Abstract
A biocatalytic cascade system using a cocktail of oxidoreductase enzymes (2-1B peroxidase and M120 laccase) was designed for the allylic oxidation of (+)-α-pinene into value-added products (e.g., verbenol and verbenone). The oxidative transformation involved a two-step process as follows: (+)-α-pinene was (i) oxidized on the allylic position with H2O2 mainly assisted by 2-1B peroxidase leading to verbenol as the principal reaction product, and (ii) directed to verbenone in the presence of M120 laccase responsible for further oxidation of verbenol to verbenone. The reaction environment was ensured by the acetate buffer (0.1 M, pH = 5). Optimum values for the experimental parameters (e.g., concentration of 2-1B peroxidase, M120 laccase, and H2O2) were set up. The biocatalytic cascade process was monitored for 24 h in order to evaluate the process pathway. Maximum performance under optimum conditions was reached after 5 h incubation time (e.g., 80% (+)-α-pinene conversion and 70% yield in verbenol). Therefore, the developed biocatalytic cascade system offered promising perspectives for (+)-α-pinene valorization.
Highlights
Terpenes, especially monoterpenes, represent one of the most chemically approached class of natural compounds with extensive therapeutic properties and, generally, many examples of involvement in industrial applications
We report the development of a linear bi-enzymatic cascade process based on the synergistic communication between versatile peroxidase (2-1B peroxidase) and laccase (M120 laccase) enzymes for the allylic oxidation of (+)-α-pinene leading predominantly to verbenol
The biocatalytic system contained an enzyme cocktail of 2-1B peroxidase and M120 laccase used as bi-enzyme biocatalyst and H2O2 as oxidation reagent specific for the peroxidase enzyme
Summary
Terpenes, especially monoterpenes, represent one of the most chemically approached class of natural compounds with extensive therapeutic properties and, generally, many examples of involvement in industrial applications. Oxidative functionalization of α-pinene leading to chemical products capitalized on the natural derivatives useful as flavors and fragrances is considered an alternative with high potential in industrial applications [8]. Oxidative transformations of α-pinene can take the following two competitive routes: (1) epoxidation of the double bond of the cycle leading to pinene epoxide and further to varied monoterpenoid derivatives and (2) allylic oxidation of α-pinene by the production of verbenol–verbenone and myrtenol– myrtenal mixtures [9] (Scheme 1). Both pathways could be achieved based on conventional catalysis [8,10,11]. The drawbacks of a catalytic process, such as technological and environmental problems resulting from the (re)generation of the catalyst and the use of a large number of effluents [12], launch the challenge of developing new alternatives
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
