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RevistaBiochemical Engineering Journal
Año2017
Volumen 125
Páginas104-115
Internacional

Design of a lipase-nano particle biocatalysts and its use in the kinetic resolution of medicament precursors

Autores:Roberto Fernandez-Lafuente
Grupos de investigación:Optimización de biocatalizadores y bioprocesos enzimáticos
Rayanne M. Bezerraa, Davino M. Andrade Netob, Wesley S. Galvãob, Nathalia S. Riosa, Ana
Caroline L. de M. Carvalhoc, Marcio A. Correae, Felipe Bohne, Roberto Fernandez-Lafuented,
Pierre B. A. Fechineb, Marcos C. de Mattosc, José C. S. dos Santosf, Luciana R. B. Gonçalvesa
 
aDepartamento de Engenharia Química, Universidade Federal do Ceará, Campus do Pici, Bloco
709, 60455-760 Fortaleza, CE, Brazil. Tel.: +55 85 4008 9611; fax: +55 85 4008 9610
bDepartamento de Química Analítica e Físico-Química, Centro de Ciências, Universidade Federal
do Ceará, Av. Mister Hull s/n, Pici, 60455-760 Fortaleza, CE, Brazil, CP 12200. Tel.: +55 85
33669144; Fax: +55 85 32889782
cDepartamento de Química Orgânica e Inorgânica, Centro de Ciências, Universidade Federal do
Ceará, Av. Mister Hull s/n, Pici, 60455-760 Fortaleza, CE, Brazil, CP 12200. Tel.: +55 85
33669144; Fax: +55 85 32889782
dDepartamento de Biocatalisis, ICP-CSIC, Campus UAM-CSIC, Cantoblanco. 28049 Madrid,
Spain
eDepartamento de Física, Universidade Federal do Rio Grande do Norte, 59078-900 Natal, RN,
Brazil
fInstituto de Engenharias e Desenvolvimento Sustentável, Universidade da Integração
Internacional da Lusofonia Afro-Brasileira, 62785000 Acarape, CE, Brazil. Tel.: +55 85 33731593
 
Superparamagnetic iron oxide nanoparticles (Fe3O4) were prepared by the co-precipitation method  and functionalized with 3-amino-propyltriethoxysilane (APTES) or branched-polyethylenimine  (PEI). After that, two parallels methods to immobilize the lipase from Thermomyces lanuginosus  (TLL) were performed: the first one by ionic exchange and the second one by covalent attachment  after the functionalization of the support with glutaraldehyde (GA). X-ray powder diffraction, magnetometry and infrared spectroscopy analysis were used to characterize the TLL preparations. These analyses showed that all samples presented superparamagnetic properties even after the immobilization procedure. The SPMN (superparamagnetic nanoparticle) @APTES covalent preparation had around 450 minutes of half-life time at pH 7.0 and 70 °C while that of the free enzyme was 46 minutes. These biocatalysts were evaluated in the kinetic resolution of rac-1-methyl-2-(2,6-dimethylphenoxy)ethyl acetate in different co-solvents (acetonitrile, isopropanol, ethyl ether and tetrahydrofuran). The best results were for the enzyme/substrate ratio of 2:1, in the presence of the ethyl ether or THF (20% v/v both) at 30 °C during 24 hours with the SPMN@PEI15
TLL biocatalyst. The conversion attained was 50% and the enantiomeric excess of the product was 99%. The new SPMN support are an excellent strategy to easy recovery of the biocatalyst by applying a magnetic field.
 
Palabras clave:biocatalyst, superparamagnetic nanoparticles, 3-amino-propyltriethoxysilane, branched-polyethylenimine, kinetic resolution, supercritical fluids
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