Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions

[Image: see text] A commercially available Lipase B from Candida antarctica immobilized onto a macroporous support (Novozym 435) has been employed in the presence of H(2)O(2) as a benign oxidant for the epoxidation of various biorenewable terpenes. This epoxidation protocol was explored under both h...

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Published in:ACS Sustainable Chemistry & Engineering
Main Authors: Brandolese, Arianna, Lamparelli, David H., Pericàs, Miquel A., Kleij, Arjan W.
Format: Text
Language:English
Published: American Chemical Society 2023
Subjects:
Online Access:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10586497/
https://doi.org/10.1021/acssuschemeng.3c00370
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spelling ftpubmed:oai:pubmedcentral.nih.gov:10586497 2023-11-12T04:07:38+01:00 Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions Brandolese, Arianna Lamparelli, David H. Pericàs, Miquel A. Kleij, Arjan W. 2023-03-16 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10586497/ https://doi.org/10.1021/acssuschemeng.3c00370 en eng American Chemical Society http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10586497/ http://dx.doi.org/10.1021/acssuschemeng.3c00370 © 2023 American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). ACS Sustain Chem Eng Text 2023 ftpubmed https://doi.org/10.1021/acssuschemeng.3c00370 2023-10-22T01:05:26Z [Image: see text] A commercially available Lipase B from Candida antarctica immobilized onto a macroporous support (Novozym 435) has been employed in the presence of H(2)O(2) as a benign oxidant for the epoxidation of various biorenewable terpenes. This epoxidation protocol was explored under both heterogeneous batch and continuous flow conditions. The catalyst recyclability was also investigated demonstrating good activity throughout 10 cycles under batch conditions, while the same catalyst system could also be productively used under continuous flow operation for more than 30 h. This practical and relatively safe sustainable flow epoxidation of di- and trisubstituted alkenes by H(2)O(2) allows for the production of gram quantities of a range of terpene epoxides. As a proof of principle, the same protocol can also be applied to the epoxidation of biobased polymers as a means to post-functionalize these macromolecules and equip them with cross-linkable epoxy groups. Text Antarc* Antarctica PubMed Central (PMC) ACS Sustainable Chemistry & Engineering 11 12 4885 4893
institution Open Polar
collection PubMed Central (PMC)
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language English
description [Image: see text] A commercially available Lipase B from Candida antarctica immobilized onto a macroporous support (Novozym 435) has been employed in the presence of H(2)O(2) as a benign oxidant for the epoxidation of various biorenewable terpenes. This epoxidation protocol was explored under both heterogeneous batch and continuous flow conditions. The catalyst recyclability was also investigated demonstrating good activity throughout 10 cycles under batch conditions, while the same catalyst system could also be productively used under continuous flow operation for more than 30 h. This practical and relatively safe sustainable flow epoxidation of di- and trisubstituted alkenes by H(2)O(2) allows for the production of gram quantities of a range of terpene epoxides. As a proof of principle, the same protocol can also be applied to the epoxidation of biobased polymers as a means to post-functionalize these macromolecules and equip them with cross-linkable epoxy groups.
format Text
author Brandolese, Arianna
Lamparelli, David H.
Pericàs, Miquel A.
Kleij, Arjan W.
spellingShingle Brandolese, Arianna
Lamparelli, David H.
Pericàs, Miquel A.
Kleij, Arjan W.
Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
author_facet Brandolese, Arianna
Lamparelli, David H.
Pericàs, Miquel A.
Kleij, Arjan W.
author_sort Brandolese, Arianna
title Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
title_short Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
title_full Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
title_fullStr Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
title_full_unstemmed Synthesis of Biorenewable Terpene Monomers Using Enzymatic Epoxidation under Heterogeneous Batch and Continuous Flow Conditions
title_sort synthesis of biorenewable terpene monomers using enzymatic epoxidation under heterogeneous batch and continuous flow conditions
publisher American Chemical Society
publishDate 2023
url http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10586497/
https://doi.org/10.1021/acssuschemeng.3c00370
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source ACS Sustain Chem Eng
op_relation http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10586497/
http://dx.doi.org/10.1021/acssuschemeng.3c00370
op_rights © 2023 American Chemical Society
https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
op_doi https://doi.org/10.1021/acssuschemeng.3c00370
container_title ACS Sustainable Chemistry & Engineering
container_volume 11
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