Chemoenzymatic approaches to the dynamic kinetic asymmetric synthesis of aromatic amino acids

作者: Jennifer A. Chaplin , Michael D. Levin , Brian Morgan , Nancy Farid , Jen Li

DOI: 10.1016/J.TETASY.2004.07.060

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摘要: Abstract Enzymatic approaches for the production of amino acids by nitrilases are described. Dynamic kinetic asymmetric synthesis conditions were established aromatic aminonitriles, phenylglycinonitrile and 4-fluorophenylglycinonitrile, at high pH to produce corresponding acid products in enantiomeric excess. N -Acylation aminonitriles led spontaneous racemization pH 8, allowing preferential enzymatic hydrolysis ( R )-enantiomer afford product -acylamino up 99% excess (ee).

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