Van't Hoff Institute for Molecular Sciences, HIMS-Biocat, University of Amsterdam, Science Park 904, 1098 XH, Amsterdam, The Netherlands.
Angew Chem Int Ed Engl. 2018 Oct 22;57(43):14240-14244. doi: 10.1002/anie.201809411. Epub 2018 Oct 8.
We report an unprecedented catalytically promiscuous activity of the copper-dependent enzyme galactose oxidase. The enzyme catalyses the one-pot conversion of alcohols into the related nitriles under mild reaction conditions in ammonium buffer, consuming ammonia as the source of nitrogen and dioxygen (from air at atmospheric pressure) as the only oxidant. Thus, this green method does not require either cyanide salts, toxic metals, or undesired oxidants in stoichiometric amounts. The substrate scope of the reaction includes benzyl and cinnamyl alcohols as well as 4- and 3-pyridylmethanol, giving access to valuable chemical compounds. The oxidation proceeds through oxidation from alcohol to aldehyde, in situ imine formation, and final direct oxidation to nitrile.
我们报告了一种前所未有的铜依赖性酶半乳糖氧化酶的催化混杂活性。该酶在氨缓冲液中温和的反应条件下，催化醇一锅转化为相关的腈，消耗氨作为氮源，氧气（来自大气压下的空气）作为唯一的氧化剂。因此，这种绿色方法不需要氰化物盐、有毒金属或所需数量的不想要的氧化剂。反应的底物范围包括苄醇和肉桂醇以及 4-和 3-吡啶甲醇，可获得有价值的化合物。氧化通过醇氧化为醛、原位亚胺形成、最终直接氧化为腈进行。
