High yield synthesis of nitriles by a new enzyme, phenylacetaldoxime dehydratase, from Bacillus sp. strain OxB-1.
3-Phenylpropionitrile was synthesized from Z-3-phenylpropionaldoxime (0.75 M) in a quantitative yield (98 g/l) by the use of cells of Escherichia coli JM 109/pOxD-90F, a transformant harboring a gene for a new enzyme, phenylacetaldoxime dehydratase, from Bacillus sp. strain OxB-1. Other arylalkyl- and alkyl-nitriles were also synthesized in high yields from the corresponding aldoximes. Moreover, 3-phenylpropionitrile was successfully synthesized by the recombinant cells in 70 and 100% yields from 0.1 M unpurified E/Z-3-phenylpropionaldoxime, which is spontaneously formed from 3-phenylpropionaldehyde and hydroxylamine in a butyl acetate/water biphasic system and aqueous phase, respectively.
Xie
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SX
Biotechnology Research Center, Toyama Prefectural University, Kosugi, Japan.
Kato
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Y
Asano
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Y
D000447:Aldehydes / Q000378:metabolism; D001407:Bacillus / Q000201:enzymology*; D001426:Bacterial Proteins; D007097:Imines / Q000378:metabolism; D008190:Lyases / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D009570:Nitriles / Q000378:metabolism*; D013379:Substrate Specificity
D000447:Aldehydes; D001426:Bacterial Proteins; D007097:Imines; D009570:Nitriles; D008190:Lyases; C404242:oxd protein, Bacillus