Lipase-catalysed synthesis of olvanil in organic solvents |
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Authors: | Dolores Reyes-Duarte Edmundo Castillo Roberto Martínez Agustín López-Munguía |
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Institution: | (1) Departamento de Bioingeniería, Instituto de Biotecnología, Universidad Nacional Autónoma de México, Apdo. Postal 510-3, Cuernavaca, Morelos, CP, 62271, México;(2) Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Cd. Universitaria, éxico, D.F, CP 04510, México |
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Abstract: | The release rate of vanillylamine from its hydrochloride salt was the limiting step in the lipase-catalysed synthesis of olvanil, a capsaicin analogue amide, in organic solvents. When the tertiary amine base concentration (N,N-diisopropylethylamine) was increased from 20 mM to 360 mM, the initial rate of amide synthesis increased proportionally. At a 12 molar excess of N,N-diisopropylethylamine and 30 min of preincubation, both the initial rate and total conversion were the same as those with free vanillylamine (80% conversion in 20 h). This result was independent of the organic solvent used. It is also shown that N,N-diisopropylethylamine does not enhance lipase activity. |
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Keywords: | amide synthesis Candida antarctica capsaicin diisopropylethylamine lipase olvanil |
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