A stereo-inverting D-phenylglycine aminotransferase from Pseudomonas stutzeri ST-201: Purification, characterization and application for D- phenylglycine synthesis

Journal of Biotechnology

Volumn 55, Issue 3, 1997, Pages 193-203

  Wiyakrutta, Suthep ^a   Meevootisom, Vithaya ^a  

^a Mahidol University   (Thailand)

Author keywords

Aminotransferase; Characterization; D 4 hydroxyphenylglycine; D phenylglycine; Pseudomonas stutzeri; Purification

Indexed keywords

BACTERIA; BIOSYNTHESIS; CATALYST ACTIVITY; CHARACTERIZATION; ENZYMES; ORGANIC COMPOUNDS; PURIFICATION;

AMINOTRANSFERASE; HYDROXYPHENYLGLYCINE; PHENYLGLYCINE; PSEUDOMONAS STUTZERI;

BIOTECHNOLOGY;

ALANINE; AMINOTRANSFERASE; ENZYME INHIBITOR; GLUTAMIC ACID; ISOLEUCINE; LEUCINE; OXFENICINE; PHENYLALANINE; PHENYLGLYCINE; PYRIDOXAL 5 PHOSPHATE; SERINE; TYROSINE; VALINE;

ARTICLE; ENANTIOMER; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME PURIFICATION; ENZYME SUBSTRATE; ISOELECTRIC POINT; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; PSEUDOMONAS STUTZERI; SOIL MICROFLORA; STEREOCHEMISTRY; TRANSAMINATION;

ELECTROPHORESIS, POLYACRYLAMIDE GEL; ENZYME INHIBITORS; GLUTAMIC ACID; GLYCINE; GLYOXYLATES; HYDROGEN-ION CONCENTRATION; ISOELECTRIC POINT; KETOGLUTARIC ACIDS; MANDELIC ACIDS; MOLECULAR WEIGHT; PSEUDOMONAS; STEREOISOMERISM; SUBSTRATE SPECIFICITY; TEMPERATURE; TRANSAMINASES;

BACTERIA (MICROORGANISMS); PSEUDOMONAS; PSEUDOMONAS STUTZERI;

EID: 0031552598     PISSN: 01681656     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0168-1656(97)00075-8     Document Type: Article

References (30)

1. Beggs, J.D., Fewson, C.A., 1977. Regulation of synthesis of benzyl alcolhol dehydrogenase in Acinetobacter calcoaceticus NCIB8250. J. Gen. Microbiol. 103, 127-140.
2. Bollag, D.M., Edelstein, S.J., 1991. Protein Methods. Wiley, New York, pp. 161-171.
3. Bradford, M.M., 1976. A rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72, 248-254.
4. del Pozo, A.M., Merola, M., Ueno, H., Manning, J.M., Tanizawa, K., Nishimura, K., Soda, K., Ringe, D., 1989. Stereospecific of reactions catalyzed by bacterial D-amino acid kansaminase. J. Biol. Chem. 264, 17784-17789.
5. Fell, B., Chrobaczek, H., Kohl, W., 1985. Carboxylation of alkylhalides to a ketocarboxylic acids. Chem. Ztg. 109, 167-170.
6. Gil-Av, E., Tishbee, A., Hare, P.E., 1980. Resolution of underivatized amino acids by reversed-phase chromatography. J. Am. Chem. Soc. 102, 5115-5117.
7. Hatano, K., Nogami, I., Higashide, E., Kishi, T., 1984. Biosynthesis of enduracidin: origin of enduracididine and other amino acids. Agric. Biol. Chem. 48, 1503-1508.
8. Hedrick, J.L., Smith, A.J., 1968. Size and charge isomer separation and estimation of molecular weight of proteins by disc gel electrophoresis. Arch. Biochem. Biophys. 126, 155-164.
9. Hoey, M.E., Fewson, C.A., 1990. Is there a mandelate enzyme complex in Acinetobacter calcoaceticus or Pseudomonas putida?. J. Gen. Microbiol. 136, 219-226.
10. Hosoda, J., Konomi, T., Tani, N., Aoki, H., Imanaka, H., 1977. Isolation of new nocardicins from Nocardia uniformis subsp. tsuvamanensis. Agric. Biol. Chem. 41, 2013-2020.
11. Jegorov, A., Triska, J., Trnka, T., Cerny, M., 1988. Separation of α-amino acids enantiomers by reversed-phase high-performance liquid chromatography after derivatization with o-phthaldialdehyde and a sodium salt of 1-thio-β-D-glucose. J. Chromatogr. 434, 417-422.
12. Jones, W.M., Soper, T.S., Ueno, H., Manning, J.M., 1985. D-glutamate-D-amino acid transaminase from bacteria. Methods Enzymol. 113, 108-113.
13. Kirsch, J.F., Eichele, G., Ford, G.C., Vincent, M.G., Jansonius, J.N., Gehring, H., Christen, P., 1984. Mechanism of action of aspartate aminotransferase proposed on the basis of its spatial structure. J. Mol. Biol. 174, 497-525.
14. Krieg, N.R., Holt, J.G., 1984. Bergey's Manual of Systematic Bacteriology, Vol 1. Williams and Wilkins, Baltimore.
15. Laemmli, U.K., 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
16. Mapson, L.W., March, J.F., Wardale, D.A., 1969. Biosynthesis of ethylene. 4-methylmercapto-2-oxobutyric acid: an intermediate in the formation from methionine. Biochem. J. 115, 653-661.
17. McPhalen, C.A., Vincent, M.G., Picot, D., Jasonius, N., 1992. Domain closure in mitochondrial aspartate aminotransferase. J. Mol. Biol. 227, 197-213.
18. Neidle, E.L., Shapiro, M.K., Ornston, L.N., 1987. Cloning and expression in Escherichia cold of Acinetobacter calcoaceticus genes for benzoate degradation. J. Bacteriol. 169, 5496-5503.
19. Smibert, R.M., Krieg, N.R., 1994. Phenotypic characterization. In: Gerhardt, P., Murray, R.G.E., Wood, W.A., Krieg, N.R. (Eds), Method for General and Molecular Bacteriology. American Society for Microbiology, Washington, DC, pp. 611-654.
20. Soda, K., Esaki, N., 1994. Pyridoxal Enzymes Acting on D Amino Acids. Pure. Appl. Chem. 66, 709-714.
21. Soper, T.S., Manning, J.M., 1978. β-Elimination of β-halo substrates by D-amino acid transaminase with inactivation of the enzyme. Trapping of a key intermediate in the reaction. Biochemistry 17, 3377-3384.
22. Soper, T.S., Manning, J.M., 1981. Different modes of action of inhibitors of bacterial D-amino acid transaminase: A target enzyme for the design of new antibacterial agents. J. Biol. Chem. 256, 4263-4268.
23. Soper, T.S., Manning, J.M., 1982. Inactivation of pyridoxal phosphate enzymes by gabaculine: Correlation with enzymatic exchange of D-protons. J. Biol. Chem. 257, 13930-13936.
24. Sugio, S., Petsko, G.A., Manning, J.M., Soda, K., Ringe, D., 1995. Crystral structure of a D-amino acid aminotransferase: How the protein controls stereospecificity. Biochemistry 34, 9661-9669.
25. Townsend, C.A., Brown, A.M., 1981. Biosynthetic studies of nocardicin A. J. Am. Chem. Soc. 103, 2873-2874.
26. van den Tweel, W.J.J., Smits, J.P., de Bont, J.A.M., 1986. Microbial metabolism of D- and L-phenylglycine by Pseudomonas putida LOO-4. Arch. Microbiol. 144, 169-174.
27. van den Tweel, W.J.J., Smits, J.P., Ogg, R.L.H.P., de Bont, J.A.M., 1988. The involvement of an enantioselective transaminase in the metabolism of D-3- and D-4-hydroxyphenylglycine in Pseudomonas putida LOO-4. Appl. Microbiol. Biotechnol. 29, 224-230.
28. Velick, S.F., Vavra, J., 1962. A kinetic and equilibrium analysis of the glutamic oxaloacetate transaminase mechanism. J. Biol. Chem. 237, 2109-2122.
29. Walter, U., Luthe, H., Gerhart, F., Soling, H.D., 1975. Hydrogen exchange at the β-carbon of amino acids during transamination. Eur. J. Biochem. 59, 395-403.
30. Zhao, D., Lee, D.G., 1994. Heterogeneous permanganate oxidations; part 6: Selective oxidation of arenes. Synthesis 915-916.