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Polymers 2016, 8(10), 372; doi:10.3390/polym8100372

CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels

1
DWI—Leibniz Institute for Interactive Materials and Institute of Technical and Macromolecular Chemistry, RWTH Aachen University, Forckenbeckstraße 50, D-52056 Aachen, Germany
2
DWI—Leibniz Institute for Interactive Materials and Institute of Biotechnology, RWTH Aachen University, Forckenbeckstraße 50, D-52056 Aachen, Germany
*
Author to whom correspondence should be addressed.
Academic Editors: Katja Loos and Alexander Böker
Received: 11 August 2016 / Revised: 6 October 2016 / Accepted: 10 October 2016 / Published: 19 October 2016
(This article belongs to the Special Issue Enzymatic Polymer Synthesis)
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Abstract

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. View Full-Text
Keywords: enzyme immobilization; microgel; Candida antarctica lipase B; ε-Caprolactone; Novozym® 435; polyesterification enzyme immobilization; microgel; Candida antarctica lipase B; ε-Caprolactone; Novozym® 435; polyesterification
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MDPI and ACS Style

Engel, S.; Höck, H.; Bocola, M.; Keul, H.; Schwaneberg, U.; Möller, M. CaLB Catalyzed Conversion of ε-Caprolactone in Aqueous Medium. Part 1: Immobilization of CaLB to Microgels. Polymers 2016, 8, 372.

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