Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process
Chemoenzymatic processes have been gaining interest to implement sustainable reaction steps or even create new synthetic routes. In this study, we combined Grubbs’ second-generation catalyst with pig liver esterase and conducted a chemoenzymatic one-pot process in a tandem mode. To address...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-06-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/9/6/547 |
| _version_ | 1811235517729079296 |
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| author | Jan Pauly Harald Gröger Anant V. Patel |
| author_facet | Jan Pauly Harald Gröger Anant V. Patel |
| author_sort | Jan Pauly |
| collection | DOAJ |
| description | Chemoenzymatic processes have been gaining interest to implement sustainable reaction steps or even create new synthetic routes. In this study, we combined Grubbs’ second-generation catalyst with pig liver esterase and conducted a chemoenzymatic one-pot process in a tandem mode. To address sustainability, we encapsulated the catalysts in biopolymer hydrogel beads and conducted the reaction cascade in an aqueous medium. Unfortunately, conducting the process in tandem led to increased side product formation. We then created core-shell beads with catalysts located in different compartments, which notably enhanced the selectivity towards the desired product compared to homogeneously distributing both catalysts within the matrix. Finally, we designed a specific large-sized bead with a diameter of 13.5 mm to increase the diffusion route of the Grubbs’ catalyst-containing shell. This design forced the ring-closing metathesis to occur first before the substrate could diffuse into the pig liver esterase-containing core, thus enhancing the selectivity to 75%. This study contributes to addressing reaction-related issues by designing specific immobilisates for chemoenzymatic processes. |
| first_indexed | 2024-04-12T11:53:24Z |
| format | Article |
| id | doaj.art-1154e015eaf74205a6c827d14566a1fd |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-04-12T11:53:24Z |
| publishDate | 2019-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-1154e015eaf74205a6c827d14566a1fd2022-12-22T03:34:05ZengMDPI AGCatalysts2073-43442019-06-019654710.3390/catal9060547catal9060547Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot ProcessJan Pauly0Harald Gröger1Anant V. Patel2WG Fermentation and Formulation of Biologicals and Chemicals, Faculty of Engineering Sciences and Mathematics, Bielefeld University of Applied Sciences, Interaktion 1, 33619 Bielefeld, GermanyChair of Organic Chemistry I, Faculty of Chemistry, Bielefeld University, Universitätsstrasse 25, 33615 Bielefeld, GermanyWG Fermentation and Formulation of Biologicals and Chemicals, Faculty of Engineering Sciences and Mathematics, Bielefeld University of Applied Sciences, Interaktion 1, 33619 Bielefeld, GermanyChemoenzymatic processes have been gaining interest to implement sustainable reaction steps or even create new synthetic routes. In this study, we combined Grubbs’ second-generation catalyst with pig liver esterase and conducted a chemoenzymatic one-pot process in a tandem mode. To address sustainability, we encapsulated the catalysts in biopolymer hydrogel beads and conducted the reaction cascade in an aqueous medium. Unfortunately, conducting the process in tandem led to increased side product formation. We then created core-shell beads with catalysts located in different compartments, which notably enhanced the selectivity towards the desired product compared to homogeneously distributing both catalysts within the matrix. Finally, we designed a specific large-sized bead with a diameter of 13.5 mm to increase the diffusion route of the Grubbs’ catalyst-containing shell. This design forced the ring-closing metathesis to occur first before the substrate could diffuse into the pig liver esterase-containing core, thus enhancing the selectivity to 75%. This study contributes to addressing reaction-related issues by designing specific immobilisates for chemoenzymatic processes.https://www.mdpi.com/2073-4344/9/6/547chemoenzymaticmulticompartmentbiopolymerencapsulationone-pottandem |
| spellingShingle | Jan Pauly Harald Gröger Anant V. Patel Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process Catalysts chemoenzymatic multicompartment biopolymer encapsulation one-pot tandem |
| title | Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process |
| title_full | Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process |
| title_fullStr | Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process |
| title_full_unstemmed | Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process |
| title_short | Developing Multicompartment Biopolymer Hydrogel Beads for Tandem Chemoenzymatic One-Pot Process |
| title_sort | developing multicompartment biopolymer hydrogel beads for tandem chemoenzymatic one pot process |
| topic | chemoenzymatic multicompartment biopolymer encapsulation one-pot tandem |
| url | https://www.mdpi.com/2073-4344/9/6/547 |
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