Potential application of native lipases in the resolution of (RS) - phenylethylamine

Autor(es)

Cristiane Pilissão ^[1] ; Patrícia de O. Carvalho ^[2] ; Maria da G. Nascimento ^[3]

Afiliação do(s) autor(es)

^[1] Universidade Federal de Santa Catarina. Departamento de Química - Brasil

^[2] Universidade São Francisco. Curso de Farmácia - Brasil

^[3] Universidade Federal de Santa Catarina. Departamento de Química - Brasil

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 21, n. 6, p. 973-977, 2010-00-00.

Resumo

The performance of two native lipases (lipase from Aspergillus niger and Rhizoupus oligosporus) in the resolution of (RS)-phenylethylamine (1), varying the temperature, acyl donor type (ethyl acetate, vinyl acetate, iso-propenyl acetate and acetic anhydride) and organic medium, was studied. The effect of the nature of the anion using native A. niger lipase in n-heptane with a series of imidazolium-based ILs [BMIm][X], where X = BF4, PF6, SCN and Cl, was also evaluated. Using the lipase from A. niger, the R-2b amide was obtained with conversions from 6 to > 99% and E-values from 2 to > 200, with n-heptane or n-hexane. This lipase showed better E-values in a two-phase system using n-heptane and [BMIm][PF6] or [BMIm][BF4] 9:1 (v/v), obtaining values of 9 and 7, respectively, when vinyl acetate was used as the acyl donor, compared to the use of pure n-heptane (E = 2). The series for the anions in terms of decreasing performance was as follows: PF6- >BF4- > SCN- > Cl-. (AU)

• Processo FAPESP: 02/06807-9 - Estudo da enantioseletividade de novas lipases isoladas: aplicacao na resolucao de farmacos racemicos.
• Beneficiário: Patrícia de Oliveira Carvalho
• Modalidade de apoio: Auxílio à Pesquisa - Regular