Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles
Combined Imine Reductase and Amine Oxidase Catalyzed Deracemization of Nitrogen Heterocycles
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DOI：
10.1002/cctc.201500822
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发表时间：
2016-01-07
期刊：
影响因子：
4.5
通讯作者：
Turner, Nicholas J.
中科院分区：
文献类型：
--
作者：
Heath, Rachel S.;Pontini, Marta;Turner, Nicholas J.
开发了一种新型胺氧化酶（AO）/亚胺还原酶（IRED）系统，用于外消旋胺的去消旋化。通过将 (R)-6-羟基-d-烟碱氧化酶 (6-HDNO) 与 (R)IRED 组合，将一组外消旋 2-取代哌啶和吡咯烷去外消旋化，以高产率和对映体过量值产生 (S)-胺。其他 N-杂环用单胺氧化酶 (MAO-N) 或 6-HDNO 与氨硼烷组合进行去外消旋化，这使得可以将两种酶去外消旋化方法与涉及化学还原剂的方法进行比较。
A novel amine oxidase (AO)/imine reductase (IRED) system was developed for the deracemization of racemic amines. By combining (R)-6-hydroxy-d-nicotine oxidase (6-HDNO) with an (R)IRED, a panel of racemic 2-substituted piperidines and pyrrolidines were deracemized to yield the (S)-amines in high yields and enantiomeric excess values. Other N-heterocycles were deracemized with monoamine oxidase (MAO-N) or 6-HDNO in combination with ammonia borane, which allowed comparison of the two enzyme deracemization approaches with that involving a chemical reducing agent.