Biochemical and genetic characterization of a gentisate 1,2-dioxygenase from Sphingomonas sp. strain RW5

Journal of Bacteriology

Volumn 180, Issue 16, 1998, Pages 4171-4176

  Werwath, Jörn ^a   Arfmann, Hans Adolf ^a   Pieper, Dietmar H ^a   Timmis, Kenneth N ^a   Wittich, Rolf Michael ^a  

^a HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIAL ENZYME; OXYGENASE;

AMINO ACID SEQUENCE; ARTICLE; ENZYME KINETICS; ENZYME STRUCTURE; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN EXPRESSION; SEQUENCE ANALYSIS; SEQUENCE HOMOLOGY; SPHINGOMONAS; STRUCTURAL GENE;

SPHINGOMONAS;

EID: 0031830170     PISSN: 00219193     EISSN: None     Source Type: Journal    
DOI: 10.1128/jb.180.16.4171-4176.1998     Document Type: Article

References (55)

1. 2+ environment. J. Biol. Chem. 258:14981-14991.
2. Armengaud, J., and Y. Jouanneau. 1995. Overexpression in Escherichia coli of the FdxA gene encoding Rhodobacter capsulatus ferredoxin II. Protein Expr. Purif. 6:176-184.
3. Armengaud, J., and K. N. Timmis. 1997. Molecular characterization of Fdx1, a putiodaredoxin-type [2Fe-2S] ferredoxin able to transfer electrons to the dioxin dioxygenase of Sphingomonas sp. RW1. Eur. J. Biochem. 247:833-842.
4. Ausubel, F. M., R. Brent, R. E. Kingston, D. D. Moore, J. G. Seidman, J. A. Smith, and K. Struhl. 1994. Current protocols in molecular biology. John Wiley & Sons Inc., New York, N.Y.
5. Bayly, R. C., P. J. Chapman, S. Dagley, and D. Di Bernardino. 1980. Purification and some properties of maleylpyruvate hydrolase and fumarylpyruvate hydrolase from Pseudomonas alcaligenes. J. Bacteriol. 143:70-77.
6. 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.
7. Bull, C., and D. P. Ballou. 1981. Purification and properties of protocatechuate 3,4-dioxygenase from Pseudomonas putida. A new iron to subunit stoichiometry. J. Biol. Chem. 256:12673-12680.
8. Bult, C. J., O. White, G. J. Olsen, L. Zhou, R. D. Fleischmann, G. G. Sutton, J. A. Blake, L. M. FitzGerald, R. A. Clayton, J. D. Gocayne, A. R. Kerlavage, B. A. Dougherty, J. F. Tomb, M. D. Adams, C. I. Reich, R. Overbeek, E. F. Kirkness, K. G. Weinstock, J. M. Merrick, A. Glodek, J. L. Scott, N. S. M. Geoghagen, and J. C. Venter. 1996. Complete genome sequence of the methanogenic archaeon, Methanococcus jannaschii. Science 273:1058-1073.
9. Chen, C.-M., and P. H. Tomasek. 1993. Purification and properties of gentisate 1,2-dioxygenase from Arthrobacter sp. strain GFB 100, abstr. K-102, p. 278. In Abstracts of the 93rd General Meeting of the American Society for Microbiology 1993. American Society for Microbiology, Washington, D.C.
10. Crawford, R. L., and T. D. Frick. 1977. Rapid spectrophotometric differentiation between glutathione-depertdent and glutathione-independent gentisate and homogentisate pathways. Appl. Environ. Microbiol. 34:170-174.
11. Crawford, R. L., S. W. Hutton, and P. J. Chapman. 1975. Purification and properties of gentisate 1,2-dioxygenase from Moraxella osloensls. J. Bacteriol. 121:794-799.
12. Daubaras, D. L., C. D. Hershberger, K. Kitano, and A. M. Chakrabarty. 1995. Sequence analysis of a gene cluster involved in metabolism of 2,4,5-trichlorophenoxyacetic acid by Burkholderia cepacia AC1100. Appl. Environ. Microbiol. 61:1279-1289.
13. Eltis, L. D., and J. T. Botin. 1996. Evolutionary relationships among extradiol dioxygenases. J. Bacteriol. 178:5930-5937.
14. Fewson, C. A. 1988. Biodegradation of xenobiotic and other persistent compounds: the causes of recalcitrance. Trends Biotechnol. 6:148-153.
15. Fortnagel, P., H. Harms, R.-M. Wittich, S. Krohn, H. Meyer, V. Sinnwell, H. Wilkes, and W. Francke. 1990. Metabolism of dibenzofuran by Pseudomonas sp. strain HH69 and the mixed culture HH27. Appl. Environ. Microbiol. 56: 1148-1156.
16. Ghisalba, O. 1983. Chemical wastes and their biodegradation - an overview. Experientia 398:1247-1263.
17. Gibson, D. T. 1968. Microbial degradation of aromatic compounds. Science 161:1093-1097.
18. Grund, E., B. Denecke, and R. Eichenlaub. 1992. Naphthalene degradation via salicylate and gentisate by Rhodococcus sp. strain B4. Appl. Environ. Microbiol. 58:1874-1877.
19. Harayama, S., M. Kok, and E. L. Neidle. 1992. Functional and evolutionary relationships among diverse oxygenases. Annu. Rev. Microbiol. 46:565-601.
20. 2+ and mechanism of turnover. J. Biol. Chem. 265:22187-22196.
21. Harpel, M. R., and J. D. Lipscomb. 1990. Gentisate 1,2-dioxygenase from Pseudomonas. Purification, characterization, and comparison of the enzymes from Pseudomonas testosteroni and Pseudomonas acidovorans. J. Biol. Chem. 265:6301-6311.
22. Harwood, C. S., and R. E. Parales. 1996. The beta-ketoadipate pathway and the biology of self-identity. Annu. Rev. Microbiol. 50:553-590.
23. Hofer, B., S. Backhaus, and K. N. Timmis. 1994. The biphenyl/polychlorinated biphenyl-degradation locus (bph) of Pseudomonas sp. LB400 encodes four additional metabolic enzymes. Gene 144:9-16.
24. Hopper, D. J., P. J. Chapman, and S. Dagley. 1968. Enzymic formation of D-malate. Biochem. J. 110:798-800.
25. Iwabuchi, T., and S. Harayama. 1997. Biochemical and genetic characterization of 2-carboxybenzaldehyde dehydrogenase, an enzyme involved in phenanthrene degradation by Nocardioides sp. strain KP7. J. Bacteriol. 179: 6488-6494.
26. Jones, D. C., and R. A. Cooper. 1990. Catabolism of 3-hydroxybenzoate by the gentisate pathway in Klebsiella pneumoniae M5a1. Arch. Microbiol. 154: 489-495.
27. Kaneko, T., S. Sato, H. Kotani, A. Tanaka, E. Asamizu, Y. Nakamura, N. Miyajima, M. Hirosawa, M. Sugiura, S. Sasamoto, T. Kimura, T. Hosouchi, A. Matsuno, A. Muraki, N. Nakazaki, K. Naruo, S. Okumura, S. Shimpo, C. Takeuchi, T. Wada, A. Watanabe, M. Yamada, M. Yasuda, and S. Tabata. 1996. Sequence analysis of the genome of the unicellular cyanobacterium Synechocystis sp. strain PCC6803. II. Sequence determination of the entire genome and assignment of potential protein-coding regions. DNA Res. 3:109-136.
28. Karlson, U., F. Rojo, J. D. van Elsas, and E. Moore. 1996. Genetic and serological evidence for the recognition of four pentachlorophenol-degrading bacterial strains as a species of the genus Sphingomonas. Syst. Appl. Microbiol. 18:539-548.
29. Kiemer, P., B. Tshisuaka, S. Fetzner, and F. Lingens. 1996 Degradation of benzoate via benzoyl-coenzyme A and gentisate by Bacillus stearothermophilus PK1, and purification of gentisate 1,2-dioxygenase. Biol. Fertil. Soils 23:307-313.
30. Lack, L. 1959. The enzymic oxidation of gentisic acid. Biochim. Biophys. Acta 34:117-123.
31. Lack, L. 1961. Enzymic cis-trans isomerization of maleylpyruvic acid. J. Biol. Chem. 236:2835-2840.
32. Ladd, J. N. 1962. Oxidation of anthranilic acid by a species of Achromobacter isolated from soil. Nature 194:1099-1100.
33. Laemmli, U. K. 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227:680-685.
34. Leisinger, T. 1983. Microorganism and xenobiotic compounds. Experientia 39:1183-1191.
35. Lipscomb, J. D., and A. M. Orville. 1992. Mechanistic aspects of dihydroxybenzoate dioxygenases. p. 243-298. In H. Sigel and A. Sigel (ed.), Metal ions in biological systems. Marcel Dekker Inc., New York, N.Y.
36. Masai, E., Y. Katayama, S. Kubota, S. Kawai, M. Yamasaki, and N. Morohoshi. 1993. A bacterial enzyme degrading the model lignin compound beta-etherase is a member of the glutathione-S-transferase superfamily. FEBS Lett. 323:135-140.
37. Mason, J. R., and R. Cammack. 1992. The electron-transport proteins of hydroxylating bacterial dioxygenases. Annu. Rev. Microbiol. 46:277-305.
38. Neidle, E. L., C. Hartnett, S. Bonitz, and L. N. Ornston. 1988. DNA sequence of the Acinetobacter calcoaceticus catechol 1,2-dioxygenase I structural gene catA: evidence for evolutionary divergence of intradiol dioxygenases by acquisition of DNA sequence repetitions. J. Bacteriol. 170:4874-4880.
39. Neilson, A. H., A.-S. Allard, and M. Remberger. 1985. Biodegradation and transformation of recalcitrant compounds, p. 29-86. In O. Hutzinger (ed.), The handbook of environmental chemistry. Springer-Verlag KG, Berlin, Germany.
40. Ohmoto, T., K. Sakai, N. Hamada, and T. Ohe. 1991. Salicylic acid metabolism through a gentisate pathway by Pseudomonas sp. TA-2. Agric. Biol. Chem. 55:1733-1737.
41. Orser, C. S., J. Dutton, C. Lange, P. Jablonski, L. Xun, and M. Hargis. 1993. Characterization of a Flavobacterium glutathione S-transferase gene involved in reductive dechlorination. J. Bacteriol. 175:2640-2644.
42. Pebay, M., A. C. Holl, J. M. Simonet, and B. Decaris. 1995. Characterization of the gor gene of the lactic acid bacterium Streptococcus thermophilus CNRZ368. Res. Microbiol. 146:371-383.
43. Perry, A. C., N. Ni Bhriain, N. L. Brown, and D. A. Rouch. 1991. Molecular characterization of the gor gene encoding glutathione reductase from Pseudomonas aeruginosa: determinants of substrate specificity among pyridine nucleotide-disulphide oxidoreductases. Mol. Microbiol. 5:163-171.
44. 12-Bedürfnis phototropher Schwefelbakterien. Arch. Mikrobiol. 55:245-256.
45. Sambrook, J., E. F. Fritsch, and T. Maniatis. 1989. Molecular cloning: a laboratory manual, 2nd ed. Cold Spring Harbor Laboratory Press, Cold Spring Harbor, N.Y.
46. Singleton, I. 1994. Microbial metabolism of xenobiotics: fundamental and applied research. J. Chem. Technol. Biotechnol. 59:9-23.
47. Smith, M. R. 1990. The biodegradation of aromatic compounds by bacteria. p. 191-206. In C. Ratledge (ed.), Physiology of biodegradative microorganisms. Kluwer Academic Publishers, Dordrecht, The Netherlands.
48. Starovoitov, I. I., G. I. Nefedova, A. M. Yakovlev, A. M. Zyakun, and V. M. Adanin. 1975. Gentisic acid as a microbial oxidation product of naphthalene. Izv. Akad. Nauk. SSSR Ser. Khim. 9:2091-2092.
49. Suarez, M., E. Ferrer, and M. Martin. 1996. Purification and biochemical characterization of gentisate 1,2-dioxygenase from Klebsiella pneumoniae M5a1. FEMS Microbiol. Lett. 143:89-95.
50. Suemori, A., R. Kurane, and N. Tomizuka. 1993. Purification and properties of gentisate 1,2-dioxygenase from Rhodococcus erythropolis S-1. Biosci. Biotechnol. Biochem. 57:1781-1783.
51. Sugiyama, S. I., K. Yano, H. Tanaka, K. Komagata, and K. Arima. 1958. Metabolism of aromatic compounds by bacteria, I. Gentisic acid oxidase and protocatechuic acid oxidases of Pseudomonas avails S-5. J. Gen. Appl. Microbiol. 4:223-240.
52. Takahashi, Y., and T. Nagata. 1992. parB, an auxin-regulated gene encoding glutathione S-transferase. Proc. Natl. Acad. Sci. USA 89:56-59.
53. Vuilleumier, S. 1997. Bacterial glutathione S-transferases: what are they good for? J. Bacteriol. 179:1431-1441.
54. Wheelis, M. L., N. J. Palleroni, and R. Y. Stanier. 1967. The metabolism of aromatic acids by Pseudomonas testosteroni and P. acidovorans. Arch. Mikrobiol. 59:302-314.
55. Yano, K., and K. Arima. 1958. Metabolism of aromatic compounds by bacteria, II. m-hydroxybenzoic acid hydroxylasc A and B; 5-dehydroshikimic acid, a precursor of protocatechuic acid: a new pathway from salicylic acid to gentisic acid. J. Gen. Appl. Microbiol. 4:241-258.