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Volumn 43, Issue 13, 2009, Pages 4995-5000

Polarizability and spin density correlate with the relative anaerobic biodegradability of alkylaromatic hydrocarbons

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL BENZENE; ALKYLAROMATIC HYDROCARBONS; ANAEROBIC BIODEGRADABILITY; ANAEROBIC BIODEGRADATION; ANAEROBIC ENVIRONMENT; BENZYL RADICALS; CONTAMINATED AQUIFER; FUMARATE; GAUSSIAN; ISOPROPYLBENZENE; P-VALUES; PARENT COMPOUNDS; POLARIZABILITY; RELATIVE RATES; SPIN DENSITIES; STABLE RADICALS; SULFATE-REDUCING CONDITIONS;

EID: 67649977554     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es9003558     Document Type: Article
Times cited : (4)

References (47)
  • 1
    • 0344011969 scopus 로고    scopus 로고
    • Biological activity in the deep subsurface and the origin of heavy oil
    • DOI 10.1038/nature02134
    • Head, I. M.; Jones, D. M.; Larter, S. R. Biological activity in the deep subsurface and the origin of heavy oil. Nature 2003, 426 (6964), 344-352. (Pubitemid 37463157)
    • (2003) Nature , vol.426 , Issue.6964 , pp. 344-352
    • Head, I.M.1    Jones, D.M.2    Larter, S.R.3
  • 2
    • 17144470783 scopus 로고    scopus 로고
    • The microbiology of hydrocarbon degradation in subsurface petroleum reservoirs: Perspectives and prospects
    • DOI 10.1016/S0923-2508(03)00086-X
    • Röling, W. F. M.; Head, I. M.; Larter, S. R. The microbiology of hydrocarbon degradation in subsurface petroleum reservoirs: perspectives and prospects. Res. Microbiol. 2003, 154 (5), 321-328. (Pubitemid 36776766)
    • (2003) Research in Microbiology , vol.154 , Issue.5 , pp. 321-328
    • Roling, W.F.M.1    Head, I.M.2    Larter, S.R.3
  • 3
    • 49449088930 scopus 로고    scopus 로고
    • Anaerobic biodegradation of aromatic hydrocarbons: Pathways and prospects
    • Foght, J. Anaerobic biodegradation of aromatic hydrocarbons: Pathways and prospects. J. Mol. Microbiol. Biotechnol. 2008, 15 (2-3), 93-120.
    • (2008) J. Mol. Microbiol. Biotechnol. , vol.15 , Issue.2-3 , pp. 93-120
    • Foght, J.1
  • 4
    • 34047131372 scopus 로고    scopus 로고
    • Adding handles to unhandy substrates: Anaerobic hydrocarbon activation mechanisms
    • DOI 10.1016/j.cbpa.2007.02.027, PII S1367593107000269
    • Heider, J. Adding handles to unhandy substrates: anaerobic hydrocarbon activation mechanisms. Curr. Opin. Chem. Biol. 2007, 11 (2), 188-194. (Pubitemid 46528370)
    • (2007) Current Opinion in Chemical Biology , vol.11 , Issue.2 , pp. 188-194
    • Heider, J.1
  • 5
    • 27644514544 scopus 로고    scopus 로고
    • Biodegradation of hydrocarbons under anoxic conditions
    • Ollivier, B., Magot, M., Eds.; ASM Press: Washington, DC
    • Rabus, R. F., Biodegradation of hydrocarbons under anoxic conditions. In Petroleum Microbiology; Ollivier, B., Magot, M., Eds.; ASM Press: Washington, DC, 2005; pp 277-299.
    • (2005) Petroleum Microbiology , pp. 277-299
    • Rabus, R.F.1
  • 6
    • 2542468833 scopus 로고    scopus 로고
    • Anaerobic degradation of monoaromatic hydrocarbons
    • Chakraborty, R.; Coates, J. D. Anaerobic degradation of monoaromatic hydrocarbons. Appl. Microbiol. Biotechnol. 2004, 64 (4), 437-446.
    • (2004) Appl. Microbiol. Biotechnol. , vol.64 , Issue.4 , pp. 437-446
    • Chakraborty, R.1    Coates, J.D.2
  • 7
    • 9444221318 scopus 로고    scopus 로고
    • Anaerobic hydrocarbon biodegradation and the prospects for microbial enhanced energy production
    • Suflita, J. M.; Davidova, I. A.; Gieg, L. M.; Nanny, M.; Prince, R. C., Anaerobic hydrocarbon biodegradation and the prospects for microbial enhanced energy production. In Pet. Biotechnol.: Dev. Perspect., 2004; Vol.151, pp 283-305.
    • (2004) Pet. Biotechnol.: Dev. Perspect. , vol.151 , pp. 283-305
    • Suflita, J.M.1    Davidova, I.A.2    Gieg, L.M.3    Nanny, M.4    Prince, R.C.5
  • 8
    • 0035370088 scopus 로고    scopus 로고
    • Anaerobic biodegradation of saturated and aromatic hydrocarbons
    • DOI 10.1016/S0958-1669(00)00209-3
    • Widdel, F.; Rabus, R. Anaerobic biodegradation of saturated and aromatic hydrocarbons. Curr. Opin. Biotechnol. 2001, 12 (3), 259-276. (Pubitemid 32524338)
    • (2001) Current Opinion in Biotechnology , vol.12 , Issue.3 , pp. 259-276
    • Widdel, F.1    Rabus, R.2
  • 10
    • 0037227154 scopus 로고    scopus 로고
    • Biodegradation of an alicyclic hydrocarbon by a sulfate-reducing enrichment from a gas condensate-contaminated aquifer
    • DOI 10.1128/AEM.69.1.434-443.2003
    • Rios-Hernandez, L. A.; Gieg, L. M.; Suflita, J. M. Biodegradation of an alicyclic hydrocarbon by a sulfate-reducing enrichment from a gas condensate-contaminated aquifer. Appl. Environ. Microbiol. 2003, 69 (1), 434-443. (Pubitemid 36077505)
    • (2003) Applied and Environmental Microbiology , vol.69 , Issue.1 , pp. 434-443
    • Rios-Hernandez, L.A.1    Gieg, L.M.2    Suflita, J.M.3
  • 11
    • 29144499457 scopus 로고    scopus 로고
    • Stable isotopic studies of n-alkane metabolism by a sulfate-reducing bacterial enrichment culture
    • DOI 10.1128/AEM.71.12.8174-8182.2005
    • Davidova, I. A.; Gieg, L. M.; Nanny, M.; Kropp, K. G.; Suflita, J. M. Stable isotopic studies of n-alkane metabolism by a sulfate-reducing bacterial enrichment culture. Appl. Environ. Microbiol. 2005, 71 (12), 8174-8182. (Pubitemid 41803942)
    • (2005) Applied and Environmental Microbiology , vol.71 , Issue.12 , pp. 8174-8182
    • Davidova, I.A.1    Gieg, L.M.2    Nanny, M.3    Kropp, K.G.4    Suflita, J.M.5
  • 15
    • 0347033276 scopus 로고    scopus 로고
    • Anaerobic degradation of ethylbenzene by a new type of marine sulfate-reducing bacterium
    • DOI 10.1128/AEM.69.2.760-768.2003
    • Kniemeyer, O.; Fischer, T.; Wilkes, H.; Glockner, F. O.; Widdel, F. Anaerobic degradation of ethylbenzene by a new type of marine sulfate-reducing bacterium. Appl. Environ. Microbiol. 2003, 69 (2), 760-768. (Pubitemid 36204801)
    • (2003) Applied and Environmental Microbiology , vol.69 , Issue.2 , pp. 760-768
    • Kniemeyer, O.1    Fischer, T.2    Wilkes, H.3    Glockner, F.O.4    Widdell, F.5
  • 16
    • 2442653147 scopus 로고    scopus 로고
    • Stable isotope fractionation caused by glycyl radical enzymes during bacterial degradation of aromatic compounds
    • DOI 10.1128/AEM.70.5.2935-2940.2004
    • 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. (Pubitemid 38657812)
    • (2004) Applied and Environmental Microbiology , vol.70 , Issue.5 , pp. 2935-2940
    • Morasch, B.1    Richnow, H.H.2    Vieth, A.3    Schink, B.4    Meckenstock, R.U.5
  • 17
    • 3142628113 scopus 로고    scopus 로고
    • Degradation of o-xylene and m-xylene by a novel sulfate-reducer belonging to the genus Desulfotomaculum
    • DOI 10.1007/s00203-004-0672-6
    • Morasch, B.; Schink, B.; Tebbe, C. C.; Meckenstock, R. U. Degradation of o-xylene andm-xylene by a novel sulfate-reducer belonging to the genus Desulfotomaculum. Arch. Microbiol. 2004, 181 (6), 407-417. (Pubitemid 38903465)
    • (2004) Archives of Microbiology , vol.181 , Issue.6 , pp. 407-417
    • Morasch, B.1    Schink, B.2    Tebbe, C.C.3    Meckenstock, R.U.4
  • 18
    • 0031694029 scopus 로고    scopus 로고
    • Initial reactions of anaerobic metabolism of alkylbenzenes in denitrifying and sulfate-reducing bacteria
    • DOI 10.1007/s002030050656
    • Rabus, R.; Heider, J. Initial reactions of anaerobic metabolism of alkylbenzenes in denitrifying and sulfate reducing bacteria. Arch. Microbiol. 1998, 170 (5), 377-384. (Pubitemid 28458136)
    • (1998) Archives of Microbiology , vol.170 , Issue.5 , pp. 377-384
    • Rabus, R.1    Heider, J.2
  • 22
    • 0036712646 scopus 로고    scopus 로고
    • Detection of anaerobic metabolites of saturated and aromatic hydrocarbons in petroleum-contaminated aquifers
    • DOI 10.1021/es0205333
    • Gieg, L. M.; Suflita, J. M. Detection of anaerobic metabolites of saturated and aromatic hydrocarbons in petroleum-contaminated aquifers. Environ. Sci. Technol. 2002, 36 (17), 3755-3762. (Pubitemid 35006329)
    • (2002) Environmental Science and Technology , vol.36 , Issue.17 , pp. 3755-3762
    • Gieg, L.M.1    Suflita, J.M.2
  • 23
    • 49749095645 scopus 로고    scopus 로고
    • Comparative assessments of benzene, toluene, and xylene natural attenuation by quantitative polymerase chain reaction analysis of a catabolic gene, signature metabolites, and compound-specific isotope analysis
    • Beller, H. R.; Kane, S. R.; Legler, T. C.; McKelvie, J. R.; Lollar, B. S.; Pearson, F.; Balser, L.; MacKay, D. M. Comparative assessments of benzene, toluene, and xylene natural attenuation by quantitative polymerase chain reaction analysis of a catabolic gene, signature metabolites, and compound-specific isotope analysis. Environ. Sci. Technol. 2008, 42 (16), 6065-6072.
    • (2008) Environ. Sci. Technol. , vol.42 , Issue.16 , pp. 6065-6072
    • Beller, H.R.1    Kane, S.R.2    Legler, T.C.3    McKelvie, J.R.4    Lollar, B.S.5    Pearson, F.6    Balser, L.7    MacKay, D.M.8
  • 24
    • 34047154701 scopus 로고    scopus 로고
    • Metabolic indicators of anaerobic hydrocarbon biodegradation in petroleum-laden environments
    • Ollivier, B., Magot, M., Eds.; ASM Press: Washington, DC
    • Gieg, L. M.; Suflita, J. M., Metabolic indicators of anaerobic hydrocarbon biodegradation in petroleum-laden environments. In Petroleum Microbiology; Ollivier, B., Magot, M., Eds.; ASM Press: Washington, DC, 2005; pp 337-356.
    • (2005) Petroleum Microbiology , pp. 337-356
    • Gieg, L.M.1    Suflita, J.M.2
  • 25
    • 0036793087 scopus 로고    scopus 로고
    • In situ transformation of deuterated toluene and xylene to benzylsuccinic acid analogues in BTEX-contaminated aquifers
    • Reusser, D. E.; Istok, J. D.; Beller, H. R.; Field, J. A. In situ transformation of deuterated toluene and xylene to benzylsuccinic acid analogues in BTEX-contaminated aquifers. Environ. Sci. Technol. 2002, 36 (19), 4127-4134.
    • (2002) Environ. Sci. Technol. , vol.36 , Issue.19 , pp. 4127-4134
    • Reusser, D.E.1    Istok, J.D.2    Beller, H.R.3    Field, J.A.4
  • 26
    • 0031680541 scopus 로고    scopus 로고
    • Analysis of the novel benzylsuccinate synthase reaction for anaerobic toluene activation based on structural studies of the product
    • Beller, H. R.; Spormann, A. M. Analysis of the novel benzylsuccinate synthase reaction for anaerobic toluene activation based on structural studies of the product. J. Bacteriol. 1998, 180 (20), 5454-5457. (Pubitemid 28471545)
    • (1998) Journal of Bacteriology , vol.180 , Issue.20 , pp. 5454-5457
    • Beller, H.R.1    Spormann, A.M.2
  • 27
    • 0030036363 scopus 로고    scopus 로고
    • Evidence that anaerobic oxidation of toluene in the denitrifying bacterium Thauera aromatica is initiated by formation of benzylsuccinate from toluene and fumarate
    • Biegert, T.; Fuchs, G.; Heider, F. Evidence that anaerobic oxidation of toluene in the denitrifying bacterium Thauera aromatica is initiated by formation of benzylsuccinate from toluene and fumarate. Eur. J. Biochem. 1996, 238 (3), 661-668. (Pubitemid 26235105)
    • (1996) European Journal of Biochemistry , vol.238 , Issue.3 , pp. 661-668
    • Biegert, T.1    Fuchs, G.2    Heider, J.3
  • 28
    • 0031024020 scopus 로고    scopus 로고
    • Anaerobic activation of toluene and o-xylene by addition to fumarate in denitrifying strain T
    • Beller, H. R.; Spormann, A. M. Anaerobic activation of toluene and o-xylene by addition to fumarate in denitrifying strain T. J. Bacteriol. 1997, 179 (3), 670-676. (Pubitemid 27051819)
    • (1997) Journal of Bacteriology , vol.179 , Issue.3 , pp. 670-676
    • Beller, H.R.1    Spormann, A.M.2
  • 29
    • 0035918166 scopus 로고    scopus 로고
    • A Stable Organic Free Radical in Anaerobic Benzylsuccinate Synthase of Azoarcus sp. Strain T
    • DOI 10.1074/jbc.M009453200
    • Krieger, C. J.; Roseboom, W.; Albracht, S. P. J.; Spormann, A. M. A stable organic free radical in anaerobic benzylsuccinate synthase of Azoarcus sp strain T. J. Biol. Chem. 2001, 276 (16), 12924-12927. (Pubitemid 37385214)
    • (2001) Journal of Biological Chemistry , vol.276 , Issue.16 , pp. 12924-12927
    • Krieger, C.J.1    Roseboom, W.2    Albracht, S.P.J.3    Spormann, A.M.4
  • 31
    • 0031859610 scopus 로고    scopus 로고
    • Identification and analysis of genes involved in anaerobic toluene metabolism by strain T1: Putative role of a glycine free radical
    • Coschigano, P. W.; Wehrman, T. S.; Young, L. Y. Identification and analysis of genes involved in anaerobic toluene metabolism by strain T1: Putative role of a glycine free radical. Appl. Environ. Microbiol. 1998, 64 (5), 1650-1656. (Pubitemid 28234765)
    • (1998) Applied and Environmental Microbiology , vol.64 , Issue.5 , pp. 1650-1656
    • Coschigano, P.W.1    Wehrman, T.S.2    Young, L.Y.3
  • 32
    • 0031980567 scopus 로고    scopus 로고
    • Biochemical and genetic characterization of benzylsuccinate synthase from Thauera aromatica: A new glycyl radical enzyme catalysing the first step in anaerobic toluene metabolism
    • DOI 10.1046/j.1365-2958.1998.00826.x
    • Leuthner, B.; Leutwein, C.; Schulz, H.; Horth, P.; Haehnel, W.; Schiltz, E.; Schagger, H.; Heider, J. Biochemical and genetic characterization of benzylsuccinate synthase from Thauera aromatica: a new glycyl radical enzyme catalysing the first step in anaerobic toluene metabolism. Mol. Microbiol. 1998, 28 (3), 615-628. (Pubitemid 28218405)
    • (1998) Molecular Microbiology , vol.28 , Issue.3 , pp. 615-628
    • Leuthner, B.1    Leutwein, C.2    Schulz, H.3    North, P.4    Haehnel, W.5    Schiltz, E.6    Schagger, H.7    Heider, J.8
  • 33
    • 10744221011 scopus 로고    scopus 로고
    • Substrate specificities and electron paramagnetic resonance properties of benzylsuccinate synthases in anaerobic toluene and m-xylene metabolism
    • DOI 10.1007/s00203-003-0642-4
    • Verfurth, K.; Pierik, A. J.; Leutwein, C.; Zorn, S.; Heider, J. Substrate specificities and electron paramagnetic resonance properties of benzylsuccinate synthases in anaerobic toluene and m-xylene metabolism. Arch. Microbiol. 2004, 181 (2), 155-162. (Pubitemid 38221652)
    • (2004) Archives of Microbiology , vol.181 , Issue.2 , pp. 155-162
    • Verfurth, K.1    Pierik, A.J.2    Leutwein, C.3    Zorn, S.4    Heider, J.5
  • 34
    • 0032738035 scopus 로고    scopus 로고
    • Initial reactions in anaerobic oxidation of m-xylene by the denitrifying bacterium Azoarcus sp. strain T
    • Krieger, C. J.; Beller, H. R.; Reinhard, M.; Spormann, A. M. Initial reactions in anaerobic oxidation of m-xylene by the denitrifying bacterium Azoarcus sp strain T. J. Bacteriol. 1999, 181 (20), 6403-6410. (Pubitemid 29512951)
    • (1999) Journal of Bacteriology , vol.181 , Issue.20 , pp. 6403-6410
    • Krieger, C.J.1    Beller, H.R.2    Reinhard, M.3    Spormann, A.M.4
  • 35
    • 0346374580 scopus 로고    scopus 로고
    • Hydrogen and Carbon Isotope Fractionation during Anaerobic Biodegradation of Aromatic Hydrocarbons - A Field Study
    • DOI 10.1021/es034417r
    • Steinbach, A.; Seifert, R.; Annweiler, E.; Michaelis, W. Hydrogen and carbon isotope fractionation during anaerobic biodegradation of aromatic hydrocarbons - A field study. Environ. Sci. Technol. 2004, 38 (2), 609-616. (Pubitemid 38095493)
    • (2004) Environmental Science and Technology , vol.38 , Issue.2 , pp. 609-616
    • Steinbach, A.1    Seifert, R.2    Annweiler, E.3    Michaelis, W.4
  • 36
    • 34447096707 scopus 로고    scopus 로고
    • Anaerobic biodegradation of natural gas condensate can be stimulated by the addition of gasoline
    • DOI 10.1007/s10532-006-9084-4
    • Prince, R. C.; Suflita, J. M. Anaerobic biodegradation of natural gas condensate can be stimulated by the addition of gasoline. Biodegradation 2007, 18 (4), 515-523. (Pubitemid 47030024)
    • (2007) Biodegradation , vol.18 , Issue.4 , pp. 515-523
    • Prince, R.C.1    Suflita, J.M.2
  • 38
    • 0003922511 scopus 로고    scopus 로고
    • Pearson Prentice Hall: Upper Saddle River, NJ
    • Bruice, P. Y. Organic Chemistry. 5th ed.; Pearson Prentice Hall: Upper Saddle River, NJ, 2007; p 1319.
    • (2007) Organic Chemistry. 5th Ed. , pp. 1319
    • Bruice, P.Y.1
  • 39
    • 4243553426 scopus 로고
    • Density-functional exchange-energy approximation with correct asymptotic-behavior
    • Becke, A. D. Density-functional exchange-energy approximation with correct asymptotic-behavior. Phys. Rev. A 1988, 38 (6), 3098-3100.
    • (1988) Phys. Rev. A , vol.38 , Issue.6 , pp. 3098-3100
    • Becke, A.D.1
  • 40
    • 0000189651 scopus 로고
    • The role of exact exchange
    • Becke, A. D., III. The role of exact exchange. J. Chem. Phys. 1993, 98 (7), 5648-5652.
    • (1993) J. Chem. Phys. , vol.98 , Issue.7 , pp. 5648-5652
    • Becke III, A.D.1
  • 41
    • 34250817103 scopus 로고
    • A new mixing of Hartree-Fock and local density-functional theories
    • Becke, A. D. A new mixing of Hartree-Fock and local density-functional theories. J. Chem. Phys. 1993, 98 (2), 1372-1377.
    • (1993) J. Chem. Phys. , vol.98 , Issue.2 , pp. 1372-1377
    • Becke, A.D.1
  • 42
    • 0035864859 scopus 로고    scopus 로고
    • Signature metabolites attesting to the in situ attenuation of alkylbenzenes in anaerobic environments
    • DOI 10.1021/es001571u
    • Elshahed, M. S.; Gieg, L. M.; McInerney, M. J.; Suflita, J. M. Signature metabolites attesting to the in situ attenuation of alkylbenzenes in anaerobic environments. Environ. Sci. Technol. 2001, 35 (4), 682-689. (Pubitemid 32173704)
    • (2001) Environmental Science and Technology , vol.35 , Issue.4 , pp. 682-689
    • Elshahed, M.S.1    Gieg, L.M.2    McInerney, M.J.3    Suflita, J.M.4
  • 43
    • 0003818389 scopus 로고
    • Wadsworth: Belmont, CA
    • Hays, W. L. Statistics, 5th ed.; Wadsworth: Belmont, CA, 1994; p 1112.
    • (1994) Statistics, 5th Ed. , pp. 1112
    • Hays, W.L.1
  • 44
    • 84961986890 scopus 로고    scopus 로고
    • Electronic polarizability as a predictor of biodegradation rates of dimethylnaphthalenes. An ab initio and density functional theory study
    • DOI 10.1021/es061632+
    • Librando, V.; Alparone, A. Electronic polarizability as a predictor of biodegradation rates of dimethylnaphthalenes. An ab initio and density functional theory study. Environ. Sci. Technol. 2007, 41 (5), 1646-1652. (Pubitemid 46362467)
    • (2007) Environmental Science and Technology , vol.41 , Issue.5 , pp. 1646-1652
    • Librando, V.1    Alparone, A.2
  • 45
    • 84961974056 scopus 로고    scopus 로고
    • Catalytic mechanism of benzylsuccinate synthase, a theoretical study
    • DOI 10.1021/jp014627v
    • Himo, F. Catalytic mechanism of benzylsuccinate synthase, a theoretical study. J. Phys. Chem. B 2002, 106 (31), 7688-7692. (Pubitemid 35383006)
    • (2002) Journal of Physical Chemistry B , vol.106 , Issue.31 , pp. 7688-7692
    • Himo, F.1


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