Sporopollenin as an efficient green support for covalent immobilization of a lipase

de Souza, Stefânia P.; Bassut, Jonathan; Marquez, Heiddy V.; Junior, Ivaldo I.; Miranda, Leandro S. M.; Huang, Youkui; Mackenzie, Grahame; Boa, Andrew N.; de Souza, Rodrigo O. M. A.

Abstract

Sporopollenin exine capsules (SECs), derived from the spores of Lycopodium clavatum, have been functionalised with 1,n-diamines and the resulting aminoalkyl microcapsules used to immobilize Candida antarctica lipase B (Cal B) via a glutaradehyde-based diimine covalent linker. The supported enzyme efficiently catalyzes the esterification of oleic acid with ethanol. Initial rates using the SEC-CalBs were comparable to the commercial enzyme Novozym 435, but displayed up to 20-fold higher specific activity. The supported enzymes could also be recycled and after four cycles displayed only a modest decrease in conversions. In a kinetic resolution the SEC-CalBs efficiently acetylated rac-1-phenylethanol, with conversions up to 37% after 5 hours and product enantiomeric excesses of >99%. Related to this, the dynamic resolution of rac-1-phenylethylamine, in the presence of Pd-BaSO₄ and ammonium formate, led to the acetylated amine with a 94% conversion and >99% ee.

Citation

de Souza, S. P., Bassut, J., Marquez, H. V., Junior, I. I., Miranda, L. S. M., Huang, Y., …de Souza, R. O. M. A. (2015). Sporopollenin as an efficient green support for covalent immobilization of a lipase. Catalysis science & technology, 5(6), 3130-3136. https://doi.org/10.1039/c4cy01682c

• Journal Article Type: Article
• Acceptance Date: Jan 17, 2015
• Online Publication Date: Jan 26, 2015
• Publication Date: 2015
• Deposit Date: Mar 15, 2016
• Publicly Available Date: Nov 23, 2017
• Journal: Catalysis Science and Technology
• Print ISSN: 2044-4753
• Electronic ISSN: 2044-4761
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 5
• Issue: 6
• Pages: 3130-3136
• DOI: https://doi.org/10.1039/c4cy01682c
• Keywords: Catalysis
• Public URL: https://hull-repository.worktribe.com/output/474141
• Publisher URL: http://pubs.rsc.org/en/content/articlelanding/2015/cy/c4cy01682c#!divAbstract
• Additional Information: Author's accepted manuscript of article published in: Catalysis science & technology, 2015, v.5, issue 6