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• W2914318732 abstract "Abstract N ‐cycloalkyl‐substituted amino acids have wide‐ranging applications in pharma‐ and nutraceutical fields. Here we report the asymmetric synthesis of various N ‐cycloalkyl‐substituted l ‐aspartic acids using ethylenediamine‐ N,N′ ‐disuccinic acid lyase (EDDS lyase) and a previously engineered variant of methylaspartate ammonia lyase (MAL‐Q73A) as biocatalysts. Particularly, EDDS lyase shows broad non‐natural substrate promiscuity and excellent enantioselectivity, allowing the selective addition of homo‐ and heterocycloalkyl amines (comprising four‐, five‐ and six‐membered rings) to fumarate, giving the corresponding N ‐cycloalkyl‐substituted l ‐aspartic acids with >99% e.e. This biocatalytic methodology offers an alternative synthetic choice to prepare difficult N ‐cycloalkyl‐substituted amino acids. Given its very broad amine scope, EDDS lyase is an exceptionally powerful synthetic tool that nicely complements the rapidly expanding toolbox of biocatalysts for asymmetric synthesis of noncanonical amino acids. magnified image" @default.
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• W2914318732 date "2019-03-05" @default.
• W2914318732 modified "2023-10-16" @default.
• W2914318732 title "Biocatalytic Enantioselective Hydroaminations for Production of <i>N</i>‐Cycloalkyl‐Substituted L‐Aspartic Acids Using Two C−N Lyases" @default.
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• W2914318732 doi "https://doi.org/10.1002/adsc.201801569" @default.
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