• Title/Summary/Keyword: interesterification

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Kinetic Study of the Lipase-Catalyzed Interesterification of Triolein and Stearic Acid in Nonpolar Media

  • Chi, Young-Min
    • BMB Reports
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    • v.30 no.1
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    • pp.7-12
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    • 1997
  • The kinetics of the interesterification of triolein and stearic acid catalyzed by immobilized Rhizopus delemar lipase were studied in a batch operation. In order to clarify the mechanisms of this reaction, three models are discussed under various conditions in terms of the ratio of triolein and stearic acid. The rate constants involved in the proposed model were determined by combining the numerical Gauss-elemination method, and the trial-and-error method so as to fit the calculated results with the experimental data. The accuracy of the obtained rate constants was confirmed after they were substituted for simultaneous differential equations and the equations simulated using an adaptive step-size Runge-Kutta method. Finally, the model which agrees with the calculated results and the experimental data was selected.

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Synthesis of Cocoa Butter Alternative from Coconut Oil Fraction and Palm Oil Fractions by Lipase-Catalyzed Interesterification (Coconut Oil 분별유와 Palm 분별유로부터 효소적 Interesterification에 의한 코코아 버터 대체유지 합성)

  • Bae, Sang-Kyun;Lee, Kyung-Su;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.39 no.10
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    • pp.1487-1494
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    • 2010
  • Structured lipid (SL) for cocoa butter alternative was synthesized by interesterification of coconut oil fraction and palm stearin (6:4 and 8:2, by weight) in a shaking water bath at $60^{\circ}C$ and 180 rpm. It was performed for various reaction times (1, 2, 3, and 6 hr). The reaction was catalyzed by sn-1,3 specific Lipozyme TLIM (immobilized lipase from Thermomyces lanuginosus). SL-solid part was obtained from acetone fractionation at $0^{\circ}C$. SL-solid part was blended with other palm oils and fractions for desirable property of cocoa butter alternative (SL-solid part : palm middle fraction : palm stearin solid : palm oil, 70.4:18.4:2.9:8.3, by weight). In reversed-phase HPLC analysis, triacylglycerol species of cocoa butter alternative had partition number of 40 (10.77%), 42 (13.06%), 44~46 (17.38%) and 48 (51.88%). Major fatty acids of cocoa butter alternative were lauric acid (16.5%), myristic acid (12.28%), palmitic acid (46.03%), and linoleic acid (14.75%). Solid fat content (SFC) and polymorphic form (${\beta}'$ form) of cocoa butter alternative prepared were similar to those of commercial cocoa butter replacer (CBR).

Lipase-Catalyzed Synthesis of DHA-Enriched Structured Lipid (Docosahexaenoic acid 함유 재구성지질의 효소적 합성 연구)

  • Cho, Eun-Jin;Cho, Kyung-Hyun;Lee, Ki-Taek
    • Korean Journal of Food Science and Technology
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    • v.37 no.5
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    • pp.709-712
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    • 2005
  • Structured lipid (SL) was synthesized by enzymatic interesterification of algae oil and corn oil in stirred tank batch reactor, The reaction, performed for 15hr at $65^{\circ}C$, was catalyzed by sn-1,3-specific lipase RM IM from Rhizonucor miehei without organic solvent. DHA, oleic acid, and linoleic acid contents of SL were 14.9, 17.3, and 31.8 mol%, respectively. ${\alpha}-,\;{\gamma}-,\;and\;{\delta}-tocopherol$ contents and physiochemical property of SL were evaluated. During 15 hr reaction, most reaction occurred within 6 hr, and highest relative production rate was observed between 3 to 6 hr.

Optimization of Interesterification Reaction for the Continuous Production of trans-Free Fat in a Packed Bed Enzyme Bioreactor with Immobilized Lipase (고정화 리파제를 이용한 충진형 효소생물반응기 내에서의 무-트랜스 유지 연속 생산을 위한 에스테르 교환 반응의 최적화)

  • Kim, Sang-Woo;Park, Kyung-Min;Ha, Jae-Uk;Lee, Jae-Hwan;Chang, Pahn-Shick
    • Korean Journal of Food Science and Technology
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    • v.41 no.2
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    • pp.173-178
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    • 2009
  • Epidemiological studies showed that high trans-fat consumption is closely associated with getting the risks of cardiovascular disease. The objective of this study was to produce trans-free fat through lipase-catalyzed interesterification, as a substitute for the cream margarine commonly used in industry. Optimum conditions for interesterification in a packed bed enzyme bioreactor (PBEB) were determined using response surface methodology (RSM) based on central composite design. Three kinds of reaction variables were chosen, such as substrate flow rate (0.4-1.2 mL/min), reaction temperature (60-70$^{\circ}C$), and ratio of fully hydrogenated canola oil (FHCO, 35-45%) to evaluate their effects on the degree of interesterification. Optimum conditions from the standpoint of solid fat content (SFC) were found to be as follows: 0.4 mL/min flow rate, 64.7$^{\circ}C$ reaction temperate, and 42.8% (w/w) ratio of FHCO, respectively. The half-life of immobilized lipase in PBEB with two stages at 60$^{\circ}C$ ($1^{st}$ stage) and 55$^{\circ}C$ ($2^{nd}$ stage) was about more than 30 days as estimated by extrapolating the incubation time course of tristearoyl glycerol (TS) conversion, whereas the half-life of the enzyme in PBEB with single stage at 65$^{\circ}C$ was only about 15 days. Finally, the results from SFC analysis suggest that trans-free fat produced in this study seems to be a suitable substitute for the cream margarine commonly used in industry.

Characterization of Low-Trans Solid Fat from Canola and Fully Hydrogenated Soybean Oil by Lipase-Catalyzed Interesterification Reaction (효소적 에스테르 교환 반응 시 카놀라유와 대두극도경화유의 비율에 따른 저트랜스 고체지방의 특성)

  • Kim, Young-Joo;Lyu, Hyun-Kyeong;Lee, Seon-Mo;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.39 no.9
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    • pp.1320-1327
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    • 2010
  • Lipase-catalyzed interesterification of canola (CO) and fully hydrogenated soybean oil (FHSBO) at different weight ratios (70:30, 75:25, and 80:20) was performed in a batch type reactor to produce low-trans solid fats. Each reaction was conducted in the shaking water bath for various reaction times (1, 3, 6, 18 and 24 hr) at 70oC and 220 rpm using Lipozyme TLIM (20 wt% of total substrate) from Thermomyces lanuginosus. After 24 hr reaction, solid fat content (SFC) by differential scanning calorimetry (DSC), fatty acid and triacylglycerol (TAG) composition of low-trans solid fats were determined. SFC of the products was reduced when the content of canola oil in the reaction mixture was increased. Major fatty acids were stearic acid (C18:0), oleic acid (C18:1) and linoleic acid (C18:2). Trans fatty acid content in the low-trans solid fats showed less than 0.3 wt%. In the HPLC analysis, major TAG species showed LOO (linoleyl-oleoyl-oleoyl), OOO, POO/SOL, SOO, and SOS.

Optimization of Enzymatic Synthesis Condition of Structured Lipids by Response Surface Methodology (반응표면분석에 의한 기능성 유지의 효소적 합성 조건 최적화)

  • Cho, Eun-Jin;Lee, Jong-Ho;Lee, Ki-Teak
    • Korean Journal of Food Science and Technology
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    • v.36 no.4
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    • pp.531-536
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    • 2004
  • Synthesis conditions were optimized using response surface methodology for producing structured lipids (SL) by interesterification of DHA-enriched algae oil derived from microalgae, Schizochytrium sp. and corn oil. Reaction was performed fer 24 hr at $55^{\circ}C$ catalyzed by immobilized lipase from Rhizomucor miehei (RM IM) in shaking water bath. Major fatty acids of SL were palmitic (21.70 mol%), oleic (20.20 mol%), and linoleic (27.34 mol%) acids, and DHA (15.06 mol%). To separate newly synthesized SL-triglycerides (TG) species, HPLC with evaporative light scatting detector (ELSD) was used. Production conditions were optimized using central composite design with reaction temperature $(35-75^{\circ}C,\;X_1)$, reaction time $(2-42\;hr,\;X_2)$, and enzyme concentration $(2-14%,\;X_3)$ as variables. When variables were $70.28^{\circ}C\;(X_1),\;28.74\;hr\;(X_2),\;and\;11.30%\;(X_3)$, maximum content of selected three peaks of synthesized SL-TG species was predicted as 6.97 area%.

Effect of Interesterification for Increasing Creaming Power in Lard (라아드의 크림성 향상에 대한 에스테르교환의 효과)

  • Lim, Hye-Kyoung;Kim, Myoung-Ae
    • Korean Journal of Food Science and Technology
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    • v.25 no.6
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    • pp.730-735
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    • 1993
  • This study was performed in order to clarify whether the creaming power of lard could be improved by random interesterification. The physicochemical properties, solid fat content, consistency, and creaming power of fat, and sensory evaluation on cream were investigated. The temperature of SFC $5{\sim}30$ showed the wider range from $10^{\circ}C\;to\;33^{\circ}C$ in random interesterified lard than that from $16^{\circ}C\;to\;30^{\circ}C$ in lard. The consistency of random interesterified lard was gradually decreased as temperature was increased, and was about $2000g\;per\;cm^{2}$ at low temperature level below $10^{\circ}C$. The sensory evaluation at maximum over ruu indicated that texture, polish and solubility of the cream made with random interesterified lard was slightly lower than that with lard, but random interesterified lard greatly improved the viscosity and firmness of cream. As the result of this study, the creaming power of lard was increased by random interesterification. Especially, the random interesterified lard could be considered as the better fat materials used in winter cream.

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Development and Characterization of Trans Free Margarine Stock from Lipase-Catalyzed Interesterification of Avocado and Palm Oils (팜유와 아보카도유로부터 효소적 interesterification을 통한 trans free margarine stock 제조 및 이화학적 특성 연구)

  • Lee, Yun-Jeung;Lee, Ki-Teak
    • Korean Journal of Food Science and Technology
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    • v.41 no.3
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    • pp.231-237
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    • 2009
  • Trans free margarine stock (TFMS) was produced by lipase-catalyzed synthesis of fully hydrogenated soybean oil (FHSBO), avocado oil (AO) and palm oil (PO). A blend of FHSBO, AO, and PO with a 1:5:4 (30:150:120 g, respectively) ratio was interesterified with lipozyme RM IM(from Rhizomucor miehei) in a 1 L-batch type reactor at 65 for 12 hr, and the physicochemical and melting properties of TFMS were compared with commercial margarine. The solid fat content (%) of the TFMS was analyzed at 25, 30, and $35^{\circ}C$, respectively, while its melting point was $37.8^{\circ}C$. The trans fatty acid content of the TFMS was below 0.1%. It also had acid, saponification, and iodine values of 0.4, 173.9, and 58.6, respectively. In HPLC chromatograms of the TFMS, newly synthesized peaks of triacylglycerol molecules were observed by using reverse-phase HPLC with evaporative light-scattering detection. Normal-phase HPLC with UV detection was used to quantify tocopherols in the TFMS, indicating that its ${\alpha}-$, ${\gamma}-$ and ${\delta}$-tocopherol contents were 5.7, 2.1, and 1.7 mg/100 g, respectively.

Optimization of 1(3)-Palmitoyl-2-Oleoyl-3(1)-Stearoyl Glycerol Produced via Lipase-catalyzed Esterification Using the Response Surface Methodology (Camellia Oil로부터 1(3)-Palmitoyl-2-Oleoyl-3(1)-Stearoyl Glycerol을 함유한 효소적 합성반응물의 최적화 연구)

  • Hwang, Yun-Ik;Shin, Jung-Ah;Lee, Jeung-Hee;Hong, Soon-Taek;Lee, Ki-Teak
    • Food Science and Preservation
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    • v.18 no.5
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    • pp.721-728
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    • 2011
  • 1(3)-palmitoyl-2-oleoyl-3(1)-stearoyl-(POS)-glycerol-enriched reaction products were synthesized from camellia oil, palmitic ethyl ester, and stearic ethyl ester via lipase-catalyzed interesterification. Response surface methodology (RSM) was employed to optimize the production of the POS-enriched reaction product (Y1, %) and the stearicand palmitic-acid contents at the sn-2 position due to acyl migration (Y2, %). The reaction factors were the enzyme amount (X1, 2-6%), reaction time (X2, 60-360 min), and substrate molar ratio of camellia oil to palmitic ethyl ester and stearic ethyl ester (X3, 1-3 mol). The predictive models for Y1 and Y2 were adequate and reproducible as no lack of fit was signified (0.128 and 0.237) and as there were satisfactory levels of R2 (0.968 and 0.990, respectively). The optimal conditions for the reaction product for maximizing Y1 while minimizing Y2 were predicted at the reaction combination of 5.86% enzyme amount, 60 min reaction time, and 1:3 substrate molar ratio (3 moles of palmitic ethyl ester and 3 moles of stearic ethyl ester). Actual reaction was performed under the same conditions as above, and the resulting product contained 20.19% TAG-P/O/S and 12.71% saturated fatty acids at the sn-2 position.

Analysis and Enzymatic Production of Structured Lipids Containing DHA Using a Stirred-Batch Type Reactor (회분식 반응기를 이용한 DHA 함유 재구성지질의 효소적 합성 및 이화학적 특성 분석)

  • Kim, Nam-Sook;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.34 no.7
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    • pp.1052-1058
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    • 2005
  • Structured lipid (SL) was synthesized by enzymatic interesterification with algae oil containing docosahexaenoic acid (DHA) and soybean oil in the stirred-batch type reactor. The reaction was performed for 15hr at $65^{\circ}C$ with 300 rpm catalyzed by sn-1,3 specific Lipozyme RM 1M lipase from Rhizomucor miehei ($11\%$ by weight of total substrates) in the absent organic solvent. SL contained $87.1\;area\%$ triacylglycerol (TAG), $12.1\;area\%$ diacylglycerol (DAG), $0.6\;area\%$ monoacylglycerol (MAG), and $0.2\;area\%$ free fatty acid (FFA). Major fatty acid profiles of SL were DHA $(15.7\;mol\%)$, linoleic $(31.1\;mol\%)$, palmitic $(20.2\;mol\%)$, oleic $(13.5\;mol\%)$ and eicosapentaenoic acid $(EPA,\;6.6 mol\%)$. SL contained the newly synthesized several peaks. Iodine and saponification of SL were 206.7 and 183.8. SL color showed darker and redder than soybean oil, and appeared the most yellowish color among SL, soybean, and algae oil.