can be reasonably well defined for single component systems. However, there is no model which fits the multicomponent crystallization processes as observed in fat systems.     

Physicochemical Properties and Minor Lipid Components of Soybean Germ

This study aimed to determine and to compare the main phytochemicals from soybean and soybean germ of different Chinese varieties. The results indicate that the soybean germ contains low protein (38.19 %), lipids (10.98 %), and crude fiber (7.47 %) compared with soybean. Specific gravity, refractive index, and saponification values of soybean germ oil were comparable to those of soybean oil. However, unsaponifiable matter of the germ oil was significantly higher (6.982 %) than soybean oil (1.072 %). The tocopherol contents in soybean germ oil ranged as follows: γ-tocopherol, 176.39 mg/100 g oil; δ-tocopherol, 57.29 mg/100 g oil; α-tocopherol, 50.67 mg/100 g oil; and β-tocopherol, 8.15 mg/100 g oil. The main sterols in soy germ oil were β-sitosterol (1,681.90 mg/100 g oil), crevesterol (358.02 mg/100 g oil), stigmasterol (189.62 mg/100 g oil), and brassicasterol (3.70 mg/100 g oil). Furthermore, soybean germ oil seemed to be an important source of triglyceride, fatty acids, and particularly the fatty acids in the sn-2 position of triacylglycerol. The important nutritional value of all these phytochemicals makes soybean germ and particularly germ oil sources of functional molecules and additives for the food industry.     

Microstructure and Thermal Profile of Structured Lipids Produced by Continuous Enzymatic Interesterification

Enzymatic interesterification has been shown to be an alternative for the production of structured lipids resembling human milk fat. The knowledge of the physical properties of fat is an important tool for the implementation of this fat in a food matrix. The enzymatic interesterification reaction modifies the composition of triacylglycerols changing the crystallization properties and polymorphic form of fats. Blends containing different proportions of lard and soybean oil (80:20, 70:30, 40:60, 30:70 and 20:80) were enzymatically interesterified in a continuous flow tubular reactor and analyzed for crystalline structure by polarized light microscopy, the polymorphic form using X-ray diffraction and thermal properties by differential scanning calorimetry. The structural modifications resulting from continuous enzymatic interesterification changed the crystallization behavior and thermal profile of the samples, reducing enthalpy values. Structural changes were also evident on polarized light microscopy images, disclosing an increase in the crystallization rate among the samples after the continuous enzymatic reaction.     

Effect of Chemical Structure of Solid Lipid Matrix on Its Melting Behavior and Volumetric Expansion in Pressurized Carbon Dioxide

Supercritical carbon dioxide (SC-CO₂) technology offers new opportunities for green processing of lipids; however, there is little information of the melting behavior and volumetric expansion of solid lipids in pressurized CO₂. In this study, melting behavior and volumetric expansion of two different solid lipid classes and the effect of the structural differences within the same lipid class on the melting behavior in pressurized CO₂ were investigated. The melting point of the solid lipids decreased linearly with increasing pressures up to a certain level; then, it stayed constant. The highest melting point depression was observed for soybean oil monoacylglycerol (SO-MAG) at 51.5 °C/110 bar, whereas the lowest was for fully hydrogenated soybean oil (FHSO) containing 30% SO-MAG at 55.0 °C/79 bar. Melting point depression depended on lipid class. SO-MAG exhibited a higher melting point depression than FHSO (triacylglycerol form), and its blends with SO-MAG. There was no difference in melting point depression between glyceryl 1,2-distearate and glyceryl 1,3-distearate up to 200 bar (P > 0.05). A positive correlation between the melting point depression and volumetric expansion of solid lipids was observed. The highest volumetric expansion was for SO-MAG in the linear region of the melting point depression curve, achieving 14.4% expansion compared to 9.3% for FHSO (P < 0.05). The highest dT/dP value (0.17 °C bar⁻¹) was obtained for SO-MAG, whereas the FHSO (0.09 °C bar⁻¹) had the lowest one. Findings of this study will help optimize solid lipid-involving SC-CO₂ processes for better protection of heat-sensitive compounds while improving energy efficiency.     

Effects of In Ovo Administration of DHEA on Lipid Metabolism and Hepatic Lipogenetic Genes Expression in Broiler Chickens During Embryonic Development

In order to study the mechanism of DHEA (Dehydroepiandrosterone) in reducing fat in broiler chickens during embryonic development, fertilized eggs were administrated with DHEA before incubation and its effect on lipid metabolism and expression of hepatic lipogenetic genes was investigated. The mRNA levels of acetyl CoA carboxylase (ACC), fatty acid synthase (FAS), malic enzyme (ME), apolipoprotein B100 (apoB100) and sterol regulator element binding protein-1c (SREBP-1c) were determined using real time quantitative PCR. Samples of livers were collected from the chickens on days 9, 14, and 19 of embryonic development as well as at hatching. Blood samples were extracted on days 14, 19 of incubation and at hatching. The results showed that DHEA decreased the concentration of triacyglycerol in the blood and the content in liver, and the mRNA levels of ACC, FAS, ME, SREBP-1c and apoB. This suggested that DHEA decreased the expression of hepatic lipogenetic genes and suppressed triglycerols transport, by which it reduced the deposition of fat in adipose tissue in broiler chickens during embryonic development and hatching.     

Stability of Minor Lipid Components with Emphasis on Phytosterols During Chemical Interesterification of a Blend of Refined Olive Oil and Palm Stearin

Minor compounds such as tocopherols and phytosterols in vegetable oils play an important role in their stability and nutritional value. This study monitored the effects of chemical interesterification on the levels of tocopherols, tocotrienols, phytosterols and phytosterol oxidation products (POPs) in an olive oil and palm stearin blend (50/50 w/w). Tocopherols and tocotrienols were dominated by α-tocopherol (192 ppm) and γ-tocotrienol (70 ppm) and decreased during interesterification. Among the tocopherols, δ-tocotrienol had the highest decrease (35%) at 120 °C. During interesterification at 90 and 120 °C, total sterol content in the oil blend (509 ppm) declined slightly, by 3 and 5%, respectively. Phytosterols were esterified at a higher level at 120 °C (7%) than at 90 °C (4%) during this process. Distribution of fatty acids in the esterified sterols followed the fatty acid composition of the oil blend. Total POP content was 4.3 ppm, and remained generally unchanged during interesterification. Among the nine POPs tentatively identified by their mass spectra, 6-hydroxysitostanol and 6-hydroxycampestanol dominated in the oil blend and in the interesterified product. The formation pathways of these saturated di-hydroxyphytosterols have yet to be identified. Although the interesterification process comprised several treatments, there were only minor losses of tocopherols and phytosterols and virtually no increases in the POPs.     

Effect of PUFA at sn‐2 position in dietary triacylglycerols on the fatty acid composition of adipose tissues in non‐ruminant farm animals

The influence of the distribution of polyunsaturated fatty acids on the glycerol backbone of dietary triacylglycerols on the fatty acid profile of adipose tissue and muscle phospholipids was investigated in growing‐finishing pigs (48) and broiler chicken (84). The animals were fattened on barley/soybean meal diets supplemented with a blend of soybean oil and beef tallow, either in the ratio 3:1 w/w (high‐PUFA) or 1:3 w/w (low‐ PUFA). Part of the high‐ and low‐PUFA blends was chemically interesterified to randomly distribute all fatty acids over the three positions of the glycerol. Thus, two sets of diets of identical overall fatty acid composition, but differing in the distribution of fatty acids in the triacylglycerols, were fed. Growth performance and carcass composition were neither affected by fatty acid composition nor by randomisation of dietary fats in either animal species. Apparent digestibility of energy was slightly lower in pigs fed the low‐PUFA blends. Fatty acid profile of subcutaneous fat of pigs and broilers as well as of internal body fat (lamina subserosa) and muscle phospholipids of pigs varied according to the dietary fatty acid composition but was not affected by randomisation of dietary fats. These findings are explained in terms of the hydrolysis of TAG during transport of lipids from enterocytes to adipose tissue cells and the continuous lipolysis and re‐esterification of fatty acids that take place in adipose tissue cells.