Benzothiazole degradation by Rhodococcus pyridinovorans strain PA: Evidence of a catechol 1,2-dioxygenase activity

Applied and Environmental Microbiology

Volumn 68, Issue 12, 2002, Pages 6114-6120

  Haroune, Nicolas ^a   Combourieu, Bruno ^a   Besse, Pascale ^a   Sancelme, Martine ^a   Reemtsma, Thorsten ^b   Kloepfer, Achim ^b   Diab, Amer ^c   Knapp, Jeremy S ^c   Baumberg, Simon ^c   Delort, Anne Marie ^a  

^a UNIVERSITÉ CLERMONT AUVERGNE   (France)

^b TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^c UNIVERSITY OF LEEDS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; ENZYME KINETICS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; NUCLEAR MAGNETIC RESONANCE; OXIDATION;

ELECTROSPRAY;

BIODEGRADATION;

2 HYDROXYBENZOTHIAZOLE; BENZOTHIAZOLE; BENZOTHIAZOLE DERIVATIVE; CATECHOL 1,2 DIOXYGENASE; CATECHOL 2,3 DIOXYGENASE; CATECHOL DERIVATIVE; UNCLASSIFIED DRUG;

BACTERIUM; BIODEGRADATION; KINETICS;

ARTICLE; BACTERIAL GROWTH; BACTERIAL KINETICS; BACTERIUM MUTANT; CHEMICAL STRUCTURE; ENZYME ACTIVITY; MASS SPECTROMETRY; MICROBIAL DEGRADATION; NONHUMAN; NUCLEOTIDE SEQUENCE; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; RHODOCOCCUS; RHODOCOCCUS PYRIDINOVARANS; RING OPENING;

BENZOTHIAZOLES; BIODEGRADATION, ENVIRONMENTAL; CATECHOL 1,2-DIOXYGENASE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIOXYGENASES; MAGNETIC RESONANCE SPECTROSCOPY; OXYGENASES; RHODOCOCCUS; THIAZOLES;

ACTINOBACTERIA (CLASS); BACTERIA (MICROORGANISMS); RHODOCOCCUS; RHODOCOCCUS PYRIDINIVORANS; UNCULTURED ACTINOMYCETE;

EID: 0036946877     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.68.12.6114-6120.2002     Document Type: Article

References (37)

1. Altschul, S. F., W. M. Gish, W. Miller, E. W. Myers, and D. J. Lipman. 1990. Basic local alignment search tool. J. Mol. Biol. 215:403-410.
2. 15N heteronuclear shift correlation at natural abundance: a tool to study benzothiazole biodegradation by two Rhodococcus strains. Appl. Environ. Microbiol. 67:1412-1417.
3. 1H-NMR. J. Mol. Biocatal. B Enzymes 5:403-409.
4. 19F nuclear magnetic resonance as a tool to investigate microbial degradation of fluorophenols to fluorocatechols and fluoromuconates. Appl. Environ. Microbiol. 64:1256-1263.
5. Brecker, L., and D. W. Ribbons. 2000. Biotransformations monitored in situ by proton nuclear magnetic resonance spectroscopy. Trends Biochem. 18:197-202.
6. Bujdakova, H., K. Kralova, and E. Sidoova. 1994. Antifungal activity of 3-(2-alkylthio-6-benzothiazolylaminomethyl)-2-benzothiazolinethiones in vitro. Pharmazie 49:375-376.
7. Bujdakova, H., T. Kuchta, E. Sidoova, and A. Gvozdjakova. 1993. Anti-Candida activity of four antifungal benzothiazoles. FEMS Microbiol. Lett. 112:329-334.
8. 1H-nuclear magnetic resonance and ionspray mass spectrometry performed directly on the incubation medium. Appl. Environ. Microbiol. 66:3187-3193.
9. 1H nuclear magnetic resonance. Appl. Environ. Microbiol. 64:153-158.
10. 1H NMR. Biodegradation 9:433-442.
11. Dean-Ross, D., J. D. Moody, J. P. Freeman, D. G. Doerge, and C. E. Cerniglia. 2001. Metabolism of anthracene by a Rhodococcus species. FEMS Microbiol. Lett. 204:205-211.
12. Delić, V., D. A. Hopwood, and E. J. Friend. 1971. Mutagenesis by N-methyl-N′-nitro-N-nitrosoguanidine (NTG) in Streptomyces coelicolor. Mutat. Res. 9:167-182.
13. Delort, A. M., and B. Combourieu. 2000. Microbial degradation of xenobiotics, p. 411-430. In J. N. Barbotin and J. C. Portais (ed.), NMR in microbiology: theory and applications. Horizon Scientific, Wymondham, Norfolk, United Kingdom.
14. 1H-NMR study of the biodegradation of xenobiotics: application to heterocyclic compounds. J. Ind. Microbiol. Biotechnol. 26:2-8.
15. De Wever, H., P. Besse, and H. Verachtert. 2001. Microbial transformations of 2-substituted benzothiazoles. Appl. Microbiol. Biotechnol. 57:620-625.
16. De Wever, H., S. de Cort, I. Noots, and H. Verachtert. 1997. Isolation and characterization of Rhodococcus rhodochrous for the degradation of the wastewater component 2-hydroxybenzothiazole. Appl. Microbiol. Biotechnol. 47:458-461.
17. De Wever, H., and H. Verachtert. 1997. Biodegradation and toxicity of benzothiazoles. Water Res. 31:2673-2684.
18. De Wever, H., K. Vereecken, A. Stolz, and H. Verachtert. 1998. Initial transformations in the biodegradation of benzothiazoles by Rhodococcus isolates. Appl. Environ. Microbiol. 64:3270-3274.
19. De Wever, H. 1995. Biodegradability of benzothiazoles. Ph.D. thesis. Katholieke Universiteit Leuven, Leuven, Belgium.
20. Fiehn, O., T. Reemtsma, and M. Jekel. 1994. Extraction and analysis of various benzothiazoles from industrial wastewater. Anal. Chim. Acta 295:297-305.
21. Gaja, M. A., and J. S. Knapp. 1997. The microbial degradation of benzothiazoles. J. Appl. Microbiol. 83:327-334.
22. Gibson, D. T. 1970. Assays of enzymes of aromatic metabolism. Methods Microbiol. 6A:463-478.
23. Gold, L. S., T. H. Slone, B. R. Stern, and L. Bernstein. 1993. Comparison of target organs of carcinogenicity for mutagenic and non-mutagenic chemicals. Mutat. Res. 286:75-100.
24. 1H NMR: a tool to study the fate of pollutants in the environment. C. R. Acad. Sci. Paris Chim. 4:759-763.
25. Hartley, D., and H. Kidd. 1987. The agrochemical handbook. The Royal Society of Chemistry, Nottingham, United Kingdom.
26. 15N heteronuclear shift correlation at natural abundance. J. Nat. Prod. 63:543-585.
27. Meding, B., K. Toren, A. T. Karlberg, S. Hagberg, and K. Wass. 1993. Evaluation of skin symptoms among workers at a Swedish paper mill. Am. J. Ind. Med. 23:721-728.
28. Moody, J. D., J. P. Freeman, D. G. Doerge, and C. E. Cerniglia. 2001. Degradation of phenanthrene and anthracene by cell suspensions of Mycobacterium sp. strain PYR-1. Appl. Environ. Microbiol. 67:1476-1483.
29. Poupin, P., N. Truffaut, B. Combourieu, P. Besse, M. Sancelme, H. Veschambre, and A. M. Delort. 1998. Degradation of morpholine by an environmental strain of Mycobacterium involves a cytochrome P450. Appl. Environ. Microbiol. 64:159-165.
30. Reemtsma, T., O. Fiehn, G. Kalnowski, and M. Jekel. 1995. Microbial transformations and biological effects of fungicide-derived benzothiazoles determined in industrial wastewater. Environ. Sci. Technol. 29:478-485.
31. Reemtsma, T. 2000. Determination of 2-substituted benzothiazoles of industrial use from water by liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Commun. Mass Spectrom. 14:1612-1618.
32. Storm, T., T. Reemtsma, and M. Jekel. 1999. Use of volatile amines as ion pairing agents for the high-performance liquid chromatographic-tandem mass spectrometric determination of aromatic sulfonates in industrial waste-water J. Chromatogr. A 854:175-185.
33. Warhurst, A. M., and C. A. Fewson. 1994. Biotransformations catalysed by the genus Rhodococcus. Crit. Rev. Biotechnol. 14:29-73.
34. Warhurst, A. M., K. F. Clarke, R. A. Hill, R. A. Holt, and C. A. Fewson. 1994. Metabolism of styrene by Rhodococcus rhodochrous NCIMB 13259. Appl. Environ. Microbiol. 60:1137-1145.
35. Warhurst, A. M., K. F. Clarke, R. A. Hill, R. A. Holt, and C. A. Fewson. 1994. Production of catechols and muconic acids from various aromatics by the styrene-degrader Rhodococcus rhodochrous NCIMB 13259. Biotechnol. Lett. 16:513-516.
36. Wegler, R., and L. Eue. 1977. Chemie der Pflanzenschutz- und Schädlings-bekämpfungsmittel, vol. 5. Herbizide. Springer-Verlag, Berlin, Germany.
37. Yoon, J.-H., S.-S. Kang, Y.-G. Cho, S. T. Lee, Y. H. Kho, C.-J. Kim, and Y.-H. Park. 2000. Rhodococcus pyridinivorans sp. nov., a pyridine-degrading bacterium. Int. J. Syst. Evol. Microbiol. 50:2173-2180.