Enzyme-catalyzed asymmetric Mannich reaction using acylase from Aspergillus melleus

被引:31
|
作者
Guan, Zhi [1 ]
Song, Jian [1 ]
Xue, Yang [1 ]
Yang, Da-Cheng [1 ]
He, Yan-Hong [1 ]
机构
[1] Southwest Univ, Sch Chem & Chem Engn, Chongqing 400715, Peoples R China
基金
中国国家自然科学基金;
关键词
Enzyme catalysis; Asymmetric Mannich reaction; Acylase from Aspergillus melleus; Enzymatic promiscuity; BIOCATALYTIC PROMISCUITY; ORGANIC-SYNTHESIS; C-C;
D O I
10.1016/j.molcatb.2014.11.007
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
Acylase I from Aspergillus melleus (AMA) displayed catalytic promiscuity towards one-pot asymmetric Mannich reaction in acetonitrile for the first time. AMA showed favourable catalytic activity with good adaptability to different substrates. The activity and stereoselectivity of the enzyme could be improved by adjusting solvent, pH, water content, temperature, molar ratio of substrates and enzyme loading. The enantioselectivities up to 89% ee, diastereoselectivities up to 90:10 dr (syn/anti) and yields up to 82% were achieved. This work offered a novel case of enzyme catalytic promiscuity and a potential synthetic method for organic chemistry. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:16 / 20
页数:5
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