Z-phenylacetaldoxime degradation by a novel aldoxime dehydratase from Bacillus sp. strain OxB-1

FEMS Microbiology Letters

Volumn 158, Issue 2, 1998, Pages 185-190

  Asano, Yasuhisa ^a   Kato, Yasuo ^a  

^a TOYAMA PREFECTURAL UNIVERSITY   (Japan)

Author keywords

Aldoxime; Aldoxime dehydratase; Bacillus; Nitrilase; Nitrile

Indexed keywords

AMIDASE; HYDROLYASE; NITRILASE; OXIME DERIVATIVE; PHENYLACETALDOXIME; UNCLASSIFIED DRUG;

ARTICLE; BACILLUS; BACTERIUM IDENTIFICATION; BACTERIUM ISOLATION; CHIRALITY; DRUG DEGRADATION; ENANTIOMER; ENZYME ACTIVITY; ENZYME PURIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IN VITRO STUDY; PRIORITY JOURNAL; REACTION ANALYSIS; TAXONOMY;

EID: 0032518677     PISSN: 03781097     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0378-1097(97)00520-X     Document Type: Article

References (23)

1. Rajagopal, R. and Larsen, P. (1972) Metabolism of indole-3-acetaldoxime in plants. Planta (Berl.) 103, 45-54.
2. Sibbesen, O., Koch, B., Rouzé, P., Møller, B.L. and Halkier, B.A. (1995) Biosynthesis of cyanogenic glucosides. Elucidation of the pathway and characterization of the cytochrome P-450 involved. In: Amino Acids and Their Derivatives in Higher Plants (Wallsgrove, R.M., Ed.), pp. 227-241. Cambridge Univ. Press, Cambridge.
3. Mahadevan, S. (1963) Conversion of 3-indoleacetaldoxime to 3-indoleacetonitrile by plants. Arch. Biochem. Biophys. 100, 557-558.
4. DeMaster, E.G., Shirota, F.N. and Nagasawa, H.T. (1992) A Beckmann-type dehydration of n-butyraldoxime catalyzed by cytochrome P-450. J. Org. Chem. 57, 5074-5075.
5. Boucher, J.-L., Delaforge, M. and Mansuy, D. (1994) Dehydration of alkyl- and arylaldoximes as a new cytochrome P450-catalyzed reaction: mechanism and stereochemical characteristics. Biochemistry 33, 7811-7818.
6. Karo, W. (1983) Nitriles (Cyanides). In: Organic Functional Group Preparations, 2nd Ed. (Sandler, S.R. and Karo, W., Eds.), Vol. I, pp. 551-560. Academic Press, Inc., CA.
7. Maruoka, K. and Yamamoto, H. (1991) Functional group transformations via carbonyl derivatives. In: Comprehensive Organic Synthesis (Trost, B.M., Ed.), Vol. 6, pp. 763-793. Pergamon Press, Oxford.
8. Yamada, H., Asano, Y., Hino, T. and Tani, Y. (1979) Microbial utilization of acrylonitrile. J. Ferment. Technol. 57, 8-14.
9. Asano, Y., Yasuda, T., Tani, Y. and Yamada, H. (1982) A new enzymatic method of acrylamide production. Agric. Biol. Chem. 46, 1183-1189.
10. Assano, Y., Fujishiro, K., Tani, Y. and Yamada, H. (1982) Aliphatic nitrile hydratase from Arthrobacter sp. J-1: Purification and characterization. Agric. Biol. Chem. 46, 1165-1174.
11. Yamada, H. and Kobayashi, M. (1996) Nitrile hydratase and its application to industrial production of acrylamide. Biosci. Biotech. Biochem. 60, 1391-1400.
12. Asano, Y., Ueda, M. and Yamada, H. (1993) Microbial production of D-malate from maleate. Appl. Environ. Microbiol. 59, 1110-1113.
13. Bradford, M.M. (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72, 248-254.
14. Sneath, P.H.A. (1986) Bacillus. In: Bergey's Manual of Systematic Bacteriology (Sneath, P.H.A., Ed.), Vol. 2, pp. 1104-1139. Williams & Wilkins, Baltimore, MD.
15. Winker, S. and Woese, C.R. (1991) A definition of the domains Archaea, Bacteria, and Eucarya in terms of small subunit ribosomal RNA characteristics. Syst. Appl. Microbiol. 14, 305-310.
16. Shukla, P.S. and Mahadevan, S. (1970) Indoleacetaldoxime hydro-lyase (4.2.1.29) III. Further studies on the nature and mode of action of the enzyme. Arch. Biochem. Biophys. 137, 166-174.
17. Shukla, P.S. and Mahadevan, S. (1968) Indoleacetaldoxime hydro-lyase. II. Purification and properties. Arch. Biochem. Biophys. 125, 873-883.
18. 2. J. Biol. Chem. 251, 329-333.
19. Schloss, J.V., Van Dyk, D.E., Vasta, J.F. and Kutny, R.M. (1985) Purification and properties of Salmonella typhimurium acetolactate synthase isozyme II from Escherichia coli HB101/pDU9. Biochemistry 24, 4952-4959.
20. Xu, L.-L., Singh, B.K. and Conn, E.E. (1986) Purification and characterization of mandelonitrile lyase from Prunus lyonii. Arch. Biochem. Biophys. 250, 322-328.
21. Macheroux, P., Bornemann, S., Ghisla, S. and Thorneley, R.N. (1996) Studies with flavin analogs provide evidence that a protonated reduced FMN is the substrate-induced transient intermediate in the reduction of Escherichia coli chorismate synthase. J. Biol. Chem. 271, 25850-25858.
22. Asano, Y., Tachibana, M., Tani, Y. and Yamada, H. (1982) Purification and characterization of amidase which participates in nitrile degradation. Agric. Biol. Chem. 46, 1175-1181.
23. Bandyopadhyay, A.K., Nagasawa, T., Asano, Y., Fujishiro, K., Tani, Y. and Yamada, H. (1986) Purification and characterization of benzonitrilases from Arthrobacter sp. strain J-1. Appl. Environ. Microbiol. 51, 302-306.