• Title/Summary/Keyword: Glycerolysis

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Effects of Stirring and Addition of Chemical Compounds on Glycerolysis of Triglyceride in Reversed Micelles

  • Chang, Pahn-Shick
    • Journal of Microbiology and Biotechnology
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    • v.1 no.3
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    • pp.197-201
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    • 1991
  • Glycerolysis of triolein by lipase from Chromobacterium viscosum lipase was studied batchwise in AOT-isooctane reversed micelles. The reaction mixture was extracted with chloroform and the content of triolein, 1, 2-diolein, 1, 3-diolein, 1-monoolein, and free fatty acid in the condensed chloroform solution was determined using high performance liquid chromatography (HPLC). The effect of agitation speed on the initial rate of conversion was examined. As the speed of agitation increased up to 700 rpm, the reaction rate increased. However, above 700 rpm, the rate approached maximum and did not increase that much. The glycerolysis activity and the stability of the enzyme were affected by stirring and addition of histidine or copper. Addition of histidine and copper increased the rates of glycerolysis but they are detrimental to the operational stability in reversed micelles.

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Preparation of Diacylglycerol from Lard by Enzymatic Glycerolysis and Its Compositional Characteristics

  • Diao, Xiaoqin;Guan, Haining;Kong, Baohua;Zhao, Xinxin
    • Food Science of Animal Resources
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    • v.37 no.6
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    • pp.813-822
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    • 2017
  • The aim of this study was to prepare diacylglycerol (DAG) by enzymatic glycerolysis of lard. The effects of reaction parameters such as lipase type, reaction temperature, enzyme amount, substrate molar ratio (lard/glycerol), reaction time, and magnetic stirring speed were investigated. Lipozyme RMIM was found to be a more active biocatalyst than Novozym 435, and the optimal reaction conditions were 14:100 (W/W) of enzyme to lard substrate ratio, 1:1 of lard to glycerol molar ratio, and 500 rpm magnetic stirring speed. The reaction mixture was first incubated at $65^{\circ}C$ for 2 h and then transferred to $45^{\circ}C$ for 8 h. At the optimum reaction conditions, the conversion rate of triacylglycerol (TAG) and the content of DAG in the reaction mixture reached 76.26% and 61.76%, respectively, and the DAG content in purified glycerolized lard was 82.03% by molecular distillation. The distribution of fatty acids and Fourier transform infrared spectra in glycerolized lard samples were similar to those in lard samples. The results revealed that enzymatic glycerolysis and molecular distillation can be used to prepare more highly purified DAG from lard.

Compositional Changes of Functional Oil from Algae Oil during the Lipase-Catalyzed Production (Algae유로부터 디글리세롤 함유 기능성 유지의 효소적 합성 중 구성성분 변화에 관한 연구)

  • Cho, Eun-Jin;Cho, Kyung-Hyun;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.1059-1063
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    • 2005
  • In the absence of organic solvent, di- and mono-acylglycerol enriched functional oil was produced by lipase-catalyzed glycerolysis in a stirred tank batch reactor. After glycerolysis for 48 hr, functional oil consisted of $47.1\%\;TAG,\;33.6\%\;DAG,\;and\;18.7\%$ MAG. In MAG and DAG, docosahexaenoic acid was found as $10.7\%\;and\;8.1\%$, respectively. During the reaction, total tocopherol content decreased, and $0.065\%$ tocopherols were existed in the functional oil produced after 48hr reaction.

Synthesis of Mono-,Diacylglycerol from Rice Bran Oil using lipase and Separation by Fractionation

  • Kim, Song-Hyun;Lee, Ki-Teak
    • Proceedings of the Korean Society of Postharvest Science and Technology of Agricultural Products Conference
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    • 2003.10a
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    • pp.142.1-142
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    • 2003
  • Mono-, diacylglycerol were synthesized by glycerolysis of bran oil and glycerol using IM60 (an immobilized lipase) in a stirred batch reactor for 72 hours. After glycerolysis, the composition TAG, DAG, MAG in product was 41.7%, 44.7%, and 11.1%, respectively. Glycerol was separated, then this mixture product was undergone fractionation for winterization followed. The fractionation was performed using hexane and acetone solvent to reduce palmitic acid at the low temperature for overnight individually. Temperature was set -40$^{\circ}C$, -14$^{\circ}C$, -8$^{\circ}C$ and 0$^{\circ}C$, respectively. By considering results from this experiments, fractionation with hexane at -8$^{\circ}C$ was most efficient regarding to yield without crystallization.

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Synthesis and Characterization of Mono- and Diacylglycerol Enriched Functional Oil by Enzymatic Glycerolysis of Corn Oil (옥수수유로부터의 효소적 glycerolysis에 의한 monoacylglycerol과 diacylglycerol 함유 기능성 유지 합성 및 특성연구)

  • Park, Rae-Kyun;Lee, Ki-Teak
    • Korean Journal of Food Science and Technology
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    • v.36 no.2
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    • pp.211-216
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    • 2004
  • Mono-and diacylglycerol-enriched oil was produced from corn oil through enzymatic glycerolysis using 1,3-specific immobilized lipase in solvent-free system and stirred-tank batch reactor. HPLC analysis revealed enriched oil was respectively composed of: 45.05, 16.27, 23.05, and 14.98% triacylglycerol, 1,3-diacylglycerol, 1,2-diacylglycerol, and monoacylglycerol; 13.21, 0.15, 2.02, 34.36, 49.12, and 1.14 mol% palmitic, palmitoleic, stearic, oleic, linoleic, and linolenic acids; and 0.014, 0.029, 0.010 and 0.053% ${\alpha},\;{\gamma},\;{\delta}-$, and total tocopherols. Physiochemical and melting properties of enriched oil were evaluated. Oxidative stability study revealed enriched oil showed higher peroxide and p-anisidine values than corn oil. Rosemary extracts (100 to 300 ppm) reduce oxidation.

Synthesis of Diacylglycerol-Enriched Functional Lipid Containing DHA by Lipase-Catalyzed in Solvent-Free System (비 용매계에서 DHA가 함유된 Diacylglycerol의 효소적 반응에 의한 합성연구)

  • Kim, Nam-Sook;Lee, Ki-Teak
    • Korean Journal of Food Science and Technology
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    • v.37 no.4
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    • pp.584-589
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    • 2005
  • Structured triacylglycerol (SL-TAG) was synthesized by enzymatic interesterification with algae oil and soybean oil in solvent-free system. Structured di- and monoacylglycerol (SL-DAG/MAG) were produced by glycerolysis with SL-TAG and glycerol catalyzed by lipase. Reactions were performed by sn-1.3 specific Lipozyme RM IM lipase from Rhizomucor miehei (interesterification, 11%; glycerolysis 5% by weight of total substrates) in solvent-free system using stirred-batch type reactor. SL-DAG/MAG contained TAG (42,3 area%), 1,3-DAG (19.2 area%), 1,2-DAG (22.2 area%), MAG (16.0 area%), and free fatty acid (0.2 area%). Iodine and saponification values of SL-DAG/MAG were 208.8 and 179.6, respectively. SL-DAG/MAG appeared yellowish in color.

Effects of Temperature on Diacylglycerol Production by Enzymatic Soli-Phase Glycerolysis of Hydrogenated Beef Tallow (온도조절이 고상계에 경화우지로부터 디글리세리드의 효소적생산에 미치는 영향)

  • Kang, Sung-Tae;Yamane, Tsuneo
    • Korean Journal of Food Science and Technology
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    • v.26 no.5
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    • pp.567-572
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    • 1994
  • Diglyceride was prepared by reaction of hydrogenated beef tallow and glycerol (GL) in the presence of a Pseudomonas lipase. Both substrates were mixed at the ratio of GL/Triglyceride of 0.5 which is the stoichiometric molar ratio for the complete conversion of triglyceride (TG) to diglyceride (DG). DG can be obtained by solid phase-glycerolysis of hydrogenated beef tallow without use of organic solvents or emulsifiers by careful control of reaction temperature. Optimized reaction temperature condition was as follows: An initial incubation at$60^{\circ}C$ for 2h followed by the first temperature shift down to $55^{\circ}C$ for 4h, and then the second shift down to $50^{\circ}C$ for up to 3 days. There was a large decrease in the content of TG during the first $60^{\circ}C$ incubation for 2h. Even a prolonged incubation at $60^{\circ}C$ could not make a change of the composition of the reaction mixture at liquid state. By controlling the temperature lower than $60^{\circ}C$, reaction mixtures were solidified. The reaction temperature at $50^{\circ}C$ below the melting temperature of hydrogenaed beef tallow gave an 71% optimum yield of DG after 72h enzymatic glycerolysis and about 73% of total DG was 1,3-DG.

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Optimization for the Production of Mono- and Di-acylglycerols from Corn Oil by Enzymic Glycerolysis Using Response Surface Methodology (반응표면분석에 의한 옥수수유 유래 monoacylglycerol과 diacylglycerol 합성 조건의 최적화)

  • Park, Rae-Kyun;Choi, Sang-Won;Lee, Ki-Teak
    • Korean Journal of Food Science and Technology
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    • v.36 no.5
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    • pp.717-722
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    • 2004
  • Response surface methodology was used to optimize production conditions of monoacylglycerol (MAG) and diacylglycerols (DAG) from corn oil by enzymic glycerolysis. Contents of $1,3-DAG\;(Y_1),\;1,2-DAG\;(Y_2),\;total\;DAG\;(Y_3),\;MAG\;(Y_4)$, and total $DAG+MAG\;(Y_5)$ were obtained. Conditions were optimized using central composite design with incubation temperature $(35-75^{\circ}C,\;X_1)$, incubation time (1-11 hr, $X_2$), and amount of hexane added (0-2 mL, $X_3$) as three variables. Content of 1,3-DAG was maximized by 20.43 area% at incubation temperature of $44.92^{\circ}C$, incubation time of 10.24 hr, and hexane content of 1.16 mL, whereas that of 1,2-DAG (26.78 area%) was maximized at $56.32^{\circ}C$, 6.95 hr, and 1.04 mL, respectively. Predicted maximum total DAG content was 45.09 area% at $53.82^{\circ}C$, 8.03 hr, and 1.08 mL, while production conditions of MAG (9.57 arae%) were $64.14^{\circ}C$, 7.00 hr, and 0.13 mL. At variables of $54.07^{\circ}C$, 7.98 hr, and 1.02 mL, maximum content of total DAG+MAG predicted by RSM was 53.54 area%.

Enzymatic Synthesis of Functional Oil from Rice Bran Oil and Dietary Effects on Hepatic ACAT Activities of High Cholesterol and High Fat Fed Mice (현미유를 이용한 기능성 유지의 효소적 합성 및 고 콜레스레롤, 고 지방 식이가 생쥐의 간 ACAT활성에 미치는 영향)

  • 김성현;부우펑란;이기택
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.5
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    • pp.803-809
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    • 2004
  • Monoacylglycerol (MG) and diacylglycerol (DG), as the components of enzymatically synthesized functional oil, were produced by glycerolysis of rice bran oil and glycerol using IM60 (immobilized lipase) in a stirredbatch reactor at 6$0^{\circ}C$ for 72 hours. After glycerolysis, the contents of triacylglycerol (TG), DG and MG in the produced functional oil were 41.71%,46.19%, and 11.15%, respectively. The functional oil also contained Phytosterols (2.04$\pm$0.17 mg/g), ${\gamma}$ -oryzanol (1.06$\pm$0.04 mg/g) and $\alpha$ -tocopherol (0.13$\pm$0.04 mg/g). In animal experiment the dietary effects of functional oil on hepatic acyl-CoA:cholesterol acyltransferase (ACAT) activities of the high cholesterol and high fat (HCHF)-fed mice were investigated. In functional oil-fed group, the liver ACAT activity was significantly lowered than in HCHF and corn oil-fed groups (p < 0.05). This results suggested that the synthesized functional oil may have an atheroproteetive effect by inhibiting ACAT activity.

Diacylglycerol Production by Enzymatic Glycerolysis of Soybean Oil. (대두유에서 글리세롤리시스 반응을 이용한 디글리세리드의 효소적 생산)

  • 박경준;안은영;권기석;김강성;강성태
    • Microbiology and Biotechnology Letters
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    • v.32 no.1
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    • pp.84-90
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    • 2004
  • Diglyceride (DG) was prepared by reaction of soybean oil and glycerol in the presence of lipase. The initial rate of DG production was greatly affected by the amount of lipase. However the DG content at equilibrium was hardly affected by the amount of lipase added to the reaction mixture. The initial rate of FFA formation was highly affected by the moisture content between 0.5 and 2.3%, but at higher water content (3.3-5.2%), there was a small increase in the rate. And DG content at equilibrium slowly increased with the increase of the water content in glycerol up to 4.4%. However, there was a sharp decrease in DG content at higher water content (5.2-6.4%) due to higher free fatty acid production. The highest yield of DC was obtained at the temperature ranges of 30-5$0^{\circ}C$. The final yield of DG was not dependent on the glycerol (GL) to triglyceride (TG) molar ratio. However, at the molar ratio of 0.75:1 (GL/TG), the enzyme-catalyzed reaction was highly efficient and utilized all the glycerol. In optimized conditions for glycerolysis a yield of approximately 45% DG was obtained. 66% of total DG was 1,3-DG.