Insight on RDX degradation mechanism by rhodococcus strains using 13C and 15N kinetic isotope effects

Environmental Science and Technology

Volumn 47, Issue 1, 2013, Pages 479-484

  Bernstein, Anat ^a   Ronen, Zeev ^a   Gelman, Faina ^b  

^a BEN GURION UNIVERSITY OF THE NEGEV   (Israel)

^b GEOLOGICAL SURVEY OF ISRAEL   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

BOND CLEAVAGES; CYTOCHROME P450; ENVIRONMENTAL STUDIES; GAINING INSIGHTS; HEXAHYDRO-1 ,3 ,5-TRINITRO-1 ,3 ,5-TRIAZINE; ISOTOPE EFFECT; KINETIC ISOTOPE EFFECTS; RATE-LIMITING STEPS; RDX DEGRADATION; RHODOCOCCUS;

CARRIER MOBILITY; DEGRADATION; GROUNDWATER; KINETICS; NITROGEN REMOVAL;

ISOTOPES;

1,3,5 TRINITRO 1,3,5 TRIAZINE; CARBON 13; GROUND WATER; NITROGEN 15; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

BACTERIUM; BIODEGRADATION; CARBON ISOTOPE; CHEMICAL BONDING; CYTOCHROME; DENITRIFICATION; ISOTOPIC ANALYSIS; NITROGEN ISOTOPE; REACTION KINETICS;

AEROBIC METABOLISM; ARTICLE; BACTERIAL STRAIN; BACTERIUM ISOLATE; BIOREMEDIATION; DENITRIFICATION; MICROBIAL KINETICS; NONHUMAN; RHODOCOCCUS; SOIL POLLUTION; WATER CONTAMINATION;

BIODEGRADATION, ENVIRONMENTAL; CARBON ISOTOPES; EXPLOSIVE AGENTS; KINETICS; NITROGEN ISOTOPES; RHODOCOCCUS; SOIL POLLUTANTS; TRIAZINES; WATER POLLUTANTS, CHEMICAL;

RHODOCOCCUS;

EID: 84871766532     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es302691g     Document Type: Article

References (30)

1. Bernstein, A.; Ronen, Z., Biodegradation of the Explosives TNT, RDX and HMX. Microbial Degradation of Xenobiotics; Singh, S. N., Ed.; Springer: Berlin Heidelberg, 2012; pp 135-176.
2. Fournier, D.; Halasz, A.; Spain, J.; Fiurasek, P.; Hawari, J. Determination of key metabolites during biodegradation of hexahydro-1,3,5- Trinitro-1,3,5-triazine with Rhodococcus sp. strain DN22 Appl. Environ. Microbiol. 2002, 68 (1) 166-172
3. Seth-Smith, H. M. B.; Edwards, J.; Rosser, S. J.; Rathbone, D. A.; Bruce, N. C. The explosive-degrading cytochrome P450 system is highly conserved among strains of Rhodococcus spp Appl. Environ. Microbiol. 2008, 74 (14) 4550-4552
4. Nejidat, A.; Kafka, L.; Tekoah, Y.; Ronen, Z. Effect of organic and inorganic nitrogenous compounds on RDX degradation and cytochrome P-450 expression in Rhodococcus strain YH1 Biodegradation 2008, 19 (3) 313-320
5. Rylott, E. L.; Jackson, R. G.; Sabbadin, F.; Seth-Smith, H. M. B.; Edwards, J.; Chong, C. S.; Strand, S. E.; Grogan, G.; Bruce, N. C. The explosive-degrading cytochrome P450 XplA: Biochemistry, structural features and prospects for bioremediation BBA-Proteins & Proteomics 2011, 1814 (1) 230-236
6. Coleman, N. V.; Spain, J. C.; Duxbury, T. Evidence that RDX biodegradation by Rhodococcus strain DN22 is plasmid-borne and involves a cytochrome P450 J. Appl. Microbiol. 2002, 93 (3) 463-472
7. Indest, K. J.; Crocker, F. H.; Athow, R. A TaqMan polymerase chain reaction method for monitoring RDX-degrading bacteria based on the xplA functional gene J. Microbiol. Meth. 2007, 68 (2) 267-274
8. Jackson, R. G.; Rylott, E. L.; Fournier, D.; Hawari, J.; Bruce, N. C. Exploring the biochemical properties and remediation applications of the unusual explosive-degrading P450 system XplA/B Proc. Natl. Acad. Sci. U. S. A. 2007, 104 (43) 16822-16827
9. 15N-stable isotope probing Environ. Sci. Technol. 2009, 43 (7) 2505-2511
10. Seth-Smith, H. M. B.; Rosser, S. J.; Basran, A.; Travis, E. R.; Dabbs, E. R.; Nicklin, S.; Bruce, N. C. Cloning, sequencing, and characterization of the hexahydro-1,3,5-trinitro-1,3,5-triazine degradation gene cluster from Rhodococcus rhodochrous Appl. Environ. Microbiol. 2002, 68 (10) 4764-4771
11. Brenner, A.; Ronen, Z.; Harel, Y.; Abeliovich, A. Use of hexahydro-1,3,5-trinitro-1,3,5-triazine as a nitrogen source in biological treatment of munitions wastes Water Environ. Res. 2000, 72 (4) 469-475
12. Bernstein, A.; Adar, E.; Nejidat, A.; Ronen, Z. Isolation and characterization of RDX-degrading Rhodococcus species from a contaminated aquifer Biodegradation 2011, 22 (5) 997-1005
13. Hawari, J.; Beaudet, S.; Halasz, A.; Thiboutot, S.; Ampleman, G. Microbial degradation of explosives: Biotransformation versus mineralization Appl. Microbiol. Biotechnol. 2000, 54 (5) 605-618
14. Bhushan, B.; Trott, S.; Spain, J. C.; Halasz, A.; Paquet, L.; Hawari, J. 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 Appl. Environ. Microbiol. 2003, 69 (3) 1347-1351
15. Halasz, A.; Manno, D.; Strand, S. E.; Bruce, N. C.; Hawari, J. Biodegradation of RDX and MNX with Rhodococcus sp. Strain DN22: New insights into the degradation pathway Environ. Sci. Technol. 2010, 44 (24) 9330-9336
16. Balakrishnan, V. K.; Halasz, A.; Hawari, J. Alkaline hydrolysis of the cyclic nitramine explosives RDX, HMX, and CL-20: New insights into degradation pathways obtained by the observation of novel intermediates Environ. Sci. Technol. 2003, 37 (9) 1838-1843
17. Elsner, M.; Zwank, L.; Hunkeler, D.; Schwarzenbach, R. P. A new concept linking observable stable isotope fractionation to transformation pathways of organic pollutants Environ. Sci. Technol. 2005, 39 (18) 6896-6916
18. Bernstein, A.; Ronen, Z.; Adar, E.; Nativ, R.; Lowag, H.; Stichler, W.; Meckenstock, R. U. Compound-specific isotope analysis of RDX and stable isotope fractionation during aerobic and anaerobic biodegradation Environ. Sci. Technol. 2008, 42 (21) 7772-7777
19. Zwank, L.; Berg, M.; Elsner, M.; Schmidt, T. C.; Schwarzenbach, R. P.; Haderlein, S. B. New evaluation scheme for two-dimensional isotope analysis to decipher biodegradation processes: Application to groundwater contamination by MTBE Environ. Sci. Technol. 2005, 39 (4) 1018-1029
20. Meyer, A. H.; Penning, H.; Elsner, M. C and N isotope fractionation suggests similar mechanisms of microbial atrazine transformation despite involvement of different enzymes (AtzA and TrzN) Environ. Sci. Technol. 2009, 43 (21) 8079-8085
21. Nijenhuis, I.; Andert, J.; Beck, K.; Kästner, M.; Diekert, G.; Richnow, H.-H. Stable isotope fractionation of tetrachloroethene during reductive dechlorination by Sulfurospirillum multivorans and Desulfitobacterium sp. strain PCE-S and abiotic reactions with cyanocobalamin Appl. Environ. Microbiol. 2005, 71 (7) 3413-3419
22. Kampara, M.; Thullner, M.; Richnow, H. H.; Harms, H.; Wick, L. Y. Impact of bioavailability restrictions on microbially induced stable isotope fractionation. 2. Experimental evidence Environ. Sci. Technol. 2008, 42 (17) 6552-6558
23. Northrop, D. B. The expression of isotope effects on enzyme-catalyzed reactions Annu. Rev. Biochem. 1981, 50, 103-131
24. U.S. EPA, Nitroaromatics and Nitramines by High Performance Liquid Chromatography (HPLC), Second update SW-846 Method 8330. U.S. Environmental Protection Agency: Washington, DC, 1994.
25. Gelman, F.; Kotlyar, A.; Chiguala, D.; Ronen, Z. Precise and accurate compound-specific carbon and nitrogen isotope analysis of RDX by GC-IRMS Int. J. Environ. Anal. Chem. 2011, 91 (14) 1392-1400
26. Cichocka, D.; Imfeld, G.; Richnow, H.-H.; Nijenhuis, I. Variability in microbial carbon isotope fractionation of tetra- and trichloroethene upon reductive dechlorination Chemosphere 2008, 71 (4) 639-648
27. Fuller, M. E.; Perreault, N.; Hawari, J. Microaerophilic degradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by three Rhodococcus strains Lett. Appl. Microbiol. 2010, 51 (3) 313-318
28. Morasch, B.; Richnow, H. H.; Schink, B.; Meckenstock, R. U. Stable hydrogen and carbon isotope fractionation during microbial toluene degradation: Mechanistic and environmental aspects Appl. Environ. Microbiol. 2001, 67 (10) 4842-4849
29. Morasch, B.; Richnow, H. H.; Vieth, A.; Schink, B.; Meckenstock, R. U. Stable isotope fractionation caused by glycyl radical enzymes during bacterial degradation of aromatic compounds Appl. Environ. Microbiol. 2004, 70 (5) 2935-2940
30. Paquet, L.; Monteil-Rivera, F.; Hatzinger, P. B.; Fuller, M. E.; Hawari, J. Analysis of the key intermediates of RDX (hexahydro-1,3,5-trinitro-1,3,5- triazine) in groundwater: Occurrence, stability and preservation J. Environ. Monit.. 2011, 13 (8) 2304-2311