CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels
The enzymatic ring-opening polymerization of lactones is a method of increasing interest for the synthesis of biodegradable and biocompatible polymers. In the past it was shown that immobilization of Candida antarctica lipase B (CaLB) and the reaction medium play an important role in the polymerizat...
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MDPI AG
2016
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ftdoajarticles:oai:doaj.org/article:6b9243216a384396ba793780a6335e79 2023-05-15T13:34:03+02:00 CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels Stefan Engel Heidi Höck Marco Bocola Helmut Keul Ulrich Schwaneberg Martin Möller 2016-10-01T00:00:00Z https://doi.org/10.3390/polym8100372 https://doaj.org/article/6b9243216a384396ba793780a6335e79 EN eng MDPI AG http://www.mdpi.com/2073-4360/8/10/372 https://doaj.org/toc/2073-4360 2073-4360 doi:10.3390/polym8100372 https://doaj.org/article/6b9243216a384396ba793780a6335e79 Polymers, Vol 8, Iss 10, p 372 (2016) enzyme immobilization microgel Candida antarctica lipase B ε-Caprolactone Novozym® 435 polyesterification Organic chemistry QD241-441 article 2016 ftdoajarticles https://doi.org/10.3390/polym8100372 2022-12-31T00:00:48Z The enzymatic ring-opening polymerization of lactones is a method of increasing interest for the synthesis of biodegradable and biocompatible polymers. In the past it was shown that immobilization of Candida antarctica lipase B (CaLB) and the reaction medium play an important role in the polymerization ability especially of medium ring size lactones like ε-caprolactone (ε-CL). We investigated a route for the preparation of compartmentalized microgels based on poly(glycidol) in which CaLB was immobilized to increase its esterification ability. To find the ideal environment for CaLB, we investigated the acceptable water concentration and the accessibility for the monomer in model polymerizations in toluene and analyzed the obtained oligomers/polymers by NMR and SEC. We observed a sufficient accessibility for ε-CL to a toluene like hydrophobic phase imitating a hydrophobic microgel. Comparing free CaLB and Novozym® 435 we found that not the monomer concentration but rather the solubility of the enzyme, as well as the water concentration, strongly influences the equilibrium of esterification and hydrolysis. On the basis of these investigations, microgels of different polarity were prepared and successfully loaded with CaLB by physical entrapment. By comparison of immobilized and free CaLB, we demonstrated an effect of the hydrophobicity of the microenvironment of CaLB on its enzymatic activity. Article in Journal/Newspaper Antarc* Antarctica Directory of Open Access Journals: DOAJ Articles Polymers 8 10 372 |
institution |
Open Polar |
collection |
Directory of Open Access Journals: DOAJ Articles |
op_collection_id |
ftdoajarticles |
language |
English |
topic |
enzyme immobilization microgel Candida antarctica lipase B ε-Caprolactone Novozym® 435 polyesterification Organic chemistry QD241-441 |
spellingShingle |
enzyme immobilization microgel Candida antarctica lipase B ε-Caprolactone Novozym® 435 polyesterification Organic chemistry QD241-441 Stefan Engel Heidi Höck Marco Bocola Helmut Keul Ulrich Schwaneberg Martin Möller CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
topic_facet |
enzyme immobilization microgel Candida antarctica lipase B ε-Caprolactone Novozym® 435 polyesterification Organic chemistry QD241-441 |
description |
The enzymatic ring-opening polymerization of lactones is a method of increasing interest for the synthesis of biodegradable and biocompatible polymers. In the past it was shown that immobilization of Candida antarctica lipase B (CaLB) and the reaction medium play an important role in the polymerization ability especially of medium ring size lactones like ε-caprolactone (ε-CL). We investigated a route for the preparation of compartmentalized microgels based on poly(glycidol) in which CaLB was immobilized to increase its esterification ability. To find the ideal environment for CaLB, we investigated the acceptable water concentration and the accessibility for the monomer in model polymerizations in toluene and analyzed the obtained oligomers/polymers by NMR and SEC. We observed a sufficient accessibility for ε-CL to a toluene like hydrophobic phase imitating a hydrophobic microgel. Comparing free CaLB and Novozym® 435 we found that not the monomer concentration but rather the solubility of the enzyme, as well as the water concentration, strongly influences the equilibrium of esterification and hydrolysis. On the basis of these investigations, microgels of different polarity were prepared and successfully loaded with CaLB by physical entrapment. By comparison of immobilized and free CaLB, we demonstrated an effect of the hydrophobicity of the microenvironment of CaLB on its enzymatic activity. |
format |
Article in Journal/Newspaper |
author |
Stefan Engel Heidi Höck Marco Bocola Helmut Keul Ulrich Schwaneberg Martin Möller |
author_facet |
Stefan Engel Heidi Höck Marco Bocola Helmut Keul Ulrich Schwaneberg Martin Möller |
author_sort |
Stefan Engel |
title |
CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
title_short |
CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
title_full |
CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
title_fullStr |
CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
title_full_unstemmed |
CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels |
title_sort |
calb catalyzed conversion of ε-caprolactone in aqueous medium. part 1: immobilization of calb to microgels |
publisher |
MDPI AG |
publishDate |
2016 |
url |
https://doi.org/10.3390/polym8100372 https://doaj.org/article/6b9243216a384396ba793780a6335e79 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Polymers, Vol 8, Iss 10, p 372 (2016) |
op_relation |
http://www.mdpi.com/2073-4360/8/10/372 https://doaj.org/toc/2073-4360 2073-4360 doi:10.3390/polym8100372 https://doaj.org/article/6b9243216a384396ba793780a6335e79 |
op_doi |
https://doi.org/10.3390/polym8100372 |
container_title |
Polymers |
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8 |
container_issue |
10 |
container_start_page |
372 |
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1766048320672759808 |