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Exploration of Transaminase Diversity for the Oxidative Conversion of Natural Amino Acids into 2-Ketoacids and High-Value Chemicals

Tao Li, Xuexian Cui, Yinglu Cui, Jinyuan Sun, Yanchun Chen, Tong Zhu, Chuijian Li, Ruifeng Li, Bian Wu

2020ACS Catalysis25 citationsDOI

Abstract

The use of 2-ketoacids is very common in feeds, food additives, and pharmaceuticals, and 2-ketoacids are valuable precursors for a plethora of chemically diverse compounds. Biocatalytic synthesis of 2-ketoacids starting from l-amino acids would be highly desirable because the substrates are readily available from biomass feedstock. Here, we report bioinformatic exploration of a series of aminotransferases (ATs) to achieve the desired conversion. Thermodynamic control was achieved by coupling an l-glutamate oxidation reaction in the cascade for the recycling of the amine acceptor. These enzymes were able to convert a majority of proteinogenic amino acids into the corresponding 2-ketoacids with high conversion (up to 99%) and atom-efficiency. Furthermore, this enzyme cascade was extendable, and one-pot two-step processes were established for the synthesis of d-amino acids and N-methylated amino acids, achieving great overall conversion (up to 99%) and high ee values (>99%). These developed enzymatic methodologies offer convenient routes for utilizing amino acids as synthetic reagents.

Topics & Concepts

Amino acidChemistryTransaminaseAmine gas treatingEnzymeOrganic chemistryBiocatalysisCombinatorial chemistryReagentCatalysisBiochemistryReaction mechanismAmino Acid Enzymes and MetabolismPolyamine Metabolism and ApplicationsEnzyme Catalysis and Immobilization
Exploration of Transaminase Diversity for the Oxidative Conversion of Natural Amino Acids into 2-Ketoacids and High-Value Chemicals | Litcius