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This study investigated the effect of fermentation by Lactobacillus plantarum CGMCC 14177 strain on physicochemical properties and morphological characteristics of potato starch. The maximum total amylase and α-amylase production of L. plantarum CGMCC 14177 were 286.8 and 208.1 U/g, respectively. Fermented granules clearly exhibited pocked and dimpled surfaces. The granule properties changed to have a 1.9% increase in relative crystallinity. Overall the starch changed to have slight increases in onset and peak temperature, but resulted decreases of conclusion temperature and enthalpy. Fermentation decreased peak viscosity and breakdown value, while increased trough viscosity, final viscosity, and setback. Further analysis showed that fermentation increased the gel hardness and chewiness of the potato starch, but made little differences in the springiness, cohesiveness and resilience. Collectively, these results provide insight on how Lactobacillus strains can be used to modify the physicochemical properties of potato starch in ways that extend its use in industrial applications.

Wheat germ oil (WGO) is rich in highly concentrated nutrients, especially vitamin E and polyunsaturated fatty acids. In this study, changes in oxidative stability, bioactive components, volatile compounds, and antioxidant capacity of WGO extracted from wheat germ roasted at 180 °C for 0–20 min were investigated. In general, antioxidant capacity and oxidative stability of WGO increased with roasting. Compared to oil from unroasted wheat germ, oil from wheat germ roasted for 20 min demonstrated the highest total phenolics, but a slight reduction in total tocopherols and β-carotenoids content. Fatty acid profiles were not affected, whereas hydroxymethylfrufural (HMF) content increased significantly, suggested the extent of Maillard reaction increased significantly with roasting. Among volatiles, esters such as n-butyl acrylate and acids such as hexanoic acid prevailed in WGO from unroasted wheat germ. However, after roasting, the levels of these compounds decreased or disappeared and furfurans, pyranes, pyrazines, and pyrroles with high odor activity became the most abundant.

With an interest to enhance the aroma of palm kernel oil (PKO), Pentopan mono BG (xylanase) was applied to alter the carbohydrates in palm kernels (PK) so as to modulate the formation of volatiles during kernel roasting. The result showed that a 1.3-fold increment of total soluble sugars was found in PK after Pentopan treatment, which promoted the generation of O-heterocyclic volatile compounds during kernel roasting. Overall, an increment of 1.5-, 1.4- and 1.3-fold of O-heterocyclic compounds were found in PKO derived from treated PK after light, medium and dark roasting, of which the elevation in furfural and 2-furanmethanol contents was the most obvious. Principal component analysis (PCA) clearly discriminated treated PKO with various kernel roasting degrees from that of control PKO on the basis of all aroma-active compounds; the aroma in PKO from treated, roasted PK was highly correlated with 2-[(methyldithio)methyl]-furan, 5-methyl-2-furancarboxaldehyde, 2-furanmethanol, 2,5-dimethylpyrazine and ethyl pyrazine. Sensory evaluation showed that PKO derived from medium roasted PK imparted more caramelic, nutty and smoky odor notes relative to the untreated PKO. This study suggests Pentopan pretreatment of PK followed by roasting may be a novel way to modulate PKO aroma and potentially widen its application.

Many studies showed that radio frequency (RF) holds great potential to control insects in grains, while a few more technical issues need to be addressed to further make this technology ready for industrial application. Therefore, the effect of RF heating rate on rice fissure ratio and broken rate, RF heating lethality on immature rice weevils, and RF disinfestation treatment on cooking and eating quality of milled rice was investigated in this study. Results indicated that RF heating rate had no significant influence on rice broken rate, while fast RF heating rate (>7.2 °C/min) had adverse effects on rice fissure ratio, and mild RF heating rate (

Solid-state fermentation with Yarrowia lipolytica was applied to palm kernels (PK) with the aim to modulate the aroma of palm kernel oil (PKO) obtained after kernel roasting. The results showed that, the metabolic activities of Y. lipolityca brought about significant changes to the volatile profile of obtained PKO either by providing thermal reaction reactants or by directly contributing aroma compounds. After fermentation, a decreased content in glucose (60%) while an elevated amount (7-fold) in free amino acids was found in PK, which further impacted the formation of volatile compounds by influencing the Maillard reaction and Strecker degradation during roasting. More Strecker aldehydes and N-heterocyclic compounds were formed in PKO derived from fermented PK especially after intensified roasting. In addition, the catabolism of Y. lipolytica imparted some distinct volatile compounds such as 2-phenylethanol to the obtained PKO. However, the lipase excreted by Y. lipolytica hydrolysed PK lipids and released 5-fold more free fatty acids in fermented PKO, relative to the blank and control PKO, which likely contributed to the off-flavor. On the basis of all volatile categories, principal component analysis (PCA) clearly separated the fermented PKO from the blank and control PKO, with light roasted, fermented PKO being correlated with acids, alcohols and aliphatic aldehydes; medium and dark roasted, fermented PKO tending to be dominated by pyrroles, pyrazines and furanones, which is in correspondence with sensory changes of PKO. This study demonstrated that combining fermentation with roasting could provide a novel way to modulate the volatile composition and aroma of PKO.

Rice husk is an important byproduct from the milling process of paddy rice, with a huge amount being produced worldwide each year. Silica exits abundantly in rice husk in an amorphous form. Hence, rice husk is a natural and renewable biomass source for extraction of silica and subsequently for manufacturing value-added, silicon-based materials. Currently, most rice husk is combusted directly to produce power or electricity resulting in the production of a large quantity of rice husk ash. Only a small amount of rice husk is used for extraction of silica in an industrial scale. This chapter presents a general review on the physicochemical properties of rice husk and rice husk ash, and their application as adsorbents in vegetable oil refining and removal of heavy metals. Different processing methods for production of silica and silica aerogel from rice husk ash, and the factors that influenced the physical and chemical properties of these products, are also addressed.

Palm kernel oil (PKO) is obtained from the seeds of oil palm (Elaeis guineensis Jackqu). In this study, volatiles and aroma-active compounds of PKO were studied by head-space solid-phase microextraction/gas chromatography/mass spectrometry/flame ionisation detector (HS-SPME/GC/MS/FID) and solvent-assisted flavour evaporation -gas chromatography/olfactometry/mass spectrometry (SAFE-GC/O/MS), respectively. An optimised HS-SPME sampling method was obtained for extraction at 60 °C for 40 min. With this method, the volatiles of PKO from palm kernels subjected to different roasting times (up to 30 min) at 180 °C were analysed. Totally 73 volatiles were found, including 19 O-heterocyclic compounds (16 furans and 3 pyrans), 15 N-heterocyclic compounds (10 pyrazines and 5 others), 15 carbonyl compounds (5 aldehydes and 10 ketones), 11 acids, 4 alcohols, 3 esters, 3 sulphur and 3 volatile phenols. With the extension of roasting times, peak areas of O-heterocyclic compounds, N-heterocyclic compounds, aldehydes and cyclic ketones increased significantly whereas those of acids, alcohols and esters generally decreased. Results of GC/O/MS showed that 2-nonanone, octanoic acid and methyl octanoate were the most aroma-active compounds in unroasted PKO, while in roasted PKO, the most active volatiles were ethyl pyrazine, 2-nonanone, 2-hydroxy-3-methyl-2-cyclopenten-1-one, maltol, 2,6-dimethylpyrazine, 2,5-dimethylpyrazine, 2,3-dimethylpyrazine, benzoic acid ethyl ester, octanoic acid, 5-methyl-2-furancarboxaldehyde and isomaltol.

Wheat germ is a good source for wheat germ oil, and it is a by-product with highly concentrated nutrients from the wheat flour-milling industries. In the present study, raw wheat germ was firstly heat-treated at 180 °C for 20 min in a fluidized bed dryer, and further roasted at 180 °C for different periods of time. Roasting influence on total phenolic content (TPC), antioxidant activities, and phenolic compositions of wheat germ were evaluated. The roasting process significantly increased the TPC and antioxidant activities including free radical scavenging against DPPH and ABTS radicals, FRAP, and ORAC. In particular, the wheat germ roasted at 180 °C for 20 min showed higher antioxidant activity than those roasted at 180 °C for 5 and 10 min. Three major phenolic acids, namely, ferulic, chlorogenic, and caffeic acid, and four main flavonoids, namely, schaftoside and its isomers or adduct of sinapic acid were identified by HPLC. In general, the content of individual phenolic compounds decreased with prolongation of the roasting time except for ferulic acid. The results suggest that the antioxidant activities of wheat germ can be enhanced by roasting, and the enhancement effect might be partially attributed to the formation of Maillard reaction products (MRP).

Germination is considered to be an effective process for improving the nutritional quality and functionality of cereals. In this study, changes of nutritional ingredients, antinutritional components, chemical composition, and antioxidant activities of buckwheat seeds over 72 h of germination were investigated, and the reasons for these changes are discussed. With the prolonged germination time, the contents of crude protein, reducing sugar, total phenolics, total flavonoids, and condensed tannins increased significantly, while the levels of crude fat, phytic acid, and the activity of trypsin inhibitor decreased. Phenolic compounds, such as rutin, vitexin, isovitexin, orientin, isoorientin, chlorogenic acid, trans-3-hydroxycinnamic acid, and p-hydroxybenzoic acid increased significantly during the germination process, which may be due to the activation of phenylalanine ammonialyase. The improvement of flavonoids led to significant enhancement of the antioxidant activities of germinated buckwheat. Germinated buckwheat had better nutritional value and antioxidant activities than ungerminated buckwheat, and it represented an excellent natural source of flavonoids and phenolic compounds, especially rutin and C-glycosylflavones. Therefore, germinated buckwheat could be used as a promising functional food for health promotion.

With an interest to enhance the aroma of palm kernel oil (PKO), Viscozyme L, an enzyme complex containing a wide range of carbohydrases, was applied to alter the carbohydrates in palm kernels (PK) to modulate the formation of volatiles upon kernel roasting. After Viscozyme treatment, the content of simple sugars and free amino acids in PK increased by 4.4-fold and 4.5-fold, respectively. After kernel roasting and oil extraction, significantly more 2,5-dimethylfuran, 2-[(methylthio)methyl]-furan, 1-(2-furanyl)-ethanone, 1-(2-furyl)-2-propanone, 5-methyl-2-furancarboxaldehyde and 2-acetyl-5-methylfuran but less 2-furanmethanol and 2-furanmethanol acetate were found in treated PKO; the correlation between their formation and simple sugar profile was estimated by using partial least square regression (PLS1). Obvious differences in pyrroles and Strecker aldehydes were also found between the control and treated PKOs. Principal component analysis (PCA) clearly discriminated the treated PKOs from that of control PKOs on the basis of all volatile compounds. Such changes in volatiles translated into distinct sensory attributes, whereby treated PKO was more caramelic and burnt after aqueous extraction and more nutty, roasty, caramelic and smoky after solvent extraction.

The structured lipids are produced through sn -1,3-specific interesterification of soybean oil with medium-chain triacylglycerol (MCT) in continuous reactions catalyzed by Thermomyces lanuginose lipase (Lipozyme TL IM). Cheap Lipozyme TL IM presents similar interesterification degree (ID), sn -1,3-specificity and residual activity as expensive Rhizomucor miehei in batch reactions. In packed-bed interesterification of soybean oil with MCT catalyzed by Lipozyme TL IM, the residence time has a significant effect on ID, while temperature has a small effect at 45–70 °C. The sn -1,3-specificity of Lipozyme TL IM is not satisfactory when reaction temperature is higher than 60 °C. The optimal residence time and temperature are 30–40 min and 55 °C, respectively. Among the solvents, including acetone, isopropanol, tert -butanol, and isobutanol, used to recover the activity of the used Lipozyme TL IM, acetone is the most suitable one than the other solvents.

The production of biodiesel from soybean oil and ethanol was investigated in switchable-polarity solvent (SPS) media of DBU and ethanol. The highest biodiesel yield catalyzed by DBU could reach 97.9% under optimized conditions, i.e. ethanol–oil molar ratio: 12 : 1, DBU–oil molar ratio: 2 : 1, reaction temperature: 70 °C, reaction time: 2 h. According to the kinetic analysis, the reaction order of oil was estimated to be 0.7, the apparent activation energy was 16.763 kJ mol−1, the pre-exponential factor was 561.31 mol0.3 mL−0.3 min−1 using the Arrhenius equation for the first time, which explains the high efficiency of the DBU catalyst. The DBU-catalyzed transesterification in the DBU–ethanol switchable-polarity solvent offered an interesting alternative, which would be used to simplify the transesterification and separation to a single step.

The aroma of palm kernel oil (PKO) affects its applications. Little information is available on how enzymatic modification of palm kernels (PK) affects PK and PKO aroma after kernel roasting.Celluclast (cellulase) pretreatment of PK resulted in a 2.4-fold increment in the concentration of soluble sugars, with glucose being increased by 6.0-fold. Higher levels of 1.7-, 1.8- and 1.9-fold of O-heterocyclic volatile compounds were found in the treated PK after roasting at 180 °C for 8, 14 and 20 min respectively relative to the corresponding control, with furfural, 5-methyl-2-furancarboxaldehyde, 2-furanmethanol and maltol in particularly higher amounts. Volatile differences between PKOs from control and treated PK were also found, though less obvious owing to the aqueous extraction process. Principal component analysis based on aroma-active compounds revealed that upon the proceeding of roasting, the differentiation between control and treated PK was enlarged while that of corresponding PKOs was less clear-cut. Celluclast pretreatment enabled the medium roasted PK to impart more nutty, roasty and caramelic odor and the corresponding PKO to impart more caramelic but less roasty and burnt notes.Celluclast pretreatment of PK followed by roasting may be a promising new way of improving PKO aroma. © 2017 Society of Chemical Industry.

This paper attempts to present a full picture of current situation and future trends of Chinese oil crop production. The total oil crop production remained broadly constant during 2011–2014. The top three oil crops are soybean, peanut and rapeseed, together accounting for more than 70% of total oil crop production. The area under cultivation and the production of peanuts will keep steadily increasing because most Chinese like its pleasant roasted flavor. Because of their high content in polyunsaturated fatty acids and the natural minor functional components in their oils, more attention is being paid to sunflower seed and rice bran. The diminishing availability of arable land and concern over the security of edible oil supplies is driving both a change in cultivation structure of crops and improvements in the efficiency of oilseed production in China.

The feasibility of zinc oxide-catalyzed esterification of natural phytosterols with oleic acid was investigated well by a chemical process. The influences of various reaction parameters were evaluated. Basic solid zinc oxide is the most desirable catalyst due to its high selectivity (more than 90%), reusability, activity and less corrosivity, whereas sterol selectivity with other catalysts, such as H2SO4, NaHSO4 and NaOMe, did not exceed 80%. Further results showed that during zinc oxide-catalyzed synthesis, the nature of the acyl donor was of paramount importance with direct esterification with fatty acids, which gives better results with higher conversion rate selectivity and more mild reaction conditions than transesterification with methyl esters. The substrate molar ratio of 2:1 (oleic acid/phytosterol) was optimal. Other parameters such as optimal catalyst load (0.5%) and temperature (170 °C) showed a maximum production of steryl esters close to 98% after 8 h. It was also found that the amount of trans fatty acid formed in esterification was low, and the trans fatty acid content (%) in the phytosterol oleate ester fraction (3.26%) was much lower than that in free oleic oil (7.35%), which suggested that fatty acids in esters were more stable than free fatty acids regarding the combination with sterol. Immobilized ZnO could be a promising catalyst for replacing homogeneous and corrosive catalysts for esterification reactions of sterol.

Acyl migration in the glycerol backbone often leads to the increase of by-products in the enzymatic production of specific structured lipids. Acyl migration is a thermodynamic process and is very difficult to stop fully in actual reactions. The objective of this study was to investigate the feasibility of suppressing acyl migration by a programmed change of reaction temperature without loss of reaction yield. The model reactions were the acidolysis of tripalmitin with conjugated linoleic acid (CLA) or with caprylic acid (CA) targeted for human milk fat substitutes. Acyl migration was considerably inhibited in the temperature-programmed acidolysis of PPP with CLA or CA, with only slight reduction of acyl incorporation, the reaction leading to the required products. Acyl migration was reduced by 29% (35 h) and 45% (48 h), respectively, in the acidolysis of PPP with CLA under solvent and solvent-free systems, in comparison with 37% (35 h) and 61% (48 h), respectively, for the acidolysis of PPP and CA. Acyl migration in the acidolysis of PPP with CA was, in general, lower than the acidolysis of PPP with CLA in both systems. Temperature programming was more prominent in solvent-free systems for the reduction of acyl migration. Acyl incorporation was not significantly affected by temperature programming. The study suggests that it is feasible to reduce acyl migration by programmed change of acidolysis temperature without significant loss of reaction yield.

The aim of this work was to investigate the catalytic functions of a new immobilized Thermomyces lanuginosa lipase in interesterification and to optimize the conditions of interesterification for the production of human milk fat substitutes (HMFS) containing n−3 PUFA by response surface methodology (RSM). Thermomyces lanuginosa lipase had an activity similar to that of immobilized Rhizomucor miehei lipase (Lipozyme RM IM) in the glycerolysis of sunflower oil, but the former had higher activity at a low reaction temperature (5°C). Thermomyces lanuginosa lipase was found to have much lower catalytic activity than Lipozyme RM IM in the acidolysis of sunflower oil with caprylic acid. However, the activity of T. lanuginosa lipase was only slightly lower than that of Lipozyme RM IM in the ester-ester exchange between tripalmitin (PPP) and the ethyl esters of EPA and DHA (EE). For this reason, the new immobilized T. lanuginosa lipase was used to produce HMFS from PPP by interesterification with EE. The optimization of major parameters was conducted with the assistante molar ratio of 5 (EE/PPP), a lipase load of 20 wt% (on substrates), and a reaction time of 20 h, with acyl incorporation up to 42%. The model generated significantly represented real relationships between the response (incorporation) and reaction parameters.

Germination is considered to be an effective process for improving the nutritional quality and functionality of cereals. In this study, changes of nutritional ingredients, antinutritional components, chemical composition, and antioxidant activities of buckwheat seeds over 72 h of germination were investigated, and the reasons for these changes are discussed. With the prolonged germination time, the contents of crude protein, reducing sugar, total phenolics, total flavonoids, and condensed tannins increased significantly, while the levels of crude fat, phytic acid, and the activity of trypsin inhibitor decreased. Phenolic compounds, such as rutin, vitexin, isovitexin, orientin, isoorientin, chlorogenic acid, trans-3-hydroxycinnamic acid, and p-hydroxybenzoic acid increased significantly during the germination process, which may be due to the activation of phenylalanine ammonialyase. The improvement of flavonoids led to significant enhancement of the antioxidant activities of germinated buckwheat. Germinated buckwheat had better nutritional value and antioxidant activities than ungerminated buckwheat, and it represented an excellent natural source of flavonoids and phenolic compounds, especially rutin and C-glycosylflavones. Therefore, germinated buckwheat could be used as a promising functional food for health promotion.

Publisher Summary This chapter provides an overview of trans fats replacement solutions in China. Consumption of trans fats has adverse effects on health. This is now common sense among the public in China after two years of discussion, particularly in the public media. As a result, the governments push the regulatory discussion and implementations forward. The Trans Fatty Acid (TFA) contents in foods before and after this discussion show significantly different levels. The level of TFA content in foods now is very low (2% based on fat) with only a few exceptions, such as fats in formulated milk drinks, certain confectionary products, and so forth. TFAs are mainly produced from partial hydrogenation. Thus, the amount of partially hydrogenated fats in the oils and fats industry has been reduced significantly because the need from the food industry has been quickly reduced. For this reason, the use of palm-based fat materials has replaced partially hydrogenated fats in most shortening and margarine recipes. This replacement occurred during the 2011–2013 period in the oils and fats industry. The change has left a gap for the oils and fats industry to find solutions for the food industry because replacement brings technical challenges. From public and regulatory aspects, the term hydrogenation has been blackened. The use of full hydrogenation to produce needed hard fats is also limited because the term of hydrogenation has to be labeled. The challenges raised by the change will stay for some years more before all the necessary solutions are there for the food industry.

The acyl incorporation and migration of linoleic and conjugated linoleic acids in enzymatic acidolysis were compared in a solvent-free system. Two systems were used in the Lipozyme RM IM-catalyzed acidolysis at 60C temperature and 5% by weight enzyme load (based on substrates). One included tristearin (SSS) and linoleic (L) or conjugated linoleic (cL) acids (1:6, mol/mol). The other was between tristearin and the mixture of linoleic and conjugated linoleic acids (1:3:3, mol/mol/mol). Acyl incorporation and migration together with triacylglycerol composition of the products were monitored with gas chromatography, pancreatic lipase hydrolysis, and high performance liquid chromatography. Both acyl incorporation and migration of linoleic acid were faster than those of conjugated linoleic acid. At 5 h reaction, there were 13.0% LLL, 46.5% LSL, 27.7% LSS, and 5.6% SSS in the product for a system between tristearin and linoleic acid; whereas there were 2.4% cLcLcL, 10.4% cLScL, 50.9% cLSS, and 36.2% SSS in the product for a system between tristearin and conjugated linoleic acid. The results suggest that linoleic acid was more reactive than conjugated linoleic acid in the enzymatic acidolysis probably because of the rigid structure of the latter.

Feruloylated lysophospholipids (FLPs) were firstly synthesized from phosphatidylcholine (PC) and ethyl ferulate (EF) using lipase-catalysed interesterification in selected solvents at controlled water content. Kinds of lipases and single solvents were screened. Novozym 435 and toluene were found to be the suitable biocatalyst and solvent, respectively. Then tert-butanol, n-butanol, chloroform, isopropanol, acetone and DMSO were respectively added into toluene in order to increase conversion of products. The results showed that toluene/chloroform could significantly increase the conversion and the optimal combination of toluene and chloroform was 90:10 (v/v). The optimal conditions generated for FLPs production were a substrate molar ratio of 5:1 (PC/EF), a PC’s hydrolytic time of 1.5 h, an enzyme load of 60 mg/ml, a solvent dosage of 5 ml and a molecular sieves concentration (4 A) of 100 mg/ml. Under these conditions, 40.51% of EF can be converted to FLPs, which were identified by TLC and HPLC–MS.

Structured lipids (SL) are broadly referred to as modified or synthetic oils and fats or lipids with functional or pharmaceutical applications. Some structured lipids, such as triglycerides that contain both long-chain (mainly essential) fatty acids and medium- or short-chain fatty acids and also artificial products that mimic the structure of natural materials, namely human milk fat substitutes and cocoa butter equivalents, have been discussed. Further, other modified or synthetic lipids, such as structured phospholipids and synthetic phenolic lipids are also included in this chapter. For all the products described in this chapter, enzymatic production in industry has been already conducted in one way or another. Cocoa butter equivalents, healthy oil containing medium-chain fatty acids, phosphatidyl serine, and phenol lipids from enzyme technology have been reported for commercial operation. As the demand for better quality functional lipids is increasing, the production of structured lipids becomes an interesting area. Thus, in this chapter we have discussed latest developments as well as present industrial situation of all commercially important structured lipids.

Publisher Summary Palm oil is a lipid extract from the fresh mesocarp of the fruits from the oil palm tree (Elaeis guineensis), which belong to the Palmae family. The major constituents of palm oil are Triacylglycerols (TAG), while the crude palm oil contains approximately 1% of minor constituents, including carotenoids, tocopherols and tocotrienols, phytosterols, phospholipids, glycolipids, terpenic, and aliphatic hydrocarbons. Some minor components, especially the carotenoids and tocopherols and tocotrienols, not only maintain the stability and quality of palm oil, but also possess significant biological properties, including antioxidation, anti-cancer, anti-inflammatory, anthrosclerosis-controlling, and cholesterol-lowering effects. This chapter discusses the general information on the characterization, source, processing effect on the content, analytic methods, biomedical properties, and applications of minor components, in particular, carotenoids, tocopherols and tocotrienols, and phytosterols. A lot of studies on palm oil and its minor constituents have been conducted. β -Carotene in palm oil may be important to improve vitamin A deficiency in addition to its antioxidant activity and protective effects against several forms of cancer. Tocotrienols are more powerful than tocopherols in terms of antioxidant and anti-cancer activity.

Biodiesel is renewable and environmentally friendly; however, there are still many challenges for its commercial production as an alternative of petroleum-based transportation fuels, particularly in China with very limited resources for its biofuels development. In this article, the update progress of biodiesel RD and production is reviewed, with a focus on its feedstock supply, manufacturing processes, quality control and byproduct utilization. It is concluded that the strategy of biorefinery to ultimately explore feedstock potentials will make biodiesel production more economically competitive.

The production of monoacylglycerols (MAGs) via enzymatic glycerolysis in a simple and efficient operation was evaluated. The sunflower oil was used as the starting material to produce MAGs containing polyunsaturated fatty acids. Three commercial immobilized lipases, namely Lipozyme RM IM, Lipozyme TL IM and Novozym 435, were employed in a batch reaction system. Novozym 435 showed better properties in glycerolysis. The increased temperature and high glycerol/oil ratio had little effect on the yield of MAGs in such a system. The reaction in a packed bed reactor (PBR) gave lower yield of MAGs because of the insufficient contact between the oil and the glycerol in the continuous reactor. The low homogeneity in the enzymatic glycerolysis system was the obstacle to improve the MAG yield; thus, tert-butanol was used in the reaction system. The equilibrium yield of up to 70% MAGs in the selected reaction system was easily obtained within 2 h in a simple batch reactor. The reaction in a PBR was also conducted in tert-butanol medium with a conjugated linoleic acid oil. The MAG yield of 70% was also obtained with a residence time of only 30 min. The pressure drop of the system was less than 1 bar per m/h linear flow rate, indicating that the operation could be used in practical applications.

Lipase-catalyzed interesterification of butterfat blended with rapeseed oil (70/30, w/w) was investigated both in batch and in continuous reactions. Six commercially available immobilized lipases were screened in batch experiments, and the lipases, Lipozyme TL IM and Lipozyme RM IM, were chosen for further studies in a continuous packed bed reactor. TL IM gave a fast reaction and had almost reached equilibrium with a residence time of 30 min, whereas RM IM required 60 min. The effect of reaction temperature was more pronounced for RM IM. TL IM showed little effect on the interesterification degree when the temperature was raised from 60 degrees C to 90 degrees C, whereas RM IM had a positive effect when the temperature was increased from 40 degrees C to 80 degrees C. Even though TL IM is an sn-1,3 specific lipase, small changes in the sn-2 position of the triacylglycerol could be seen. The tendency was toward a reduction of the saturated fatty acid C14:0 and C16:0 and an increase of the long-chain saturated and unsaturated fatty acids (C18:0 and C18:1), especially at longer residence times (90 min). In prolonged continuous operation the activity of TL IM was high for the first 5 days, whereafter it dramatically decreased over the next 10 days to an activity level of 40%. In general, the study shows no significant difference for butterfat interesterification in terms of enzyme behavior from normal vegetable oils and fats even though it contains short-chain fatty acids and cholesterol. However, the release of short-chain fatty acids from enzymatic reactions makes the sensory quality unacceptable for direct edible applications.

The aim of the study was to develop an efficient glycerolysis system for the enzymatic production of monoacylglycerols (MAGs) containing polyunsaturated fatty acids. Glycerolysis has been widely applied in industry for the chemical production of food MAGs under high temperature. The enzymatic glycerolysis system at 40-70 degrees C is unfortunately a multiphase system, which leads to the lower reaction efficiency. A tert-butyl alcohol system was developed after careful evaluation and more than 20-fold of the reaction efficiency from this system was obtained compared to the solvent-free system. Novozym 435 was employed as a catalyst in the glycerolysis from the screening. In the batch reaction system with tert-butyl alcohol, temperature higher than 40 degrees C was favored. The glycerol/oil ratio was best in the study with 4.5 while the solvent weight ratio from 1 to 3 had little effect. In general, 60-70% yield can be obtained at 2 h in the stirred tank reactor. The continuous glycerolysis was conducted in a packed bed reactor. MAG yield up to 70% was reached at 30-40 min residence time. The continuous glycerolysis was more sensitive to the amount of tert-butyl alcohol, and in the weight ratio to oil more than 2 was favored. The continuous process was optimized with the assistance of response surface methodology. Optimal conditions for the packed bed reactor after all considerations were recommended as glycerol/oil 4:1 (mol/mol), temperature 40 degrees C, and residence time 45 min. The operation stability study showed that there was no slight reduction of reaction performance at more than 30 days, implying a high feasibility in practical applications.

The aim of this paper was to develop a process for the production of DAG from butterfat through glycerolysis and short-path distillation and to evaluate the physical properties of the DAG in comparison with the original butterfat. Chemical glycerolysis produced a mixture of acylglycerols containing DAG together with MAG and TAG. From the mixture of glycerolysis products, MAG were removed through three consecutive distillations (vacuum