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Biotransformation of (E)-2-Methyl-3-Phenylacrylaldehyde Using Mycelia of Penicillium citrinum CBMAI 1186, Both Free and Immobilized on Chitosan

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Autor(es):
Ferreira, Irlon M. ; Fiamingo, Anderson ; Campana-Filho, Sergio P. ; Porto, Andre L. M.
Número total de Autores: 4
Tipo de documento: Artigo Científico
Fonte: MARINE BIOTECHNOLOGY; v. 22, n. 3, p. 9-pg., 2020-02-20.
Resumo

This study applied the use of marine-derived fungus Penicillium citrinum CBMAI 1186 in the stereoselective reduction of the C=C double bond of the prochiral (E)-2-methyl-3-phenylacrylaldehyde 1. The fungus immobilized on chitosan, obtained by multistep ultrasound-assisted deacetylation process (Ch-USAD), produced the (S)-(+)-2-methyl-3-phenylpropan-1-ol 3 (c = 49%, 40% ee) isomer and (+/-)-2-methyl-3-phenylacrilic acid 4 (c = 35%); in contrast, immobilized mycelia on commercial chitosan (Ch-C) yielded the (S)-(+)-2-methyl-3-phenylpropan-1-ol 3 (c = 48%, 10% ee) and (+/-)-2-methyl-3-phenylpropanal 1a (c = 41%). The reaction using free mycelia gave a 40% yield of (S)-(+)-2-methyl-3-phenylpropan-1-ol 3 with 10% ee. These results showed that the crystallinity form and molecular weight of chitosan (Ch-C or Ch-USAD) used to immobilized mycelia of P. citrinum CBMAI 1186 influenced in the biotransformation of (E)-2-methyl-3-phenylacrylaldehyde 1. Therefore, marine-derived fungus P. citrinum CBMAI 1186 immobilized on chitosan can be a potential alternative in the studies of hydrogenation of the alpha,beta-unsaturated carbon-carbon (alpha,beta-C=C) double bond. Marine-derived fungus Penicillium citrinum CBMAI 1186 immobilized on chitosan in the stereoselective reduction of the C=C double bond of the prochiral (E)-2-methyl-3-phenylacrylaldehyde (AU)

Processo FAPESP: 16/20155-7 - Reações de aminólise e de resolução cinética por lipases e biodegradação de agroquímicos por microrganismos
Beneficiário:Andre Luiz Meleiro Porto
Modalidade de apoio: Auxílio à Pesquisa - Regular
Processo FAPESP: 14/18257-0 - Novas abordagens em reações biocatalíticas
Beneficiário:Andre Luiz Meleiro Porto
Modalidade de apoio: Auxílio à Pesquisa - Regular