Abstract
Mucor miehei lipase was immobilized on magnetic polysiloxane—polyvinyl alcohol particles by covalent binding with high activity recovered. The performance of the resulting immobilized biocatalyst was evaluated in the synthesis of flavor esters using heptane as solvent. The impact on reaction rate was determined for enzyme concentration, molar ratio of the reactants, carbon chain length of the reactants, and alcohol structure. Ester synthesis was maximized for substrates containing excess acyl donor and lipase loading of 25 mg/mL. The biocatalyst selectivity for the carbon chain length was found to be different concerning the organic acids and alcohols. High reaction rates were achieved for organic acids with 8 or 10 carbons, whereas increasing the alcohol carbon chain length from 4 to 8 carbons gave much lower esterification yields. Optimal reaction rate was determined for the synthesis of butyl caprylate (12 carbons). Esterification performance was also dependent on the alcohol structure, with maximum activity occurring for primary alcohol. Secondary and tertiary alcohols decreased the reaction rates by more than 40%.
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References
Yahya, A. R. M., Anderson, W. A., and Moo-Young, M. (1998), Enzyme Microb. Technol. 23, 438–450.
Balcao, V. M., Paiva, A. L., and Malcata, F. X. (1996), Enzyme Microb. Technol. 18, 392–416.
Pandey, A., Benjamin, S., Soccol, C. R., Nigam, P., Krieger, N., and Soccol, V. T. (1999), Biotechnol. Appl. Biochem. 29, 119–131
Castro, H. F. and Anderson, W. A. (1995), Quim Nova 18, 544–554.
Villeneuve, P., Muderhwa, J. M., Graille, J., and Hass, M. J. (2000), J. Mol. Cat. B Enzymatic 9(4–6), 113–148.
Gitlesen, T., Baucer, M., and Adlercreutz, P. (1997), Biochim. Biophys. Acta 1345, 188–196.
Oliveira, P. C., Alves, G. M., and de Castro, H. F. (2000), Quim Nova 23, 632–636.
Carneiro-Leão, A. M. A., Oliveira, E. A., and Carvalho, Jr., L. B. (1991), Appl. Biochem. Biotechnol. 31, 53–58.
Soares, C. M. F., de Castro, H. F., Moraes, F. F., and Zanin, G. M. (1999), Appl. Biochem. Biotechnol. 77–79, 745–757.
Keeling-Tucker, T., Rakic, M., Spong, C., and Brennan, J. D. (2000), Chem. Mater. 12, 3695–3704.
Reetz, M. T., Zonta, A., and Simpelkamp, J. (1996), Biotechnol. Bioeng. 49, 527–534
Lima Barros, A. E., Almeida, A. M. P., Carvalho, Jr., L. B., and Azevedo, W. M. (2002), Braz. J. Med. Biol. Res. 35, 459–463.
Bruno, L. M. (2003), PhD thesis, Universidade Federal de Pernambuco, Av. Prof. Moraes Rego, 1235; Cidade Universitária, Recife, PE, CEP, Brazil.
Dias, S. F., Vilas-Boas, L., Cabral, J. M. S., and Fonseca, N. M. R. (1991), Biocatalysis 5, 21–34.
de Castro, H. F., Pereira, E. B., and Anderson, W. A. (1996), J. Brazi. Chem. Soc. 7, 219–224.
de Castro, H. F., Oliveira, P. C., and Soares, C. M. F. (1997), Cienc. Tecnol. Aliment. 17, 237–241.
Pereira, E. B., de Castro, H. F., Moraes, F. F., and Zanin, G. M. (2002), Appl. Biochem. Biotechnol. 98–100, 977–986.
Langrand, G., Rondon, N., Triantaphylides, C., and Baratti, J. (1990), Biotechnol. Lett. 12, 581–596.
Miller, C., Austin, H., Posorske, L., and Gonzlez, J. (1988), JAOCS 65, 927–931.
Selmi, B., Gontier, E., Ergan, F., and Thomas, D. (1998), Enzyme Microb. Technol. 23, 182–186.
Aguiar, C. L., Moreira, M. R. V., and de Castro, H. F. (2001), Cienc. Tecnol. Aliment. 3, 134–139.
Sinestra, J. V. (1996), in Engineering of/with Lipases. Malcata, F. X., ed., Kluwer Academic Publishers, Dordrecht, The Netherlands, pp. 73–101.
Manjon, A., Iborra, J. L., and Arocas, A. (1991), Biotechnol. Lett. 13, 339–344.
Antczak, T., Mrowiec-Bialon, J., Bielecki, S., Jarrzebski, A. I., and Galas, I. (1997), Biotechnol. Techniques 11, 9–11.
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Bruno, L.M., de Lima Filho, J.L., de M. Melo, E.H., de Castro, H.F. (2004). Ester Synthesis Catalyzed by Mucor miehei Lipase Immobilized on Magnetic Polysiloxane-Polyvinyl Alcohol Particles. In: Finkelstein, M., McMillan, J.D., Davison, B.H., Evans, B. (eds) Proceedings of the Twenty-Fifth Symposium on Biotechnology for Fuels and Chemicals Held May 4–7, 2003, in Breckenridge, CO. Biotechnology for Fuels and Chemicals. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-59259-837-3_17
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DOI: https://doi.org/10.1007/978-1-59259-837-3_17
Publisher Name: Humana Press, Totowa, NJ
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