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Synthesis of Monoacylglycerol from Glycerolysis of Crude Glycerol with Coconut Oil Catalyzed by Carica papaya Lipase

Authors: P. Pinyaphong, P. Sriburi, S. Phutrakul


This paper studied the synthesis of monoacylglycerol (monolaurin) by glycerolysis of coconut oil and crude glycerol, catalyzed by Carica papaya lipase. Coconut oil obtained from cold pressed extraction method and crude glycerol obtained from the biodiesel plant in Department of Chemistry, Uttaradit Rajabhat University, Thailand which used oils were used as raw materials for biodiesel production through transesterification process catalyzed by sodium hydroxide. The influences of the following variables were studied: (i) type of organic solvent, (ii) molar ratio of substrate, (iii) reaction temperature, (iv) reaction time, (v) lipase dosage, and (vi) initial water activity of enzyme. High yields in monoacylglycerol (58.35%) were obtained with molar ratio of glycerol to oil at 8:1 in ethanol, temperature was controlled at 45oC for 36 hours, the amount of enzyme used was 20 wt% of oil and initial water activity of enzyme at 0.53.

Keywords: Monoacylglycerol, crude glycerol, coconut oil, Carica papaya lipase.

Digital Object Identifier (DOI):

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[1] F. A. Zaher, S. M. Aly and O. S. EI-Kinawy, "Lipase-catalyzed glycerolysis of sunflower oil to produce partial glycerides,” Grasas y Aceites, vol 49, 1998, pp. 411-414.
[2] R.. Rosu, Y. Uozaki, Y. Iwasaki, and T. Yamane, "Repeated use of immobilized lipase for monoacylglycerol production by solid-phase glycerolysis of olive oil," J. Am. Oil Chem. Soc. Vol. 74, 1997, pp. 445-450.
[3] G. P. McNeill, S. Shimizu, and T. Yamane, "High-yield enzymatic glycerolysis of fats and oils," J. Am. Oil Chem. Soc. Vol 68, 1991, pp. 1-5.
[4] G. P. McNeill and T. Yamane, "Further improvements in the yield of monoglycerides during enzymatic glycerolysis of fats and oils," J. Am. Oil Chem. Soc. Vol 68, 1991, pp. 6-10.
[5] U. T. Bornscheuer, "Lipase-catalyzed syntheses of monoacylglycerols", Enzyme Microb Technol. Vol 17, 1995, pp. 578-586.
[6] A. Millqvist, P. Adlercreutz and B. Mattiasson, "Lipase-catalyzed alcoholysis of triglycerides for the preparation of 2-Monoglycerides," Vol 16, 1994, pp. 1042-1047.
[7] K. Holmberg, B. Lassen and M. B. Stark, "Enzymatic glycerolysis of a triglyceride in aqueous and non-aqueous microemulsion," Ibid. Vol 66, 1989, pp. 1796-1800.
[8] G. P. McNeill and R. G. Berger, " Enzymatic glycerolysis of palm oil fractions and a palm oil based model mixture relationship between fatty acid composition and monoglyceride yield,” Food Biotechnol. Vol 7, 1993, pp. 75-87.
[9] S. Ferreira-Dias and M. M. R. Fonseca, "Production of monoglycerides by glycerolysis of olive oil with immobilized lipases: effect of the water activity,” Bioproc. Eng. Vol 12, 1995, pp. 327-337.
[10] B. Myrnes, H. Bastard, R. L. Olsen and O. Elvevoll, "Solvent-free enzymatic glycerolysis of marine oils," J. Am. Oil Chem. Soc. Vol. 72, 1995, pp. 1339-1344.
[11] A. Coteron, M. Martinez and J. Aracil, "Reaction of olive oil and glycerol over immobilized lipase, Ibid. Vol. 75, 1998, pp. 657-660.
[12] M. Tuter, F. Arat, L. Dandik and H. A. Aksoy, "Solvent-free glycerolysis of sunflower oil and anchovy oil catalized by a 1,3-specific lipase," Biotechnol. Lett., Vol 20, 1998, pp. 291-294.
[13] P. Villeneuve, A. Skarbek, M. Pina, J. Graille and T. A. Foglia, "Catalytic behavior of Carica papaya latex in transesterification reactions," Biotechnol. Tech., Vol 11, 637-639, 1997.
[14] T. A. Foglia and P. Villeneuve, "Carica papaya latex-catalyzed synthesis of structured triacylglycerol," J. Am. Oil Chem. Soc., vol. 74, 1447-1450, 1997.
[15] W. N. R. W. Isahak, M. Ismail, M.A. Yarmo, J.M. Jahim and J. Salimon, "Purification of crude glycerol from transesterification RBD palm oil over homogeneous and heterogeneous catalysts for the biolubricant preparation," J. Applied Sci., vol. 21, 2590-2595, 2010.
[16] J. B. Monteiro, M. G. Nascimento and J. L. Ninow, "Lipase-catalyzed synthesis of monoacylglycerol in a homogeneous system," Biotechnol Lett, vol. 25, 641-644, 2003.
[17] S. Kongjao, S. Damronglerd and M. Hunsom, "Purification of crude glycerol derived from waste used-oil methyl ester plant," Korean J. Chem. Eng., vol. 27, 944-949, 2010.
[18] D. Y. Kwon nd J. S. Rhee, "Asimple and rapid colorimetric method for determination of free fatty acids for lipase assay," J. Am. Oil Chem. Soc., vol. 63, 89-92, 1986.
[19] P. Pinyaphong, P. Sriburi and S. Phutrakul, "Biodiesel fuel production by methanolysis of fish oil derived from the discarded parts of fish catalyzed by Carica papaya lipase," WASET, vol. 76, 466-472, 2011.
[20] L. E. Cerdan, A. M. Robles, A. G. Gimenez, MJ. I. Gonzalez and E. M.Grima, "Synthesis of polyunsaturated fatty acid-enriched triglycerides by lipase-catalyzed esterification," J. Am. Oil Chem. Soc., vol. 75, 1329-1337, 1998.
[21] S. Kongjao, S. Damronglerdand M. Hunsom, "Purification of crude glycerol derived from waste used-oil methyl ester plant," Korean J. Chem. Eng., vol. 27, 944-949, 2010.
[22] F. M. Dayrit,O. E. M. Buenafe, E. T. Chainani, I. M. S. Vera, I. K. D. Dimzon, E. G. Gonzales and J. E. R. Santos, "Standards for essential composition and quality factors of commercial virgin coconut oil and its differentiation from RBD coconut oil and copra oil," Philipp J Sci., vol. 136, 119-129, 2007.
[23] W. Kaewthong and A. H-Kittikun, "Glycerolysis of palm olein by immobilized lipase PS in organic solvents," Enzyme Microb Tech, vol. 35, 218-222, 2004.
[24] H. S. Garcia, B. Yang and K. L. Parkin, "Continuous reactor for enzymatic glycerolysis of butteroil in the absence of solvent," Food Res Int, vol. 28, 605-609, 1996.
[25] B. Yang and K. L. Parkin, "Monoacylglycerol production from butteroil by glycerolysis with a gel-entrapped microbial lipase in microaqueous media,” J Food Sci, vol. 59, 47-52, 1994.
[26] G. P. McNeill, S. Shimizu and T. Yamane,"Solid phase enzymatic glycerolysis of beef tallow resulting in a high yield of monoglyceride," J Am Oil Chem Soc, vol. 67, 779-783, 1990.