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Effect of reaction rate on converted products from wheat germ oil by immobilized lipase ethanolysis

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Abstract

Monoglycerides and diglycerides containing function of wheat germ oil were to produce and to assess the influence of various conditions on the ethanolysis activities of immobilized lipases. Immobilized lipases like lipozyme (Thermonuces lanuginose immobilized on silica gel and Rhizomucor miehei immobilized on an ion exchange resin were used for enzymatic ethanolysis. Ethanolysis was carried out in different processes (non-pressured and pressured system) to compare the reaction rate and yield. For immobilized lipase, the optimal condition was found at 1.0 of ethanol mol ratio, temperature of 60°C, and lipases amount of 4% in non-pressured system. However, in pressured system, the optimal temperature was found at 50°C. The enzyme activity was changed depending on the enzyme source, reaction time, pressure, and temperature. Changing experimental parameters (temperature, ethanol mol ratio, enzyme amount, and reaction time) affecting wheat germ oil ethanolysis reaction, the optimal reaction conditions were established.

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References

  1. Zhao H, Lu Z, Bie X, Lu F, Liu Z. Lipase catalyzed acidolysis of lard with capric acid in organic solvent. Food Eng. 78: 41–46 (2007)

    Article  CAS  Google Scholar 

  2. Oliveira D, Oliveira JV. Enzymatic alcoholysis of palm kernel oil in-hexane and SC-CO2. J. Supercrit. Fluid. 19: 141–148 (2001)

    Article  CAS  Google Scholar 

  3. Maki KC, Davidson MH, Tsushima R, Matsuo N, Tokimitsu I, Umporowicz DN, Dicklin MR, Foster GS, Ingram KA, Anderson BD, Forst SD, Bell M. Consumption of diacylglycerol oil as part of a reduced-energy diet enhances loss of body weight and fat in comparison with consumption of a triacylglycerol control oil. Am. J. Clin. Nutr. 76: 1230–1236 (2002)

    CAS  Google Scholar 

  4. Hou X, Qi Y, Qiao X, Wang G, Qin Z, Wang J. Lewis acidcatalyzed transesterification and esterification of high free fatty acid oil in subcritical methanol. Korean J. Chem. Eng. 24: 311–313 (2007)

    Article  CAS  Google Scholar 

  5. Kwon SJ, Han JJ, Rhee JS. Production and in-situ separation of mono-, or diacylglycerol catalyzed by lipases in n-hexane. Enzyme Microb. Tech. 7: 700–704 (1995)

    Article  Google Scholar 

  6. Yasunaga K, Glinsmann WH, Seo Y, Katsuragi Y, Kobayashi S, Flickinger B, Kennepohl E, Yasukawa T, Borzelleca JF. Safety aspects regarding the consumption of high dose dietary diacylglycerol oil in men and women in a double-blind controlled trial in comparison with consumption of a triacylglycerol control oil. Food Chem. Toxicol. 42: 1419–1429 (2004)

    Article  CAS  Google Scholar 

  7. Watanabe T, Shimizu M, Sugiura M, Sato M, Kohori J, Yamada N, Nakanishi K. Optimization of reaction conditions for the production of DAG using immobilized 1,3 regiospecific lipase lipozyme RM IM. Am. Oil Chem. Soc. 80: 1201–1207 (2003)

    Article  CAS  Google Scholar 

  8. Lee KW, Hailan C, Yinhua J, Kim YW, Chung KW. Modification of soybean oil for intermediates by epoxidation, alcoholysis, and amidation. Chem. Eng.-New York 25: 474–482 (2008)

    CAS  Google Scholar 

  9. Shaw JF, Wang DL, Wang YJ. Ethanolysis and isopropanolysis of triglycerides with long chain fatty acids. Enzyme Microb. Tech. 13: 544–546 (1991)

    Article  CAS  Google Scholar 

  10. Yesiloglu Y. Immobilized lipase-catalyzed ethanolysis of sunower oil. Am. Oil Chem. Soc. 81: 157–160 (2004)

    Article  CAS  Google Scholar 

  11. Antoine C, Peyron S, Pellerin VL, Abecassis J, Rouau X. Wheat bran tissue fractionation using biochemical markers. Cereal Sci. 39: 387–393 (2004)

    Article  CAS  Google Scholar 

  12. Zhu K, Zhou H, Qian H. Protein extracted from defatted wheat germ: Nutritional and structural properties. Cereal Chem. 83: 69–75 (2006)

    Article  CAS  Google Scholar 

  13. Sjövall O, Virtalaine T, Lapveteläinen A, Kallio H. Development of rancidity in wheat germ analyzed by headspace gas chromatography and sensory analysis. J. Agr. Food Chem. 48: 3522–3527 (2000)

    Article  Google Scholar 

  14. Erickson JC, Schyns P, Cooney CL. Effect of pressure on an enzymatic reaction in a supercritical fluids. Aiche J. 36: 299–301 (1990)

    Article  CAS  Google Scholar 

  15. Steytler DC, Moulson PS, Reynolds J. Biotransformations in nearcritical carbon dioxide. Enzyme Microb. Tech. 13: 221–226 (1992)

    Article  Google Scholar 

  16. Kuhn G, Marangoni M, Freire DMG, Soares VF, De Godoy MG, De Casto AM, Luccio MD, Treichel H, Mazutti MA, Oliveira D, Oliveira JV. Esterification activities of non-commercial lipases after pre-treatment in pressurized propane. J. Chem. Technol. Biot. 85: 839–844 (2010)

    Article  CAS  Google Scholar 

  17. Kaewthong W, Sirisansaneeyakul S, Prasertsan P, Kittikun AH. Continuous production of monoacylglycerols by glycerolysis of palm olein with immobilized lipase. Process Biochem. 40: 1525–1530 (2005)

    Article  CAS  Google Scholar 

  18. AOCS. Official Method and Recommended Practices of the AOCS. 5th ed. Method Ce 2-66. American Oil Chemists Society, Champaign, IL, USA (1998)

    Google Scholar 

  19. Holcapek M, Janadera P, Fischer J, Prokes B. Analytical monitoring of production of biodiesel by high performance liquid chromatography with various detection methods. J. Chromatogr. A 858: 13–31 (1999)

    Article  CAS  Google Scholar 

  20. Vorderwülbecke T, Kieslich K, Edmann H. Comparison of lipases by different assays. Enzyme Microb. Tech. 14: 631–639 (1992)

    Article  Google Scholar 

  21. Hatzinikolaou DG, Kourentzi E, Stamatis A, Christakopoulos P, Kolisis FN, Kekos D, Macris BJ. A novel lipolytic activity of Rhodotorula glutinis cells: Production, partial characterization, and application in the synthesis of esters. J. Biosci. Bioeng. 88: 53–56 (1999)

    Article  CAS  Google Scholar 

  22. Kulkarni MG, Dalai AK, Bakhshi NN. Transesterification of canola oil in mixed methanol/ethanol system and use of esters as lubricity additive. Bioresource Technol. 10: 2027–2033 (2007)

    Article  Google Scholar 

  23. Simada Y, Watanabe Y, Sugihara A, Tominaga Y. Enzymatic alcoholysis for biodiesel fuel production and application of the reaction to oil processing. J. Mol. Catal. B-Enzym. 17: 133–142 (2002)

    Article  Google Scholar 

  24. Hong WP, Park JY, Min K, Ko MJ, Park K, Yoo YJ. Kinetics of glycerol effect on biodiesel production for optimal feeding of methanol. Korean J. Chem. Eng. 28: 1908–1912 (2011)

    Article  CAS  Google Scholar 

  25. Akoh CC. Food lipids: Chemistry, nutrition, and biotechnology. pp. 558–559. In: Lipid-Based Synthetic Fat Substitutes. Akoh CC, Min DB (eds). Marcel Dekker, Inc., New York, NY, USA (1998)

    Google Scholar 

  26. Eyring H. The activated complex in chemical reactions. J. Chem. Phys. 3: 107–115 (1935)

    Article  CAS  Google Scholar 

  27. Ghaziaskar HS, Daneshfar A, Calvo L. Continuous esterification or dehydration in SC-CO2. Green Chem. 8: 576–581 (2006)

    Article  CAS  Google Scholar 

  28. Kwon CH, Lee JH, Kim SW, Kang JW. Lipase-catalyzed esterification of (S)-naproxen ethyl ester in supercritical carbon dioxide. J. Microbiol. Biotechn. 19: 1596–1602 (2009)

    CAS  Google Scholar 

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Correspondence to Byung-Soo Chun.

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Sim, JE., Asaduzzaman, A.K.M., Kim, RH. et al. Effect of reaction rate on converted products from wheat germ oil by immobilized lipase ethanolysis. Food Sci Biotechnol 22, 295–300 (2013). https://doi.org/10.1007/s10068-013-0080-2

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  • DOI: https://doi.org/10.1007/s10068-013-0080-2

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