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生物催化合成胺类大宗化学品的概念:合成直链和环状脂肪族伯胺及其ω-取代衍生物的最新方法。

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

机构信息

Faculty of Chemistry, Bielefeld University, Universitätsstr. 25, 33615, Bielefeld, Germany.

出版信息

Appl Microbiol Biotechnol. 2019 Jan;103(1):83-95. doi: 10.1007/s00253-018-9452-0. Epub 2018 Oct 26.

Abstract

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 ω-position such as a carboxylic acid ester or amino group were reported. It is noteworthy that for ω-aminolauric acid, such a process has already been demonstrated on pilot plant scale.

摘要

在这篇迷你综述中,概述了通过胺脱氢酶和转氨酶还原胺化来获得工业相关的伯正烷基胺的各种已开发策略。这些转化与原位辅酶再生方法相结合,避免了添加外部化学计量的有机辅助底物的需要。这些方法包括利用藻类进行自然光合作用,当使用羰基化合物作为底物时,以及利用醇作为底物,并结合自给自足的生物催化体系。由于这种特性对于大宗化学品领域的大规模生物转化至关重要,因为大宗化学品代表着高容量但低价格的化学品,因此这些成就为商品化学品领域的生物催化也开辟了前景。除了用于正烷基胺和环己胺的方法外,最近还报道了用于在 ω-位具有官能团(如羧酸酯或氨基)的正烷基胺的生物催化级联反应。值得注意的是,对于 ω-氨基月桂酸,已经在中试规模上证明了这样的过程。

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