Amine transaminases (ATAs) are versatile and industrially relevant biocatalysts that catalyze the transfer of an amine group from a donor to an acceptor molecule. Asymmetric synthesis from a prochiral ketone is the most preferred route to the desired amine product, as it is obtainable in a theoretical yield of 100 %. In addition to the requirement of active and enantioselective ATAs, the choice of a suitable amine donor is also important to save costs and to avoid additional enzymes to shift the equilibrium and/or to recycle the cofactors. In this work, we identified suitable (R)‐ and (S)‐ATAs from Aspergillus fumigatus and Silicibacter pomeroyi, respectively, to afford a set of halogen‐substituted derivatives of brominated or chlorinated 1‐phenyl‐2‐propanamine, 4‐phenylbutan‐2‐amine, and 1‐(3‐pyridinyl)ethanamine. Optimization of the donor–acceptor ratio enabled application of isopropylamine as an amine donor, which resulted in high conversions and amines with 73–99 % ee.

中文翻译：

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使用胺转氨酶的不对称合成手性卤代胺

氨基转氨酶（ATAs）是通用的，与工业相关的生物催化剂，可催化胺基团从供体向受体分子的转移。由前手性酮进行不对称合成是获得所需胺产物的最优选途径，因为它可以以100％的理论收率获得。除了需要活性和对映选择性ATA之外，选择合适的胺供体对于节省成本和避免额外的酶来改变平衡和/或回收辅助因子也很重要。在这项工作中，我们从烟曲霉和博美氏杆菌中鉴定了合适的（R）-和（S）-ATA。分别提供一组溴化或氯化的1-苯基-2-丙胺，4-苯基丁-2-胺和1-（3-吡啶基）乙胺的卤素取代衍生物。供体-受体比例的优化使异丙胺可以用作胺供体，从而获得高转化率和73-99％ee的胺 。