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含黄素酶模拟物在水中催化的需氧 Baeyer-Villiger 氧化反应。

Aerobic Baeyer-Villiger Oxidation Catalyzed by a Flavin-Containing Enzyme Mimic in Water.

机构信息

Univ Paris Sud, Université Paris Saclay, LCBB, ICMMO, UMR CNRS 8182, 91405, Orsay, France.

Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA UMR 7042, 68100, Mulhouse, France.

出版信息

Angew Chem Int Ed Engl. 2018 Dec 10;57(50):16412-16415. doi: 10.1002/anie.201810124. Epub 2018 Nov 14.

Abstract

Direct incorporation of molecular oxygen into small organic molecules has attracted much attention for the development of new environmentally friendly oxidation processes. In line with this approach, bioinspired systems mimicking enzyme activities are of particular interest since they may perform catalysis in aqueous media. Demonstrated herein is the incorporation of a natural flavin cofactor (FMN) into the specific microenvironment of a water-soluble polymer which allows the efficient reduction of the FMN by NADH in aqueous solution. Once reduced, this artificial flavoenzyme can then activate molecular dioxygen under aerobic conditions and result in the Baeyer-Villiger reaction at room temperature in water.

摘要

直接将分子氧掺入小分子有机化合物中,为开发新的环保氧化工艺吸引了广泛关注。在此背景下,模拟酶活性的生物启发体系因其可在水相介质中进行催化而备受关注。本文展示了将天然黄素辅酶(FMN)掺入水溶性聚合物的特定微环境中,从而实现在水溶液中由 NADH 高效还原 FMN。还原后,该人工黄素酶可在有氧条件下激活分子氧,并在室温下于水中实现 Baeyer-Villiger 反应。

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