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Volumn 46, Issue 13, 2012, Pages 7245-7251

Biodegradation of RDX nitroso products MNX and TNX by cytochrome P450 XplA

Author keywords

[No Author keywords available]

Indexed keywords

AEROBIC AND ANAEROBIC CONDITIONS; AEROBIC CONDITION; ANAEROBIC CONDITIONS; ANAEROBIC TRANSFORMATIONS; CYTOCHROME P450; DEGRADATION RATE; NITROAMINES; NITROSO; RDX (HEXAHYDRO-1 ,3 ,5-TRINITRO-1 ,3 ,5-TRIAZINE); REMOVAL RATE; RHODOCOCCUS RHODOCHROUS; RING CLEAVAGE; STOICHIOMETRIC RATIO; TRACE AMOUNTS;

EID: 84863535036     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es3011964     Document Type: Article
Times cited : (30)

References (45)
  • 2
    • 0032789259 scopus 로고    scopus 로고
    • Cytotoxic and genotoxic effects of energetic compounds on bacterial and mammalian cells in vitro
    • Lachance, B.; Robidoux, P. Y.; Hawari, J.; Ampleman, G.; Thiboutot, S.; Sunahara, G. I. Cytotoxic and genotoxic effects of energetic compounds on bacterial and mammalian cells in vitro Mutat. Res. 1999, 444, 25-39
    • (1999) Mutat. Res. , vol.444 , pp. 25-39
    • Lachance, B.1    Robidoux, P.Y.2    Hawari, J.3    Ampleman, G.4    Thiboutot, S.5    Sunahara, G.I.6
  • 5
    • 0035505285 scopus 로고    scopus 로고
    • Hexahydro-1,3,5-trinitro-1,3,5-triazine mineralization by zerovalent iron and mixed anaerobic cultures
    • Oh, B.-T.; Craig, L. J.; Alvarez, P. J. J. Hexahydro-1,3,5-trinitro-1,3, 5-triazine mineralization by zerovalent iron and mixed anaerobic cultures Environ. Sci. Technol. 2001, 35, 4341-4346
    • (2001) Environ. Sci. Technol. , vol.35 , pp. 4341-4346
    • Oh, B.-T.1    Craig, L.J.2    Alvarez, P.J.J.3
  • 6
    • 33847221858 scopus 로고    scopus 로고
    • Role of organically complexed iron(II) species in the reductive transformation of RDX in anoxic environments
    • Kim, D.; Strathmann, T. J. Role of organically complexed iron(II) species in the reductive transformation of RDX in anoxic environments Environ. Sci. Technol. 2007, 41, 1257-1264
    • (2007) Environ. Sci. Technol. , vol.41 , pp. 1257-1264
    • Kim, D.1    Strathmann, T.J.2
  • 7
    • 67249119947 scopus 로고    scopus 로고
    • Hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) reduction is currently mediated by direct electron transfer from hydroquinones and resulting biogenic Fe(II) formed during electron shuttle-amended biodegradation
    • Kwon, M. J.; Finneran, K. T. Hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) reduction is currently mediated by direct electron transfer from hydroquinones and resulting biogenic Fe(II) formed during electron shuttle-amended biodegradation Environ. Eng. Sci. 2009, 26, 961-971
    • (2009) Environ. Eng. Sci. , vol.26 , pp. 961-971
    • Kwon, M.J.1    Finneran, K.T.2
  • 8
    • 22344436909 scopus 로고    scopus 로고
    • Hexahydro-1,3,5-trinitro-1,3,5-triazine transformation by biologically reduced ferrihydrite: Evolution of Fe mineralogy, surface area, and reaction rates
    • Williams, A. G. B.; Gregory, K. B.; Parkin, G. F.; Scherer, M. M. Hexahydro-1,3,5-trinitro-1,3,5-triazine transformation by biologically reduced ferrihydrite: Evolution of Fe mineralogy, surface area, and reaction rates Environ. Sci. Technol. 2005, 39, 5183-5189
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 5183-5189
    • Williams, A.G.B.1    Gregory, K.B.2    Parkin, G.F.3    Scherer, M.M.4
  • 9
    • 0036135808 scopus 로고    scopus 로고
    • Determination of key metabolites during biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) with Rhodococcus sp. strain DN22
    • 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 (RDX) with Rhodococcus sp. strain DN22 Appl. Environ. Microbiol. 2002, 68, 166-172
    • (2002) Appl. Environ. Microbiol. , vol.68 , pp. 166-172
    • Fournier, D.1    Halasz, A.2    Spain, J.3    Fiurasek, P.4    Hawari, J.5
  • 10
    • 0345184329 scopus 로고    scopus 로고
    • Biotransformation of RDX by cytochrome P450 2B4: Insights into the mechanisms of RDX biodegradation by Rhodococcus sp strain DN22
    • Bhushan, B.; Trott, S.; Spain, J. C.; Halasz, A.; Hawari, J. Biotransformation of RDX by cytochrome P450 2B4: Insights into the mechanisms of RDX biodegradation by Rhodococcus sp strain DN22 Appl. Environ. Microbiol. 2003, 69, 1347-1351
    • (2003) Appl. Environ. Microbiol. , vol.69 , pp. 1347-1351
    • Bhushan, B.1    Trott, S.2    Spain, J.C.3    Halasz, A.4    Hawari, J.5
  • 11
    • 36749100010 scopus 로고    scopus 로고
    • Exploring the biochemical properties and remediation applications of the unusual explosive-degrading P450 system XplA/B
    • Jackson, R. G.; Rylot, E.; 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. 2007, 104, 16822-16827
    • (2007) Proc. Natl. Acad. Sci. , vol.104 , pp. 16822-16827
    • Jackson, R.G.1    Rylot, E.2    Fournier, D.3    Hawari, J.4    Bruce, N.C.5
  • 12
    • 78650174435 scopus 로고    scopus 로고
    • Electron shuttle-stimulated RDX mineralization and biological production of 4-nitro-2,4-diazabutanal (NDAB) in RDX-contaminated aquifer material
    • Kwon, M. J.; Finneran, K. T. Electron shuttle-stimulated RDX mineralization and biological production of 4-nitro-2,4-diazabutanal (NDAB) in RDX-contaminated aquifer material Biodegradation 2010, 21, 923-937
    • (2010) Biodegradation , vol.21 , pp. 923-937
    • Kwon, M.J.1    Finneran, K.T.2
  • 13
    • 77955808147 scopus 로고    scopus 로고
    • Microaerophilic degradation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) by three Rhodococcus strains
    • Fuller, M. K.; 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, 313-318
    • (2010) Lett. Appl. Microbiol. , vol.51 , pp. 313-318
    • Fuller, M.K.1    Perreault, N.2    Hawari, J.3
  • 14
    • 47749127412 scopus 로고    scopus 로고
    • The explosive-degrading cytochrome P450 system is highly conserved among strains of Rhodococcus spp
    • 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, 4550-4552
    • (2008) Appl. Environ. Microbiol. , vol.74 , pp. 4550-4552
    • Seth-Smith, H.M.B.1    Edwards, J.2    Rosser, S.J.3    Rathbone, D.A.4    Bruce, N.C.5
  • 15
    • 79961171989 scopus 로고    scopus 로고
    • Isolation and characterization of RDX-degrading Rhodococcus species from a contaminated aquifer
    • Bernstein, A.; Adar, E.; Nejidat, A.; Ronen, Z. Isolation and characterization of RDX-degrading Rhodococcus species from a contaminated aquifer Biodegradation 2011, 22, 997-1005
    • (2011) Biodegradation , vol.22 , pp. 997-1005
    • Bernstein, A.1    Adar, E.2    Nejidat, A.3    Ronen, Z.4
  • 16
    • 0036795043 scopus 로고    scopus 로고
    • Cloning, sequencing, and characterization of the hexahydro-1,3,5- trinitro-1,3,5-triazine degradation gene cluster from Rhodococcus rhodochrous
    • 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, 4764-4771
    • (2002) Appl. Environ. Microbiol. , vol.68 , pp. 4764-4771
    • Seth-Smith, H.M.B.1    Rosser, S.J.2    Basran, A.3    Travis, E.R.4    Dabbs, E.R.5    Nicklin, S.6    Bruce, N.C.7
  • 17
    • 33846448175 scopus 로고    scopus 로고
    • A TaqMan polymerase chain reaction method for monitoring RDX-degrading bacteria based on the XplA functional gene
    • 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. Methods 2007, 68, 267-274
    • (2007) J. Microbiol. Methods , vol.68 , pp. 267-274
    • Indest, K.J.1    Crocker, F.H.2    Athow, R.3
  • 18
    • 0036570152 scopus 로고    scopus 로고
    • Use of liquid chromatography/tandem mass spectrometry to detect distinctive indicators of in situ RDX transformation in contaminated groundwater
    • Beller, H. R.; Tiemeier, K. Use of liquid chromatography/tandem mass spectrometry to detect distinctive indicators of in situ RDX transformation in contaminated groundwater Environ. Sci. Technol. 2002, 36, 2060-2066
    • (2002) Environ. Sci. Technol. , vol.36 , pp. 2060-2066
    • Beller, H.R.1    Tiemeier, K.2
  • 20
    • 0036842011 scopus 로고    scopus 로고
    • 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 Klesiella pneumoniae strain SCZ-1 isolated from an anaerobic sludge. App
    • Zhao, J.-S.; Halasz, A.; Paquet, L.; Beaulieu, C.; Hawari, J. 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 Klesiella pneumoniae strain SCZ-1 isolated from an anaerobic sludge. App Environ. Microbiol. 2002, 68, 5336-5341
    • (2002) Environ. Microbiol. , vol.68 , pp. 5336-5341
    • Zhao, J.-S.1    Halasz, A.2    Paquet, L.3    Beaulieu, C.4    Hawari, J.5
  • 21
    • 43449090442 scopus 로고    scopus 로고
    • Regulation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) metabolism in Shewanella halifaxensis HAW-EB4 by terminal electron acceptors and involvement of c-type cytochrome
    • Zhao, J.-S.; Manno, D.; Hawari, J. Regulation of hexahydro-1,3,5- trinitro-1,3,5-triazine (RDX) metabolism in Shewanella halifaxensis HAW-EB4 by terminal electron acceptors and involvement of c-type cytochrome Microbiology 2008, 154, 1026-1037
    • (2008) Microbiology , vol.154 , pp. 1026-1037
    • Zhao, J.-S.1    Manno, D.2    Hawari, J.3
  • 22
    • 0037098890 scopus 로고    scopus 로고
    • Biotransformation of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) catalyzed by a NAD(P)H: Nitrate oxidoreductase from Aspergillus niger
    • Bhushan, B.; Halasz, A.; Spain, J. C.; Thiboutot, S.; Ampleman, G.; Hawari, J. 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. 2002, 36, 3104-3108
    • (2002) Environ. Sci. Technol. , vol.36 , pp. 3104-3108
    • Bhushan, B.1    Halasz, A.2    Spain, J.C.3    Thiboutot, S.4    Ampleman, G.5    Hawari, J.6
  • 24
    • 33645118441 scopus 로고    scopus 로고
    • Effect of iron(III), humic acids and anthraquinone-2,6-disulfonate on biodegradation of cyclic nitramines by Clostridium sp. EDB2
    • Bhushan, B.; Halasz, A.; Hawari, J. Effect of iron(III), humic acids and anthraquinone-2,6-disulfonate on biodegradation of cyclic nitramines by Clostridium sp. EDB2 J. Appl. Microbiol. 2006, 100, 555-563
    • (2006) J. Appl. Microbiol. , vol.100 , pp. 555-563
    • Bhushan, B.1    Halasz, A.2    Hawari, J.3
  • 25
    • 78650272383 scopus 로고    scopus 로고
    • Biodegradation of RDX and MNX with Rhodococcus sp. strain DN22: New insight into the degradation pathway
    • Halasz, A.; Manno, D.; Strand, S. E.; Bruce, N. C.; Hawari, J. Biodegradation of RDX and MNX with Rhodococcus sp. strain DN22: New insight into the degradation pathway Environ. Sci. Technol. 2010, 44, 9330-9336
    • (2010) Environ. Sci. Technol. , vol.44 , pp. 9330-9336
    • Halasz, A.1    Manno, D.2    Strand, S.E.3    Bruce, N.C.4    Hawari, J.5
  • 26
    • 43549088308 scopus 로고    scopus 로고
    • Effect of two major N -nitroso hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) metabolites on earthworm reproductive success
    • Zhang, B.; Cox, S. B.; McMurry, S. T.; Jackson, W. A.; Cobb, G. P.; Anderson, T. A. Effect of two major N -nitroso hexahydro-1,3,5-trinitro-1,3,5- triazine (RDX) metabolites on earthworm reproductive success Environ. Pollut. 2008, 153, 658-667
    • (2008) Environ. Pollut. , vol.153 , pp. 658-667
    • Zhang, B.1    Cox, S.B.2    McMurry, S.T.3    Jackson, W.A.4    Cobb, G.P.5    Anderson, T.A.6
  • 28
    • 33748337541 scopus 로고    scopus 로고
    • Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine by novel fungi isolated from unexploded ordnance contaminated marine sediment
    • Bhatt, M.; Zhao, J.-S.; Halasz, A.; Hawari, J. Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine by novel fungi isolated from unexploded ordnance contaminated marine sediment J. Ind. Microbiol. Biotechnol. 2006, 33, 850-858
    • (2006) J. Ind. Microbiol. Biotechnol. , vol.33 , pp. 850-858
    • Bhatt, M.1    Zhao, J.-S.2    Halasz, A.3    Hawari, J.4
  • 30
    • 79961164963 scopus 로고    scopus 로고
    • Analysis of the key intermediates of RDX (hexahydro-1,3,5-trinitro-1,3,5- triazine) in groundwater: Occurrence, stability and preservation
    • 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, 2304-2311
    • (2011) J. Environ. Monit. , vol.13 , pp. 2304-2311
    • Paquet, L.1    Monteil-Rivera, F.2    Hatzinger, P.B.3    Fuller, M.E.4    Hawari, J.5
  • 31
    • 0037084233 scopus 로고    scopus 로고
    • Insights into the formation and degradation mechanisms of methylenedinitramine during the incubation of RDX with anaerobic sludge
    • Halasz, A.; Spain, J.; Paquet, L.; Beaulieu, C.; Hawari, J. Insights into the formation and degradation mechanisms of methylenedinitramine during the incubation of RDX with anaerobic sludge Environ. Sci. Technol. 2002, 36, 633-638
    • (2002) Environ. Sci. Technol. , vol.36 , pp. 633-638
    • Halasz, A.1    Spain, J.2    Paquet, L.3    Beaulieu, C.4    Hawari, J.5
  • 32
    • 33845555563 scopus 로고
    • Energetics and mechanisms for reactions involving nitrosamide, hydroxydiazenes, and diimide N -oxides
    • Casewit, C. J.; Goddard, W. A., III Energetics and mechanisms for reactions involving nitrosamide, hydroxydiazenes, and diimide N -oxides J. Am. Chem. Soc. 1982, 104, 3280-3287
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 3280-3287
    • Casewit, C.J.1    Goddard III, W.A.2
  • 33
    • 0027184205 scopus 로고
    • Oxidation of nitric oxide in aqueous solution to nitrite but not nitrate: Comparison with enzymatically formed nitric oxide from L-arginine
    • Ignarro, L. J.; Fukuto, J. M.; Griscavage, J. M.; Rogers, N. E.; Byrns, R. E. Oxidation of nitric oxide in aqueous solution to nitrite but not nitrate: Comparison with enzymatically formed nitric oxide from L-arginine Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 8103-8107
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 8103-8107
    • Ignarro, L.J.1    Fukuto, J.M.2    Griscavage, J.M.3    Rogers, N.E.4    Byrns, R.E.5
  • 34
    • 0027588818 scopus 로고
    • Autoxidation of NO in aqueous solution
    • Awad, H. H.; Stanbury, D. M. Autoxidation of NO in aqueous solution Int. J. Chem. Kinet. 1993, 25, 375-381
    • (1993) Int. J. Chem. Kinet. , vol.25 , pp. 375-381
    • Awad, H.H.1    Stanbury, D.M.2
  • 35
    • 0034973773 scopus 로고    scopus 로고
    • Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity
    • Guengerich, F. P. Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity Chem. Res. Toxicol. 2001, 14, 611-650
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 611-650
    • Guengerich, F.P.1
  • 36
    • 0012221203 scopus 로고    scopus 로고
    • Interactions between superoxide and nitric oxide: Implications in DNA damage and mutagenesis
    • Jourd'heuil, D.; Kang, D.; Grisham, M. B. Interactions between superoxide and nitric oxide: Implications in DNA damage and mutagenesis Front. Biosci. 1997, 2, d189-196
    • (1997) Front. Biosci. , vol.2 , pp. 189-196
    • Jourd'Heuil, D.1    Kang, D.2    Grisham, M.B.3
  • 39
    • 1442294111 scopus 로고    scopus 로고
    • Metabolism of hexahydro-1,3,5-trinitro-1,3,5-triazine through initial reduction to hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine followed by denitration in Clostridium bifermentans HAW-1
    • Zhao, J.-S.; Paquet, L.; Halasz, A.; Hawari, J. Metabolism of hexahydro-1,3,5-trinitro-1,3,5-triazine through initial reduction to hexahydro-1-nitroso-3,5-dinitro-1,3,5-triazine followed by denitration in Clostridium bifermentans HAW-1 Appl. Microbiol. Biotechnol. 2003, 63, 187-193
    • (2003) Appl. Microbiol. Biotechnol. , vol.63 , pp. 187-193
    • Zhao, J.-S.1    Paquet, L.2    Halasz, A.3    Hawari, J.4
  • 40
    • 84863503387 scopus 로고    scopus 로고
    • Degradation routes of RDX in various redox systems
    • Tratnyek, P. Grundl, T.J. Haderlein, S. American Chemical Society: Washington, DC, Vol.
    • Halasz, A.; Hawari, J. Degradation routes of RDX in various redox systems. In Aquatic Redox Chemistry, ACS Symposium Series; Tratnyek, P.; Grundl, T.J.; Haderlein, S., Eds.; American Chemical Society: Washington, DC, 2011; Vol. 1071, pp 441-462.
    • (2011) Aquatic Redox Chemistry ACS Symposium Series , vol.1071 , pp. 441-462
    • Halasz, A.1    Hawari, J.2
  • 41
    • 0036977549 scopus 로고    scopus 로고
    • The first controlled reduction of the high explosive RDX
    • McHugh, C. J.; Smith, W. E.; Lacey, R.; Graham, D. The first controlled reduction of the high explosive RDX Chem. Commun. 2002, 21, 2514-2515
    • (2002) Chem. Commun. , vol.21 , pp. 2514-2515
    • McHugh, C.J.1    Smith, W.E.2    Lacey, R.3    Graham, D.4
  • 42
    • 0036386376 scopus 로고    scopus 로고
    • Diaphorase catalyzed biotransformation of RDX via N-denitration mechanism
    • Bhushan, B.; Halasz, A.; Spain, J. C.; Hawari, J. Diaphorase catalyzed biotransformation of RDX via N-denitration mechanism Biochem. Biophys. Res. Commun. 2002, 296, 779-784
    • (2002) Biochem. Biophys. Res. Commun. , vol.296 , pp. 779-784
    • Bhushan, B.1    Halasz, A.2    Spain, J.C.3    Hawari, J.4
  • 43
    • 55349095420 scopus 로고    scopus 로고
    • Compound-specific isotope analysis of RDX and stable isotope fractionation during aerobic and anaerobic biodegradation
    • 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, 7772-7777
    • (2008) Environ. Sci. Technol. , vol.42 , pp. 7772-7777
    • Bernstein, A.1    Ronen, Z.2    Adar, E.3    Nativ, R.4    Lowag, H.5    Stichler, W.6    Meckenstock, R.U.7
  • 44
    • 2942627079 scopus 로고    scopus 로고
    • Compound-specific stable isotope analysis of organic contaminants in natural environments: A critical review of the state of the art, prospects, and future challenges
    • Schmidt, T. C.; Zwank, L.; Elsner, M.; Berg, M.; Meckenstock, R. U.; Haderlein, S. B. Compound-specific stable isotope analysis of organic contaminants in natural environments: a critical review of the state of the art, prospects, and future challenges Anal. Bioanal. Chem. 2004, 378, 283-300
    • (2004) Anal. Bioanal. Chem. , vol.378 , pp. 283-300
    • Schmidt, T.C.1    Zwank, L.2    Elsner, M.3    Berg, M.4    Meckenstock, R.U.5    Haderlein, S.B.6


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