skip to main content

Production of Oleic Acid Ethyl Ester Catalyzed by Crude Rice Bran (Oryza sativa) Lipase in a Modified Fed-batch System: A Problem and its Solution

*Indro Prastowo  -  Department of Biology Education, Faculty of Teacher Training and Education, Ahmad Dahlan University, Kampus III, Jl. Prof. Dr. Soepomo, Janturan, Yogyakarta 55164, Indonesia
Chusnul Hidayat  -  Department of Food and Agricultural Product Technology, Faculty of Agricultural Technology, Gadjah Mada University, Jl. Sosio Justisia, Bulaksumur, Yogyakarta 55281, Indonesia
Pudji Hastuti  -  Department of Food and Agricultural Product Technology, Faculty of Agricultural Technology, Gadjah Mada University, Jl. Sosio Justisia, Bulaksumur, Yogyakarta 55281, Indonesia

Citation Format:
Cover Image
Abstract

A fed-batch system was modified for the enzymatic production of Oleic Acid Ethyl Ester (OAEE) using rice bran (Oryza sativa) lipase by retaining the substrate molar ratio (ethanol/oleic acid) at 2.05:1 during the reaction. It resulted in an increase in the ester conversion of up to 76.8% in the first 6 h of the reaction, which was then followed by a decrease from 76.8% to 22.9% in 6 h later. The production of water in the reaction system also showed a similar trend. The water was hypothesized to lead lipase to reverse the reaction which resulted in a decrease in both (water and esters) in the last 6 h of the reac- tion. In order to overcome the problem, zeolite powder (25 and 50 mg/mL) were added into the reaction system at 5 h of the reaction. As the result, the final ester conversions increased drastically up to 90 - 95.7%. Thus, the combination of a constant substrate molar ratio (ethanol/oleic acid) during the reaction (at 2.05:1) with the addition of zeolite powder (25 and 50 mg/mL) to the reaction system at 5 h is effective for the enzymatic synthesis of OAEE. © 2015 BCREC UNDIP. All rights reserved

Received: 2nd May 2015; Revised: 20th June 2015; Accepted: 2nd July 2015

How to Cite: Prastowo, I., Hidayat, C., Hastuti, P. (2015). Production of Oleic Acid Ethyl Ester Catalyzed by Crude Rice Bran (Oryza sativa) Lipase in a Modified Fed-batch System: A Problem and its Solution. Bulletin of Chemical Reaction Engineering & Catalysis, 10 (3): 230-236. (doi:10.9767/bcrec.10.3.8511.230-236)

Permalink/DOI: http://dx.doi.org/10.9767/bcrec.10.3.8511.230-236

Fulltext View|Download
Keywords: Fed-batch system; rice bran (Oryza sativa) lipase; substrate molar ratio (ethanol/oleic acid); water; zeolite powder

Article Metrics:

  1. Petersson, A.E.V., Gustafsson, L.M., Nordblad, M., Borjesson, P., Mattiasson, B., Adlercreutz, P., (2005).Waxesters produced by solvent-free energy-efficient enzymatic synthesis and their applicability as wood coatings. Green Chem. 7, 837–843
  2. Reetz, M T. (2002). Lipases as practical biocatalysts. Curr Opin Chem Biol 6 (2), 145-150
  3. Aravindan, R., Anbumathi, P., & Viruthagiri, T. (2007). Lipase applications in food industry. Indian J Biotechnol, 6(2), 141
  4. Zhao, Y., Liu, J., Deng, L., Wang, F., & Tan, T. (2011). Optimization of< i> Candida sp. 99-125 lipase catalyzed esterification for synthesis of monoglyceride and diglyceride in solvent-free system. J Mol Catal B-Enzym, 72(3), 157-162
  5. Prastowo, I., Hidayat, C., &Hastuti, P. (2012). Production and Optimization of Oleic Acid Ethyl Ester Synthesis Using Lipase From Rice Bran (Oryza sativa L.) and Germinated Jatropha Seeds (Jatropha curcas L.) by Response Surface Methodology. Indonesian J Biotech, 17(1)
  6. Hidayat, C., Prastowo, I., Hastuti, P., Restiani, R., (2014). Effect of ethanol concentrations on rice bran protease activity and ester synthesis during enzymatic synthesis of Oleic Acid Ethyl Ester in a fed-batch system using crude rice bran (Oryza sativa) lipase. Biocatal Biotransfor, 32 (4), 1-5
  7. Khamseh, A.A., Miccio, M. (2011). Comparison of batch, fed-batch and continuous well-mixed reactors for enzymatic hydrolysis of orange peel wastes. Proc Biochem, 47 (11), 1588 – 1594
  8. Shimada, Y., Watanabe, Y., Sugihara, A., & Tominaga, Y. (2002). Enzymatic alcoholysis for biodiesel fuel production and application of the reaction to oil processing. J Mol Catal B-Enzym, 17(3), 133-142
  9. Grochulski, P., Li, Y., Schrag, J.D. and Cygler, M. (1994). Two conformational states of Candida rugosa lipase. Prot. Sci. 3, 82–91
  10. Lie, E., Molin, G. (1991). Hydrolysis and esterification with immobilized lipase on hydrophobic and hydrophilic zeolites. J Chem Tech Biotechnol, 50(4), 549-553
  11. Beers, A.E.W., Spruijt, R.A., Nijhuis, T.A., Kapteijn, F., Moulijn, J.A. (2001). Esterification in a structured catalytic reactor with counter-current water removal. Catal Today, 66(2), 175-181
  12. Tanaka, K., Yoshikawa, R., Ying, C., Kita, H., Okamoto, K.I. (2001). Application of zeolite membranes to esterification reactions. Catal Today, 67(1), 121-125
  13. Nijhuis, T.A., Beers, A.E.W., Kapteijn, F., Moulijn, J.A. (2002). Water removal by reactive strripping for a solid-acid catalyzed esterification in a monolithic reactor. Chem Eng Sci, 57(9), 1627-1632
  14. Lee, J. H., Kim, S. B., Yoo, H. Y., Lee, J. H., Han, S. O., Park, C., & Kim, S. W. (2013).Co-immobilization of Candida rugosa and Rhyzopusoryzae lipases and biodiesel production. Korean J Chem Eng, 1-4
  15. Sengupta, S., &Modak, J. M. (2001). Optimization of fed-batch bioreactor for immobilized enzyme processes. Chem Eng Sci, 56(11), 3315-3325
  16. Barahona, D., Pfromm, P. H., Rezac, M. E. (2006). Effect of water activity on the lipase catalyzed esterification of geraniol in ionic liquid [bmim] PF6. Biotechnol Bioeng, 93 (2), 318-324
  17. Mat Radzi, S., Basri, M., Bakar Salleh, A., Ariff, A., Mohammad, R., Abdul Rahman, M. B., & Abdul Rahman, R. N. Z. R. (2005). High performance enzymatic synthesis of oleyl-oleate using immobilised lipase from Candida Antarctica. Electron J Biotechn, 8(3), 0-0
  18. Oliveira, A.C., Rosa, M.F., Aires-Barros, M.R., Cabral, J.M.S. (2001). Enzymatic esterification of ethanol and oleic acid- a kinetic study. J Mol Catal B-Enzym, 11, 999 – 1005
  19. Shieh, C. J., Liao, H. F., & Lee, C. C. (2003).Optimization of lipase-catalyzed biodiesel by response surface methodology. Bioresource Technol, 88(2), 103-106
  20. Nie, K., Xie, F., Wang, F., & Tan, T. (2006). Lipase catalyzed methanolysis to produce biodiesel: optimization of the biodiesel production. J Mol Catal B-Enzym, 43(1), 142-147
  21. Brzozowski, A.M., Derewenda, U., Derewenda, Z.S., Dodson, G.G., Lawson, D.M., Turkenburg, J.P., Bjorkling, F., Huge-Jensen, B., Patkar, S.A. and Thim, L. (1991) A model for interfacial activationin lipases from the structure of a fungal lipase-inhibitor complex. Nature 351, 491–494
  22. Ollis, D.L., Cheah, E., Cygler, M., Dijkstra, B., Frolow, F., Franken, S.M., Harel, M., Remington, S.J., Silman, I., Schrag, J., Sussman, J.L., Verschueren, K.H.G. and Goldman, A. (1992) The alpha/beta hydrolase fold. Prot. Eng. 5, 197–211
  23. Ribeiro, B. D., Casto, A. M. D., Coelho, M.A.Z., Freire, D. M. G. (2011). Production and use of lipases in bioenenrgy: a review from feedstocks to biodiesel production. Enzym Res, 2011
  24. Soultani, S., Engrasser, J. M., Ghoul, M. (2001). Effect of acyl donor chain length and sugar /acyl donor molar ratio on enzymatic synthesis of fatty acid fructose esters. J Mol Catal B-Enzym, 11(4), 725-733
  25. Kim, P-Y., Pollard, D.J., Woodley, J. M. (2007). Substrate supply for effective biocatalysis. Biotechnol Progress, 23 (1), 74 – 82
  26. Pyo, S. H., Hayes, D. G. (2009). Designs of bioreactor systems for solvent-free lipase-catalyzed synthesis of fructose-oleic acid esters. J. Am. Oil Chem. Soc, 86 (6), 521 – 529
  27. Ye, R., Pyo, S. H., Hayes, D. G. (2010). Lipase-catalyzed synthesis of saccharide-fatty acid esters using suspensions of saccharide crystals in solvent media. J. Am. Oil Chem. Soc, 87 (3), 281 – 293

Last update: 2021-06-23 23:09:24

No citation recorded.

Last update: 2021-06-23 23:09:24

  1. A performance study of home-made co-immobilized lipase from mucor miehei in polyurethane foam on the hydrolysis of coconut oil to fatty acid

    Moentamaria D.. Bulletin of Chemical Reaction Engineering &amp;amp; Catalysis, 14 (2), 2019. doi: 10.9767/bcrec.14.2.3848.391-403