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Literature DB >> 17586677

New enzymatic method of chiral amino acid synthesis by dynamic kinetic resolution of amino acid amides: use of stereoselective amino acid amidases in the presence of alpha-amino-epsilon-caprolactam racemase.

Shigenori Yamaguchi¹, Hidenobu Komeda, Yasuhisa Asano.

Abstract

D- and L-amino acids were produced from L- and D-amino acid amides by D-aminopeptidase from Ochrobactrum anthropi C1-38 and L-amino acid amidase from Pseudomonas azotoformans IAM 1603, respectively, in the presence of alpha-amino-epsilon-caprolactam racemase from Achromobacter obae as the catalyst by dynamic kinetic resolution of amino acid amides.

Entities: Chemical Species

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Year: 2007 PMID： 17586677 PMCID： PMC1950992 DOI： 10.1128/AEM.00807-07

Source DB: PubMed Journal: Appl Environ Microbiol ISSN： 0099-2240 Impact factor: 4.792

15 in total

Review 1. Hydantoinases and related enzymes as biocatalysts for the synthesis of unnatural chiral amino acids.

Authors: J Altenbuchner; M Siemann-Herzberg; C Syldatk
Journal: Curr Opin Biotechnol Date: 2001-12 Impact factor: 9.740

2. Inverting enantioselectivity by directed evolution of hydantoinase for improved production of L-methionine.

Authors: O May; P T Nguyen; F H Arnold
Journal: Nat Biotechnol Date: 2000-03 Impact factor: 54.908

3. L: -Stereoselective amino acid amidase with broad substrate specificity from Brevundimonas diminuta: characterization of a new member of the leucine aminopeptidase family.

Authors: Hidenobu Komeda; Nozomi Hariyama; Yasuhisa Asano
Journal: Appl Microbiol Biotechnol Date: 2005-07-07 Impact factor: 4.813

4. Overexpression of the gene for N-acylamino acid racemase from Amycolatopsis sp. TS-1-60 in Escherichia coli and continuous produciton of optically active methionine by a bioreactor.

Authors: S Tokuyama; K Hatano
Journal: Appl Microbiol Biotechnol Date: 1996-02 Impact factor: 4.813

5. An alkaline D-stereospecific endopeptidase with beta-lactamase activity from Bacillus cereus.

Authors: Y Asano; H Ito; T Dairi; Y Kato
Journal: J Biol Chem Date: 1996-11-22 Impact factor: 5.157

6. A new D-stereospecific amino acid amidase from Ochrobactrum anthropi.

Authors: Y Asano; T Mori; S Hanamoto; Y Kato; A Nakazawa
Journal: Biochem Biophys Res Commun Date: 1989-07-14 Impact factor: 3.575

7. Properties of a novel D-stereospecific aminopeptidase from Ochrobactrum anthropi.

Authors: Y Asano; A Nakazawa; Y Kato; K Kondo
Journal: J Biol Chem Date: 1989-08-25 Impact factor: 5.157

8. S-stereoselective piperazine-2-tert-butylcarboxamide hydrolase from Pseudomonas azotoformans IAM 1603 is a novel L-amino acid amidase.

Authors: Hidenobu Komeda; Hiroyuki Harada; Shingo Washika; Takeshi Sakamoto; Makoto Ueda; Yasuhisa Asano
Journal: Eur J Biochem Date: 2004-04

New enzymatic method of chiral amino acid synthesis by dynamic kinetic resolution of amino acid amides: use of stereoselective amino acid amidases in the presence of alpha-amino-epsilon-caprolactam racemase.

Review 1. Hydantoinases and related enzymes as biocatalysts for the synthesis of unnatural chiral amino acids.

2. Inverting enantioselectivity by directed evolution of hydantoinase for improved production of L-methionine.

3. L: -Stereoselective amino acid amidase with broad substrate specificity from Brevundimonas diminuta: characterization of a new member of the leucine aminopeptidase family.

4. Overexpression of the gene for N-acylamino acid racemase from Amycolatopsis sp. TS-1-60 in Escherichia coli and continuous produciton of optically active methionine by a bioreactor.

5. An alkaline D-stereospecific endopeptidase with beta-lactamase activity from Bacillus cereus.

6. A new D-stereospecific amino acid amidase from Ochrobactrum anthropi.

7. Properties of a novel D-stereospecific aminopeptidase from Ochrobactrum anthropi.

8. S-stereoselective piperazine-2-tert-butylcarboxamide hydrolase from Pseudomonas azotoformans IAM 1603 is a novel L-amino acid amidase.

9. A novel R-stereoselective amidase from Pseudomonas sp. MCI3434 acting on piperazine-2-tert-butylcarboxamide.

10. Mechanism of alpha-amino-epsilon-caprolactam racemase reaction.

1. Engineering an ATP-dependent D-Ala:D-Ala ligase for synthesizing amino acid amides from amino acids.

2. Isolation and characterization of racemase from Ensifer sp. 23-3 that acts on α-aminolactams and α-amino acid amides.

3. Pathway engineered enzymatic de novo purine nucleotide synthesis.

4. Characterization of an α-amino-ɛ-caprolactam racemase with broad substrate specificity from Citreicella sp. SE45.

5. An enzymatic platform for the synthesis of isoprenoid precursors.

6. Production of (S)-2-aminobutyric acid and (S)-2-aminobutanol in Saccharomyces cerevisiae.