The amidase activity of Candida antarctica lipase B is dependent on specific structural features of the substrates

被引:36
作者
Torres-Gavilan, A. [1 ]
Castillo, E. [1 ]
Lopez-Munguia, A. [1 ]
机构
[1] Univ Nacl Autonoma Mexico, Inst Biotecnol, Dept Ingn Celular & Biocatalisis, Cuernavaca 62271, Morelos, Mexico
关键词
lipase; amide hydrolysis; benzylamides; 3-methoxybenzylamides vanillylamides; Candida antarctica;
D O I
10.1016/j.molcatb.2006.06.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The hydrolytic activity of Candida antarctica lipase B (CAL-B) was studied using 15 amides with different linear saturated acyl residues and substituents in the aromatic amine. A strong dependence of the hydrolysis rate on the length of the acyl residue and the substituents groups in the aromatic ring of the amides was demonstrated, with the highest hydrolytic initial reaction rates found for the C-10 acyl derivates and benzylamides. The C-10 benzylamide, an amide without substituents in the aromatic ring was hydrolyzed almost as fast as capsaicin and five times faster that the corresponding C-10 vanillyl derivative. Therefore, a benzylamide bearing the non-linear unsaturated acyl residue of capsaicin (8-methyl-6-nonanenoic acid) was synthesized. This substrate was hydrolyzed four times faster than capsaicin. Although it has been widely claimed that lipases rarely display amidase activity, with this contribution we demonstrate that the amidase activity of CAL-B is dependent on the structural features of the substrate. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:136 / 140
页数:5
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