Biotransformation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by a rabbit liver cytochrome P450: Insight into the mechanism of RDX biodegradation by Rhodococcus sp. strain DN22

Applied and Environmental Microbiology

Volumn 69, Issue 3, 2003, Pages 1347-1351

  Bhushan, Bharat ^a   Trott, Sandra ^b   Spain, Jim C ^b   Halasz, Annamaria ^a   Paquet, Louise ^a   Hawari, Jalal ^a  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^b AIR FORCE RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOSYNTHESIS; DENITRIFICATION; ENZYMES; METABOLITES; NUCLEAR MAGNETIC RESONANCE;

BIOTRANSFORMATION;

BIODEGRADATION;

4 NITRO 2,4 DIAZABUTANAL; BUTYRALDEHYDE; CYCLONITE; CYTOCHROME P450 2B; CYTOCHROME P450 INHIBITOR; ISOPROTEIN; LIVER PROTEIN; NITRITE; UNCLASSIFIED DRUG;

BIOTRANSFORMATION;

ANALYSIS; ARTICLE; BACTERIAL CELL; BACTERIAL STRAIN; BIOTRANSFORMATION; CATALYST; CELL FUNCTION; CHEMICAL ANALYSIS; CONTROLLED STUDY; DECOMPOSITION; DEGRADATION; DENITRIFICATION; ELECTRON TRANSPORT; ENZYME ACTIVITY; HYPOTHESIS; INHIBITION KINETICS; NEGATIVE FEEDBACK; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PROTEIN FUNCTION; RABBIT; RHODOCOCCUS;

AEROBIOSIS; ANAEROBIOSIS; ANIMALS; BIODEGRADATION, ENVIRONMENTAL; CYTOCHROME P-450 ENZYME SYSTEM; LIVER; MAGNETIC RESONANCE SPECTROSCOPY; RABBITS; RHODOCOCCUS; RODENTICIDES; TRIAZINES;

ACTINOBACTERIA (CLASS); BACTERIA (MICROORGANISMS); ORYCTOLAGUS CUNICULUS; RHODOCOCCUS; RHODOCOCCUS SP.; UNCULTURED ACTINOMYCETE;

EID: 0345184329     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.69.3.1347-1351.2003     Document Type: Article

References (21)

1. Bhushan, B., A. Halasz, J. Spain, S. Thiboutot, G. Ampleman, and J. Hawari. 2002. Biotransformation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) catalyzed by a NAD(P)H:nitrate oxidoreductase from Aspergillus niger. Environ. Sci. Technol. 36:3104-3108.
2. Binks, P. R., S. Nicklin, and N. C. Bruce. 1995. Degradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by Stenotrophomonas maltophilia PB1. Appl. Environ. Microbiol. 61:1318-1322.
3. Coleman, N. V., D. R. Nelson, and T. Duxbury. 1998. Aerobic biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) as a nitrogen source by a Rhodococcus sp., strain DN22. Soil Biol. Biochem. 30:1159-1167.
4. Coleman, N. V., J. C. Spain, and T. Duxbury. 2002. Evidence that RDX biodegradation by Rhodococcus strain DN22 is plasmid-borne and involves a cytochrome p-450. J. Appl. Microbiol. 93:463-472.
5. Fournier, D., A. Halasz, J. C. Spain, P. Fiurasek, and J. Hawari. 2002. Determination of key metabolites during biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine with Rhodococcus sp. strain DN22. Appl. Environ. Microbiol. 68:166-172.
6. Guengerich, P. F. 2001. Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity. Chem. Res. Toxicol. 14:611-650.
7. Haas, R., E. V. Löw Schreiber, and G. Stork. 1990. Conception for the investigation of contaminated munitions plants. 2. Investigation of former RDX-plants and filling stations. Fresenius J. Anal. Chem. 338:41-45.
8. Halasz, A., J. Spain, L. Paquet, C. Beaulieu, and J. Hawari. 2002. Insights into the formation and degradation of methylenedinitramine during the incubation of RDX with anaerobic sludge. Environ. Sci. Technol. 36:633-638.
9. Hawari, J. 2000. Biodegradation of RDX and HMX: from basic research to field application, p. 277-310. In J. C. Spain, J. B. Hughes, and H.-J. Knackmuss (ed.), Biodegradation of nitroaromatic compounds and explosives, CRC Press, Boca Raton, Fla.
10. Hawari, J., A. Halasz, T. Sheremata, S. Beaudet, C. Groom, L. Paquet, C. Rhofir, G. Ampleman, and S. Thiboutot. 2000. Characterization of metabolites during biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) with municipal anaerobic sludge. Appl. Environ. Microbiol. 66:2652-2657.
11. Karlson, U., D. F. Dwyer, S. W. Hooper, E. R. B. Moore, K. N. Timmis, and L. D. Eltis, 1993. Two independently regulated cytochromes P-450 in a Rhodococcus rhodochrous strain that degrades 2-ethoxyphenol and 4-methoxybenzoate. J. Bacteriol. 175:1467-1474.
12. Kitts, C. L., C. E. Green, R. A. Otley, M. A. Alvarez, and P. J. Unkefer. 2000. Type I nitroreductase in soil enterobacteria reduce TNT (2,4,6-trinitrotoluene) and RDX (hexahydro-1,3,5-trinitro-1,3,5-triazine). Can. J. Microbiol. 46:278-282.
13. McCormick, N. G., J. H. Cornell, and A. M. Kaplan. 1981. Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine. Appl. Environ. Microbiol. 42:817-823.
14. Myler, C. A., and W. Sisk. 1991. Bioremediation of explosives contaminated soils (scientific questions/engineering realities), p. 137-146. In G. S. Sayler, R. Fox, and J. W. Blackburn (ed.), Environmental bio/technology for waste treatment. Plenum Press, New York, N.Y.
15. Oh, B.-T., C. L. Just, and P. J. J. Alvarez. 2001. Hexahydro-1,3,5-trinitro-1,3,5-triazine mineralization by zero-valent iron and mixed anaerobic cultures. Environ. Sci. Technol. 35:4341-4346.
16. Ortiz de Montellano, P. R., and M. A. Correia. 1995. Inhibition of cytochrome P450 enzymes, p. 305-366. In P. R. Ortiz de Montellano (ed.), Cytochrome P450: structure, mechanism and biochemistry, 2nd ed. Plenum Press, New York, N.Y.
17. Owens, J. D., and R. M. Keddie. 1969. The nitrogen nutrition of soil and herbage coryneform bacteria. J. Appl. Bacteriol. 32:338-347.
18. Seth-Smith, H. M. B., S. J. Rosser, A. Basran, E. R. Travis, E. R. Dabbs, S. Nicklin, and N. C. Bruce. 2002. Cloning, sequencing and characterization of the hexahydro-1,3,5-trinitro-triazine degradation gene cluster from Rhodococcus rhodochrous. Appl. Environ. Microbiol. 68:4764-4771.
19. Talmage, S. S., D. M. Opresko, C. J. Maxwel, C. J. E. Welsh, F. M. Cretella, P. H. Reno, and F. B. Daniel. 1999. Nitroaromatic munition compounds: environment effects and screening values. Rev. Environ. Contam. Toxicol. 161:1-156.
20. Young, D. M., C. L. Kitts, P. J. Unkefer, and K. L. Ogden. 1997. Biotransformation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by a prospective consortium and its most effective isolate, Serratia marcescens. Biotechnol. Bioeng. 53:515-522.
21. Zhao, J. S., A. Halasz, L. Paquet, C. Beaulieu, and J. Hawari. 2002. Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine and its mononitroso derivative hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine by Klebsiella pneumoniae strain SCZ-1 isolated from an anaerobic sludge. Appl. Environ. Microbiol. 68:5336-5341.