Synthesis of valuable flavour and fragrance compounds is one of the intense applications of lipase-catalysed transesterification. This paper demonstrated application of Novozyme 435 to the synthesis of neryl acetate in a solvent free system. Response surface methodology (RSM) complemented by central com-posite design (CCD) was used to evaluate the effect of various process param-eters on reaction conversion. The results showed that 91.6% conversion of nerol with 100% selectivity to neryl acetate was obtained under the conditions of 1:12.6 mole ratio of nerol to ethyl acetate, 2.6% (w/w) Novozyme 435 at 52.7?C for 2 h. From the kinetic study, it was verified that the reaction followed a ternary complex mechanism with inhibition by ethyl acetate. The process was green, clean and useful to the perfume and flavour industries.
Cite this paper
Jiang, C. and Cheng, G. (2020). Optimization of Enzymatic Synthesis of Neryl Acetate in a Solvent Free System. Open Access Library Journal, 7, e6254. doi: http://dx.doi.org/10.4236/oalib.1106254.
Serra, S., Fuganti, C. and Brenna, E. (2005) Biocatalytic Preparation of Natural Fla-vours and Fragrances. Trends in Biotechnology, 23, 193-198.
https://doi.org/10.1016/j.tibtech.2005.02.003
Hoydonckx, H.E., De Vos, D.E., Chavan, S.A. and Jacobs, P.A. (2004) Esterification and Transesterification of Renewable Chemicals. Topics in Catalysis, 27, 83-96.
https://doi.org/10.1023/B:TOCA.0000013543.96438.1a
Lozano, P., Bernal, J.M. and Navarro, A. (2012) A Clean Enzymatic Process for Pro-ducing Flavour Esters by Direct Esterification in Switchable Ionic Liquid/Solid Phases. Green Chemistry, 14, 3026-3033. https://doi.org/10.1039/c2gc36081k
Yadav, G.D. and Rahuman, M.S.M.M. (2002) Cation-Exchange Resin-Catalysed Acylations and Esterifications in Fine Chemical and Perfumery Industries. Organic Process Research & Development, 6, 706-713. https://doi.org/10.1021/op0255229
Corradini, M.C.C., Gomes, R.A.B., Luiz, J.H.H. and Mendes, A.A. (2016) Optimiza-tion of Enzymatic Synthesis of n-Propyl Acetate (Fruit Flavor Ester)-Effect of the Support on the Properties of Biocatalysts. Chemical Engineering Communications, 203, 1432-1442. https://doi.org/10.1080/00986445.2016.1201658
Serra, S., Fuganti, C. and Brenna, E. (2005) Biocatalytic Preparation of Natural Fla-vours and Fragrances. Trends in Biotechnology, 23, 193-198.
https://doi.org/10.1016/j.tibtech.2005.02.003
Ferreira-Dias, S., Sandoval, G., Plou, F. and Valero, F. (2013) The Potential Use of Lipases in the Production of Fatty Acid Derivatives for the Food and Nutraceutical Industries. Electronic Journal of Biotechnology, 16, 1-34.
https://doi.org/10.2225/vol16-issue3-fulltext-5
Dhake, K.P., Thakare, D.D. and Bhanage, B.M. (2013) Lipase: A Potential Biocatalyst for the Synthesis of Valuable Flavour and Fragrance Ester Compounds. Flavour and Fragrance Journal, 28, 71-83. https://doi.org/10.1002/ffj.3140
Yolmeh, M. and Jafari, S.M. (2017) Applications of Response Surface Methodology in the Food Industry Processes. Food and Bioprocess Technology, 10, 413-433.
https://doi.org/10.1007/s11947-016-1855-2
Bhavsar, K.V. and Yadav, G.D. (2019) Synthesis of Geranyl Acetate by Transesterification of Geraniol with Ethyl Acetate over Candida Antarctica Lipase as Catalyst in Solvent-Free System. Flavour and Fragrance Journal, 34, 288-293.
https://doi.org/10.1002/ffj.3502
Yadav, G.D. and Trivedi, A.H. (2003) Kinetic Modeling of Immobilized-Lipase Cat-alyzed Transesterification of Noctanol with Vinyl Acetate in Nonaqueous Media. En-zyme and Microbial Technology, 32, 783-789.
https://doi.org/10.1016/S0141-0229(03)00064-4
Laane, C., Boeren, S., Vos, K. and Veeger, C. (2009) Rules for Optimization of Biocatalysis in Organic Solvents. Biotechnology & Bioengineering, 102, 1-8.
https://doi.org/10.1002/bit.22209
Yadav, G.D. and Devi, K.M. (2004) Immobilized Lipase-Catalysed Esterification and Transesterification Reactions in Non-Aqueous Media for the Synthesis of Tetrahydrofurfuryl Butyrate: Comparison and Kinetic Modeling. Chemical Engineering Science, 59, 373-383. https://doi.org/10.1016/j.ces.2003.09.034