A Simple Enzymatic Method for Production of a Wide Variety of D-Amino Acids Using L-Amino Acid Oxidase from Rhodococcus sp. AIU Z-35-1

Abstract

A simple enzymatic method for production of a wide variety of D-amino acids was developed by kinetic resolution of DL-amino acids using L-amino acid oxidase (L-AAO) with broad substrate specificity from Rhodococcus sp. AIU Z-35-1. The optimum pH of the L-AAO reaction was classified into three groups depending on the L-amino acids as substrate, and their respective activities between pH 5.5 and 8.5 accounted for more than 60% of the optimum activity. The enzyme was stable in the range from pH 6.0 to 8.0, and approximately 80% of the enzyme activity remained after incubation at 40°C for 60 min at pH 7.0. D-Amino acids such as D-citrulline, D-glutamine, D-homoserine or D-arginine, which are not produced by D-aminoacylases or D-hydantoinases, were produced from the racemic mixture within a 24-hr reaction at 30°C and pH 7.0. Thus, the present method using L-AAO was versatile for production of a wide variety of D-amino acids.

Highly selective synthesis of d-amino acids from readily available l-amino acids by a one-pot biocatalytic stereoinversion cascade

“…AIU Z-35-1 to produce D-citrulline, D-glutamine, D-homoserine, and D-arginine. 19 Although these methods were used to synthesize a variety of D-amino acids, they usually require specic substrates that are generally expensive and commercially unavailable. 1,4,20 Cascade biocatalysis has been developed in recent years as a promising method for the efficient synthesis of pharmaceutical intermediates and ne chemicals.…”

Efficient Preparation of Enantiopure D-Phenylalanine through Asymmetric Resolution Using Immobilized Phenylalanine Ammonia-Lyase from Rhodotorula glutinis JN-1 in a Recirculating Packed-Bed Reactor

“…The racemic DL-amino acids are commercially produced at low cost by fermentation and chemical synthesis [12] . If these DL-amino acids can be used directly as feedstock, a simple and efficient D-amino acid manufacturing process should be developed to improve the economic benefits [4] , [13] . Therefore, the direct enzymatic resolution of DL-racemic mixtures may be an alternative method for the production of highly optically pure D-amino acids.…”

Distribution, industrial applications, and enzymatic synthesis of d-amino acids

“…The L-AAO from Rhodococcus sp. AIU Z-35-1 was used to produce a wide variety of D-AAs because of its broad substrate specificity (Isobe et al 2010). Compared to Dhydantoinases and D-aminoacylases, this process can produce Fig.…”