Enantioselective synthesis of (S)-2-amino-4-phenylbutanoic acid by the hydantoinase method.
Biosynthesis of (S)-(+)-2-amino-4-phenylbutanoic acid (1) was performed by nonenantioselective hydantoinase and L-N-carbamoylase using racemic 5-[2-phenylethyl]-imidazolidine-2,4-dione (rac-2) as a substrate. The compounds involved in this biocatalysis process could be simultaneously resolved by high-performance liquid chromatography using Chirobiotic T column with a mobile phase of EtOH/H(2)O = 10/90 at pH 4.2-4.5. To our knowledge, this is the first report of the successful production of 1 by the combination of recombinant hydantoinase and L-N-carbamoylase.
Lo
Hsueh-Hsia
HH
Institute of Molecular Biology, National Chung-Hsing University, Taichung, Taiwan.
Kao
Chao-Hung
CH
Lee
Dong-Sheng
DS
Yang
Teng-Kuei
TK
Hsu
Wen-Hwei
WH
D000581:Amidohydrolases / Q000737:chemistry*; D000613:Aminobutyrates / Q000138:chemical synthesis*; D001407:Bacillus / Q000201:enzymology; D002384:Catalysis; D011994:Recombinant Proteins / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism
D000613:Aminobutyrates; D011994:Recombinant Proteins; D000581:Amidohydrolases; C020047:dihydropyrimidinase; C479550:2-amino-4-phenylbutanoic acid