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Chemical and Biochemical Engineering Quarterly, Vol. 38 No. 1, 2024.

Original scientific paper

https://doi.org/10.15255/CABEQ.2023.2227

Enzymatic Mechanism and Energetics in the Optimized Biosynthesis of the Flavor and Fragrance Ester Geranyl Acetate

N. S. Yaakub ; a) Institute of Biological Sciences, Faculty of Science, Universiti Malaya, 50603 Kuala Lumpur, Malaysia; b) Institut Penyelidikan dan Kemajuan Pertanian (MARDI), Malaysia
M. S. M. Annuar orcid id orcid.org/0000-0003-3387-0160 ; Institute of Biological Sciences, Faculty of Science, Universiti Malaya, 50603 Kuala Lumpur, Malaysia
N. N. Abd Razak ; School of Bioscience, Faculty of Pharmacy and Biomedical Sciences, MAHSA University, Bandar Saujana Putra, Jenjarom, Selangor
K. Khalid ; Institut Penyelidikan dan Kemajuan Pertanian (MARDI), Malaysia

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Abstract

Geranyl acetate, a significant natural fragrance compound, is typically available only in minute quantities from plant sources. This study focuses on the biosynthesis of this compound through enzymatic esterification of geraniol with acetic acid, utilizing the environmentally benign and generally safe solvent, acetone. The optimization process initially involved key synthesis variables, including acetic acid and geraniol concentrations, temperature, and enzyme loading. Subsequently, a thermodynamic investigation of
the biosynthesis was conducted alongside kinetic elucidation, providing insights into the mechanism of the lipase-mediated esterification, which was revealed to follow a Ping-Pong Bi-Bi mechanism with no apparent inhibition by either substrate. The reaction is endothermic, with calculated changes in enthalpy (ΔH), and entropy, (ΔS) at 66 kJ mol–1 and 217 J mol–1 K–1, respectively. The activation energy, Ea, was determined to be 28 kJ mol−1. Esterification was non-spontaneous below 30 °C but shifted to spontaneous at higher temperatures. These findings hold significance for the development of biocatalytic processes.







This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords

geranyl acetate; esterification; Candida antarctica; kinetics; thermodynamic

Hrčak ID:

316518

URI

https://hrcak.srce.hr/316518

Publication date:

29.4.2024.

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