Abstract
Monoglycerides have been obtained in 80% yield by enzyme catalyzed hydrolysis of the corresponding triglyceride. The reaction was carried out in an oil-rich microemulsion (L 2 phase) formulated without cosurfactant. Best results were obtained with the anionic surfactant sodium bis(2-ethylhexyl)sulfosuccinate (AOT), isooctane as hydrocarbon component and a molar ratio of aqueous buffer of pH 7 to surfactant of 12. The enzyme used was a 1,3-specific lipase which leaves the 2- position intact. However, the 2-monoglyceride formed slowly undergoes acyl migration to 1-monoglyceride which subsequently is hydrolyzed to glycerol and fatty acid. Optimal reaction time at 35 C reaction temperature was found to be three hr.
Similar content being viewed by others
References
Meier, P., and P.L. Luisi,J. Solid-Phase Biochem. 5:269 (1980).
Grandi, C, R.E. Smith and P.L. Luisi,J. Biol. Chem. 256:837 (1981).
Barbaric, S., and P.L. Luisi,J. Am. Chem. Soc. 103:4239 (1981).
Fletcher, P.D.I., B.H. Robinson, R.B. Freedman and C. Oldfield,J. Chem. Soc, Faraday Trans. 1 81:2667 (1985).
Han, D., and J.S. Rhee,Biotech. Bioeng. XXVIHA:1250 (1986).
Han, D., and J.S. Rhee,Biotech. Lett. 7:651 (1985).
Holmberg, K., and E. Österberg,Progress Colloid Polym. Sci. 74:150 (1987).
Brokaw, G.Y., E.S. Perry and W.C. Lyman,J. Am. Oil Chem. Soc. 32:194 (1955).
Handschumaker, E., and L. Linteris,Ibid. 24:143 (1947).
Pohle, W.D., and V.C. Mehlenbacher,Ibid. 27:54 (1950).
Martin, J.B.,J. Am. Chem. Soc. 75:5482–5483 (1953).
Smith, R.E., and P.L. Luisi,Helv. Chim. Acta 63:2302 (1980).
Macrae, A.R., and R.C. Hammond,Biotech, and Genetic Eng. Rev. 3:193 (1985).
Olofsson, G., J. Kizling and P. Stenius,J. Colloid Interface Sci. 111:213 (1986).
Ravey, J.-C, and M. Buzier,Ibid. 116:30 (1987).
Fletcher, P.D.I., M.F. Galal and B.H. Robinson,J. Chem. Soc, Faraday Trans. 1 80:3307(1984).
Fletcher, P.D.I., M.F. Galal and B.H. Robinson,Ibid. 81:2053 (1985).
Friberg, S.E., and M. Podzimek,Colloid Polym. Sci. 262:252 (1984).
Das, K.P., A. Ceglie, B. Lindman, and S.E. Friberg,J. Colloid Interface Sci. 116:390 (1987).
Author information
Authors and Affiliations
About this article
Cite this article
Holmberg, K., Osterberg, E. Enzymatic preparation of monoglycerides in microemulsion. J Am Oil Chem Soc 65, 1544–1548 (1988). https://doi.org/10.1007/BF02898325
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02898325