Biocatalytic concepts for synthesizing amine bulk chemicals: recent approaches towards linear and cyclic aliphatic primary amines and -substituted derivatives thereof

被引:27
作者
Groeger, Harald [1 ]
机构
[1] Bielefeld Univ, Fac Chem, Univ Str 25, D-33615 Bielefeld, Germany
关键词
Amines; Amine dehydrogenases; Industrial chemicals; Reductive amination; Transaminases; transamination; ASYMMETRIC REDUCTION; AMINATION; DEHYDROGENASE; ALCOHOLS;
D O I
10.1007/s00253-018-9452-0
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
In this mini-review, an overview about various developed strategies for accessing industrially relevant primary n-alkyl amines via reductive amination by means of amine dehydrogenases as well as transaminases is given. Such transformations were combined with in situ cofactor recycling methodologies avoiding the need for addition of external stoichiometric amounts of organic co-substrates. These methods comprise the application of natural photosynthesis with algae when using carbonyl compounds as substrates as well as the utilization of alcohols as substrates in combination with self-sufficient biocatalytic systems. As such a feature is of utmost importance for large-scale biotransformations in the field of bulk chemicals, which represent high-volume but low-price chemicals, the achievements open up a perspective for biocatalysis also in the area of commodity chemicals. Besides approaches to n-alkyl amines and cyclohexylamine, recently also biocatalytic cascades towards n-alkyl amines bearing functionalities in the -position such as a carboxylic acid ester or amino group were reported. It is noteworthy that for -aminolauric acid, such a process has already been demonstrated on pilot plant scale.
引用
收藏
页码:83 / 95
页数:13
相关论文
共 28 条
[1]   The Evolution of an Amine Dehydrogenase Biocatalyst for the Asymmetric Production of Chiral Amines [J].
Abrahamson, Michael J. ;
Wong, John W. ;
Bommarius, Andreas S. .
ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (09) :1780-1786
[2]   Development of an Amine Dehydrogenase for Synthesis of Chiral Amines [J].
Abrahamson, Michael J. ;
Vazquez-Figueroa, Eduardo ;
Woodall, Nicholas B. ;
Moore, Jeffrey C. ;
Bommarius, Andreas S. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (16) :3969-3972
[3]   Overview of screening for new microbial catalysts and their uses in organic synthesis - selection and optimization of biocatalysts [J].
Asano, Y .
JOURNAL OF BIOTECHNOLOGY, 2002, 94 (01) :65-72
[4]  
Asano Y, 2012, COMPREHENSIVE CHIRAL, P122
[5]   Asymmetric Amination of Secondary Alcohols by using a Redox-Neutral Two-Enzyme Cascade [J].
Chen, Fei-Fei ;
Liu, You-Yan ;
Zheng, Gao-Wei ;
Xu, Jian-He .
CHEMCATCHEM, 2015, 7 (23) :3838-3841
[6]  
Drauz K., 2012, ENZYME CATALYSIS ORG, V1
[7]   Application of cyanobacteria for chiral phosphonate synthesis [J].
Gorak, M. ;
Zymanczyk-Duda, E. .
GREEN CHEMISTRY, 2015, 17 (09) :4570-4578
[8]   Development of Biocatalytic Processes in Japan and Germany: From Research Synergies to Industrial Applications [J].
Groeger, Harald ;
Asano, Yasuhisa ;
Bornscheuer, Uwe T. ;
Ogawa, Jun .
CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (06) :1138-1153
[9]   Transaminase biocatalysis: optimization and application [J].
Guo, Fei ;
Berglund, Per .
GREEN CHEMISTRY, 2017, 19 (02) :333-360
[10]   Industrial processes for manufacturing amines [J].
Hayes, KS .
APPLIED CATALYSIS A-GENERAL, 2001, 221 (1-2) :187-195