Characteristics of menhaden oil ethanolysis by immobilized lipase in supercritical carbon dioxide

Sang-Kyu Shin; Jeong-Eun Sim; Hideki Kishimura; Byung-Soo Chun

Journal of Industrial and Engineering Chemistry, Vol.18, No.1, 546-550, January, 2012

DOI10.1016/j.jiec.2011.11.065 Export Citation

Characteristics of menhaden oil ethanolysis by immobilized lipase in supercritical carbon dioxide

Sang-Kyu Shin, Jeong-Eun Sim, Hideki Kishimura¹, and Byung-Soo Chun^†

Department Food Science & Technology, Pukyong National University, 599-1 Daeyeon-3 Dong, Nam-gu, Busan 608 737, Republic of Korea
¹Research Faculty of Fisheries Sciences, Hokkaido University, Hakodate, Hokkaido 041-8611, Japan

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Ethanolysis of menhaden oil was performed with 1,3-regiospecific lipase to produce diglycerides and monoglycerides containing polyunsaturated fatty acids, and fatty acid ethyl esters. Immobilized lipases like lipozyme TL-IM (Thermomuces lanuginosa immobilized on silica gel) were used for enzymatic ethanolysis. Ethanolysis was carried out in different processes (solvent free, organic solvent and supercritical fluid system) to compare the reaction rate and yield obtained by menhaden oil ethanolysis. Organic solvent (hexane) and supercritical carbon dioxide (SC-CO2) were used as reaction medium. The reaction products were analyzed by gas chromatography (GC), thin layer chromatography (TLC) and high performance liquid chromatography (HPLC). Higher amounts of ethanol as a substrate caused substrate inhibition which dramatically decreased the reaction rate of ethanolysis. To elucidate the effect of pressure, enzymatic ethanolysis was performed in SC-CO2 at pressures ranging from 75 to 121 bar. Enzymatic ethanolysis of menhaden oil in SC-CO2 decreased by substrate inhibition. Reaction rate and optimum amount of ethanol used were depended on SC-CO2 density individually. Kinetic model with substrate inhibition (dead-end inhibition) by excess ethanol was set up to measure the reaction and inhibition rates.

Keywords:Menhadan oil;Supercritical carbon dioxide;Ethanolysis;Immobilized lipase

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[Referenced By]

[1] Srivastava A, Prasad R, Renewable Sustainable Energy Reviews., 4, 111 (2000)

[2] Han MH, Moon SK, Kim Y, Kim YR, Chung BW, Choi GW, Biotechnology and Bioprocess Engineering., 14, 606 (2009)

[3] Jeon SW, Lee JY, Lee JH, Kang SW, Park CH, Kim SW, J. Ind. Eng. Chem., 14(3), 338 (2008)

[4] Soumanou MM, Bornscheuer UT, Enzyme Microb. Technol., 33(1), 97 (2003)

[5] Meher LC, Sagar DV, Naik SN, Renewable and Sustainable Energy Reviews., 10, 248 (2006)

[6] Li XF, Zong MH, Zhao GL, Yu YG, Wu H, Biotechnology and Bioprocess Engineering., 4, 606 (2010)

[7] Gunnlaugsdottir H, Wannerberger K, Sivik B, Enzyme Microb. Technol., 22(5), 360 (1998)

[8] Shin SK , Salim Uddin M, Wilkinson GT, Chun BS, Australia, Chemeca Code, 454 (2010)

[9] Lozano P, Villora G, Gomez D, Gayo AB, Sanchez-Conesa JA, Rubio M, Iborra JL, J. Supercrit. Fluids, 29(1-2), 121 (2004)

[10] Jaeger KE, Reetz MT, Trends in Biotechnology., 16, 396 (1998)

[11] Cao XJ, Hur BK, J. Ind. Eng. Chem., 11(5), 762 (2005)

[12] Correa APA, Peixoto CA, Goncalves LAG, Cabral FA, Journal of Food Engineering., 88, 381 (2008)

[13] Jeong YS, Song SK, Lee SJ, Hur BK, Biotechnology and Bioprocess Engineering., 11, 127 (2006)

[14] Lee SJ, Jeong YS, Kim DU, Seo JW, Hur BK, Biotechnology and Bioprocess Engineering., 11, 510 (2006)

[15] Yamaguchi I, Akoh CC, Lai OM, Journal of Food Lipids., 11, 65 (2004)

[16] Lin TJ, Chen SW, Chang AC, Biochemical Engineering Journal., 29, 27 (2006)

[17] Gorreta F, Bernasconi R, Galliani G, Salmona M, Tacconi MT, Bianchi R, Lebensmittel-Wissenschaft und Technologie., 35, 458 (2002)

[18] Moquin PHL, Temelli F, Sovova H, Saldana MDA, J. Supercrit. Fluids, 37(3), 417 (2006)

[19] Flickinger BD, Matsuo N, Lipids., 38, 129 (2003)

[20] Tada N, Shoji K, Takeshita M, Watanabe H, Yoshida H, Hase T, Matsuo N, Tokimitsu I, Clinica Chimica Acta., 353, 87 (2005)

[21] Takase H, Shoji K, Hase T, Tokimitsu I, Atherosclerosis., 180, 197 (2005)

[22] Lee SB, Kim HJ, Jung IH, Hong IK, J. Ind. Eng. Chem., 1(1), 83 (1995)

[23] Brunner G, Journal of Food Engineering., 67, 21 (2005)

[24] Muratov G, Kim C, Biotechnology and Bioprocess Engineering., 2, 85 (2002)

[25] Laudani CG, Habulin M, Knez Z, Della Porta G, Reverchon E, J. Supercrit. Fluids, 41(1), 74 (2007)

[26] Kaewthong W, Sirisansaneeyakul S, Prasertsan P, Kittikun AH, Process Biochemistry., 40, 1515 (2005)

[27] Holcapek M, Jandra P, Fischer J, Prokes B, Journal of Chromatography A., 858, 13 (1999)

[28] Shibamoto T, Lipid Chromatographic Analysis, USA, 192 (1993)

[29] Zhao H, Lu Z, Bie X, Lu F, Liu Z, Journal of Food Engineering., 78, 41 (2007)

[30] Akoh CC, Lipid-based Synthetic Fat Substitutes, Marcel Dekker Inc., USA, 559 (1998)

[31] Simada Y, Watanabe Y, Sugihara A, Tominaga Y, Journal of Molecular Catalysis B: Enzymatic., 17, 133 (2002)

[32] Rezaei K, Temelli F, Jenab E, Biotechnology Advances., 25, 272 (2007)

[33] Drescher M, Seidel O, Geana D, J. Supercrit. Fluids, 23(2), 103 (2002)