The influence of conventional heating and microwave irradiation on the resolution of (RS)-sec-butylamine catalyzed by free or immobilized lipases

Journal of the Brazilian Chemical Society

Cristiane Pilissão²  Patrícia De Oliveira Carvalho¹  Maria Da Graça Nascimento² 

[1] ,Universidade Federal de Santa Catarina Departamento de Química Florianópolis SC ,Brazil

关键词: enzymatic resolution;    lipase;    immobilization;    microwave irradiation;   

DOI  :  10.1590/S0103-50532012005000033

来源: SciELO

【 摘 要 】

The lipases CAL-B, PSL, PSL-C, PSL-D, and A. niger lipase, free or immobilized in starch (obtained from two types of yam, known in Brazil as “cará” (Discorea alata L.) and “inhame” (Colocasia esculenta (L.) Schott) or gelatin films, were used in the acylation of (RS)-sec-butylamine with different acyl donors in various organic solvents applying conventional heating (CH) or microwave (MW) irradiation. In the case of free A. niger lipase, the conversion degrees were three times higher using MW irradiation when compared to conventional heating at 35 ºC. Using free A. niger lipase, the (R)-amide was obtained with a conversion degree of 21%, resulting in ee p > 99% and E-value (enantioselectivity value) > 200, in 1 min of reaction under MW irradiation. When the A. niger lipase was immobilized in yam starch films, the (R)-amide was obtained in moderate conversions of 8-25% after 3 or 5 min of reaction under MW irradiation, but with higher selectivity (ee p > 99% and E > 200) in comparison with the free form (conversion degree of 45%, ee p 81% and E value of 18).

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