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

Miranda, Leandro S.M.; De Souza, Stefânia P.; De Souza, Rodrigo O.M.A.; 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.

Authors

Leandro S.M. Miranda

Stefânia P. De Souza

Rodrigo O.M.A. De Souza

Stefânia P. de Souza

Jonathan Bassut

Heiddy V. Marquez

Ivaldo I. Junior

Leandro S. M. Miranda

Youkui Huang

Rodrigo O. M. A. de Souza



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
Copyright Statement ©2016 University of Hull
Additional Information Author's accepted manuscript of article published in: Catalysis science & technology, 2015, v.5, issue 6

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