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Efficient Enzymatic Synthesis of Carbamates in Water Using Promiscuous Esterases/Acyltransferases
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2024-05-13 , DOI: 10.1002/anie.202405152
Hannes Meinert 1 , Florian Oehlschläger 1 , Clemens Cziegler 1 , Jan Rockstroh 2 , Irene Marzuoli 3 , Serena Bisagni 3 , Michael Lalk 2 , Thomas Bayer 1 , Hans Iding 3 , Uwe Bornscheuer 4
Affiliation  

Biocatalysis provides an attractive approach to facilitate synthetic reactions in aqueous media. Motivated by the discovery of promiscuous aminolysis activity of esterases, we exploited the esterase from Pyrobaculum calidifontis VA1 (PestE) for the synthesis of carbamates from different aliphatic, aromatic, and arylaliphatic amines and a set of carbonates such as dimethyl‐, dibenzyl‐, or diallyl carbonate. Thus, aniline and benzylamine derivatives, aliphatic and even secondary amines could be efficiently converted into the corresponding benzyloxycarbonyl (Cbz)‐ or allyloxycarbonyl (Alloc)‐protected products in bulk water, with (isolated) yields of up to 99%.

中文翻译:

使用混杂酯酶/酰基转移酶在水中高效酶法合成氨基甲酸酯

生物催化提供了一种有吸引力的方法来促进水介质中的合成反应。受酯酶混杂氨解活性发现的启发,我们利用来自 Pyrobaculum calidifontis VA1 (PestE) 的酯酶,从不同的脂肪族、芳香族和芳基脂族胺以及一组碳酸酯(例如二甲基、二苄基或二甲基)合成氨基甲酸酯。碳酸二烯丙酯。因此,苯胺和苄胺衍生物、脂肪族胺甚至仲胺可以在大量水中有效转化为相应的苄氧基羰基(Cbz)或烯丙氧基羰基(Alloc)保护的产物,(分离)产率高达99%。
更新日期:2024-05-13
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