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Volumn 46, Issue 12, 2012, Pages 6566-6574

Biotransformation of hexabromocyclododecanes (HBCDs) with LinB - An HCH-converting bacterial enzyme

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIAL DEGRADATION; BACTERIAL ENZYMES; CHEMICAL EQUATIONS; CONTAMINATED SOILS; DEHALOGENASE; ENANTIOMERIC EXCESS; ENVIRONMENTAL PROCESS; HEXABROMOCYCLODODECANES; HEXACHLOROCYCLOHEXANES; IN-VITRO; IN-VIVO; KINETIC MODELS; RACEMIC MIXTURES; SPHINGOBIUM; STOCKHOLM;

EID: 84862532698     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es2046487     Document Type: Article
Times cited : (65)

References (51)
  • 1
    • 0028977175 scopus 로고
    • Isomer and enantioselective degradation of hexachlorocyclohexane isomers in sewage sludge under anaerobic conditions
    • Buser, H.-R.; Müller, M. D. Isomer and enantioselective degradation of hexachlorocyclohexane isomers in sewage sludge under anaerobic conditions. Envrion. Sci. Technol. 1995, 29, 664-672.
    • (1995) Envrion. Sci. Technol. , vol.29 , pp. 664-672
    • Buser, H.-R.1    Müller, M.D.2
  • 2
    • 0032146829 scopus 로고    scopus 로고
    • Differential toxicity and environmental fates of hexachlorocyclohexane isomers
    • DOI 10.1021/es9708530
    • Willett, K. L.; Ulrich, E. M.; Hites, R. A. Differential toxicity and environmental fates of hexachlorocyclohexane isomers. Environ. Sci. Technol. 1998, 32, 2197-2207. (Pubitemid 28359854)
    • (1998) Environmental Science and Technology , vol.32 , Issue.15 , pp. 2197-2207
    • Willett, K.L.1    Ulrich, E.M.2    Hites, R.A.3
  • 6
    • 24644511583 scopus 로고    scopus 로고
    • Structure elucidation of hexabromocyclododecanes - A class of compounds with a complex stereochemistry
    • DOI 10.1016/j.chemosphere.2005.03.015, PII S0045653505004224
    • Heeb, N. V.; Schweizer, W. B.; Kohler, M.; Gerecke, A. C. Structure elucidation of hexabromocyclododecanes - A class of compounds with a complex stereochemistry. Chemosphere 2005, 61, 65-73. (Pubitemid 41266913)
    • (2005) Chemosphere , vol.61 , Issue.1 , pp. 65-73
    • Heeb, N.V.1    Schweizer, W.B.2    Kohler, M.3    Gerecke, A.C.4
  • 8
    • 80054680306 scopus 로고    scopus 로고
    • Hexabromocyclododecane: Current understanding of chemistry, environmental fate, and toxicology and implications for global management
    • Marvin, C. G.; Tomy, G. T.; Armitage, J. M.; Arnot, A. A.; McCarty, L.; Covaci, A.; Palace, V. Hexabromocyclododecane: Current understanding of chemistry, environmental fate, and toxicology and implications for global management. Environ. Sci. Technol. 2011, 24, 8613-8623.
    • (2011) Environ. Sci. Technol. , vol.24 , pp. 8613-8623
    • Marvin, C.G.1    Tomy, G.T.2    Armitage, J.M.3    Arnot, A.A.4    McCarty, L.5    Covaci, A.6    Palace, V.7
  • 11
    • 0032856078 scopus 로고    scopus 로고
    • Global technical hexachlorocyclohexane usage and its contamination consequences in the environment: From 1948 to 1997
    • DOI 10.1016/S0048-9697(99)00114-X, PII S004896979900114X
    • Li, Y. F. Global technical hexachlorocyclohexane usage and its contamination consequences in the environment: from 1948 to 1997. Sci. Total Environ. 1999, 232, 121-158. (Pubitemid 29354106)
    • (1999) Science of the Total Environment , vol.232 , Issue.3 , pp. 121-158
    • Li, Y.F.1
  • 12
    • 0242319568 scopus 로고    scopus 로고
    • An overview of commercially used brominated flame retardants, their applications, their use patterns in different countries/regions and possible modes of release
    • DOI 10.1016/S0160-4120(03)00121-1
    • Alaee, M.; Arias, P.; Sjödin, A.; Bergman, A. An overview of commercially used brominated flame retardants, their applications, their use patterns in different countries/regions and possible modes of release. Environ. Int. 2003, 29, 683-689. (Pubitemid 37337114)
    • (2003) Environment International , vol.29 , Issue.6 , pp. 683-689
    • Alaee, M.1    Arias, P.2    Sjodin, A.3    Bergman, A.4
  • 13
    • 0036223196 scopus 로고    scopus 로고
    • An overview of brominated flame retardants in the environment
    • de Wit, C. A. An overview of brominated flame retardants in the environment. Chemosphere 2002, 46, 583-624.
    • (2002) Chemosphere , vol.46 , pp. 583-624
    • De Wit, C.A.1
  • 15
    • 33744830587 scopus 로고    scopus 로고
    • Levels and trends of brominated flame retardants in the Arctic
    • de Wit, C. A.; Alaee, M.; Muir, D. C. C. Levels and trends of brominated flame retardants in the Arctic. Chemosphere 2006, 64, 209-233.
    • (2006) Chemosphere , vol.64 , pp. 209-233
    • De Wit, C.A.1    Alaee, M.2    Muir, D.C.C.3
  • 16
    • 0347922146 scopus 로고    scopus 로고
    • Temporal Trend Studies on Tetra- and Pentabrominated Diphenyl Ethers and Hexabromocyclododecane in Guillemot Egg from the Baltic Sea
    • DOI 10.1021/es0300766
    • Sellström, U.; Bignert, A.; Kierkegaard, A.; Hδggberg, L.; de Wit, C.; Olsson, M.; Jansson, B. Temporal trend studies on tetra- and pentabrominated diphenyl ethers and hexabromocyclododecane in guillemot egg from the Baltic sea. Environ. Sci. Technol. 2003, 37, 5496-5501. (Pubitemid 37541717)
    • (2003) Environmental Science and Technology , vol.37 , Issue.24 , pp. 5496-5501
    • Sellstrom, U.1    Bignert, A.2    Kierkegaard, A.3    Haggberg, L.4    De Wit, C.A.5    Olsson, M.6    Jansson, B.7
  • 17
    • 33744786274 scopus 로고    scopus 로고
    • Distribution of hexabromocyclododecane in Detroit River suspended sediments
    • DOI 10.1016/j.chemosphere.2005.12.011, PII S0045653505014414
    • Marvin, C. H.; Tomy, G. T.; Alaee, M.; MacInnis, G. Distribution of hexabromocyclododecanes in Detroit River suspended sediments. Chemosphere 2006, 64, 268-275. (Pubitemid 43831148)
    • (2006) Chemosphere , vol.64 , Issue.2 , pp. 268-275
    • Marvin, C.H.1    Tomy, G.T.2    Alaee, M.3    MacInnis, G.4
  • 18
    • 50849100417 scopus 로고    scopus 로고
    • Temporal trends, congener patterns, and sources of octa-, nona-, and decabromodiphenyl ethers (PBDE) and hexabromocyclododecanes (HBCD) in Swiss lake sediments
    • Kohler, M.; Zennegg, M.; Bogdal, C.; Gerecke, A. C.; Schmid, P.; Heeb, N. V.; Sturm, M.; Vonmont, H.; Kohler, H.-P.; Giger, W. Temporal trends, congener patterns, and sources of octa-, nona-, and decabromodiphenyl ethers (PBDE) and hexabromocyclododecanes (HBCD) in Swiss lake sediments. Environ. Sci. Technol. 2008, 42, 6378-6384.
    • (2008) Environ. Sci. Technol. , vol.42 , pp. 6378-6384
    • Kohler, M.1    Zennegg, M.2    Bogdal, C.3    Gerecke, A.C.4    Schmid, P.5    Heeb, N.V.6    Sturm, M.7    Vonmont, H.8    Kohler, H.-P.9    Giger, W.10
  • 20
    • 84862576721 scopus 로고    scopus 로고
    • accessed November 2011
    • European Chemicals Bureau. Identification of PBT and VPVB substances. http://ecb.jrc.ec.europa.eu/documents/PBT-EVALUATION/PBT-sum058-CAS-25637-99-4. pdf (accessed November 2011).
    • Identification of PBT and VPVB Substances
  • 21
    • 33644545035 scopus 로고    scopus 로고
    • Diversity, distribution and divergence of lin genes in hexachlorocyclohexane-degrading sphingomonads
    • Lal, R.; Dogra, C.; Malhotra, S.; Sharma, P.; Pal, R. Diversity, distribution and divergence of lin genes in hexachlorocyclohexane-degrading sphingomonads. Trends Biotechnol. 2006, 24, 121-130.
    • (2006) Trends Biotechnol. , vol.24 , pp. 121-130
    • Lal, R.1    Dogra, C.2    Malhotra, S.3    Sharma, P.4    Pal, R.5
  • 23
    • 26244458524 scopus 로고    scopus 로고
    • Hexachlorocyclohexane-degrading bacterial strains Sphingomonas paucimobilis B90A. UT26 and Sp+, having similar lin genes, represent three distinct species, Sphingobium indicum sp. nov., Sphingobium japonicum sp. nov. and Sphingobium francense sp. nov., and reclassification of [Sphingomonas] chungbukensis as Sphingobium chungbukense comb. nov
    • DOI 10.1099/ijs.0.63201-0, 63201
    • Pal, R.; Bala, S.; Dadhwal, M.; Kumar, M.; Dhingra, G.; Prakash, O.; Prabagaran, S. R.; Shivaji, S.; Cullum, J.; Holliger, C.; Lal, R. Hexachlorocyclohexane-degrading bacterial strains Sphingomonas paucimobilis B90A, UT26 and Sp+, having similar lin genes, represent three distinct species, Sphingobium indicum sp. nov., Sphingobium japonicum sp. nov. and Sphingobium f rancense sp. nov., and reclassification of [Sphingomonas] chungbukensis as Sphingobium chungbukense comb. nov. Int. J. Syst. Evol. Microbiol. 2005, 55, 1965-1972. (Pubitemid 41410411)
    • (2005) International Journal of Systematic and Evolutionary Microbiology , vol.55 , Issue.5 , pp. 1965-1972
    • Pal, R.1    Bala, S.2    Dadhwal, M.3    Kumar, M.4    Dhingra, G.5    Prakash, O.6    Prabagaran, S.R.7    Shivaji, S.8    Cullum, J.9    Holliger, C.10    Lal, R.11
  • 24
    • 0033387054 scopus 로고    scopus 로고
    • Complete analysis of genes and enzymes for γ-hexachlorocyclohexane degradation in Sphingomonas paucimobilis UT26
    • Nagata, Y.; Miyauchi, K.; Takagi, M. Complete analysis of genes and enzymes for γ-hexachlorocyclohexane degradation in Sphingomonas paucimobilis UT26. J. Ind. Microbiol. Biotechnol. 1999, 23, 380-390. (Pubitemid 30066595)
    • (1999) Journal of Industrial Microbiology and Biotechnology , vol.23 , Issue.4-5 , pp. 380-390
    • Nagata, Y.1    Miyauchi, K.2    Takagi, M.3
  • 25
    • 29144498384 scopus 로고    scopus 로고
    • Enantioselective transformation of α-hexachlorocyclohexane by the dehydrochlorinases LinA1 and LinA2 from the soil bacterium Sphingomonas paucimobilis B90A
    • DOI 10.1128/AEM.71.12.8514-8518.2005
    • Suar, M.; Hauser, A.; Poiger, T.; Buser, H.-R.; Müller, M. D.; Droga, C.; Raina, V.; Holliger, C.; van der Meer, J. R.; Lal, R.; Kohler, H.-P. E. Enantioselective transformation of α-hexachlorocyclohexane by the dehydrochlorinases LinA1 and LinA2 from the soil bacterium Sphingomonas paucimobilis B90A. Appl. Environ. Microbiol. 2005, 12, 8514-8518. (Pubitemid 41803983)
    • (2005) Applied and Environmental Microbiology , vol.71 , Issue.12 , pp. 8514-8518
    • Suar, M.1    Hauser, A.2    Poiger, T.3    Buser, H.-R.4    Muller, M.D.5    Dogra, C.6    Raina, V.7    Holliger, C.8    Van Der, M.J.R.9    Lal, R.10    Kohler, H.-P.E.11
  • 26
    • 34250855095 scopus 로고    scopus 로고
    • Hydroxylated metabolites of β- and δ-hexachlorocyclohexane: Bacterial formation, stereochemical configuration, and occurrence in groundwater at a former production site
    • DOI 10.1021/es062908g
    • Raina, V.; Hauser, A.; Buser, H.-R.; Rentsch, D.; Sharma, P.; Lal, R.; Holliger, C.; Kohler, H.-P. E. Hydroxylated metabolites of β- and δ-hexachlorocyclohexane: Bacterial formation, stereochemical configuration, and occurrence in groundwater at a former production site. Environ. Sci. Technol. 2007, 41, 4291-4298. (Pubitemid 46981718)
    • (2007) Environmental Science and Technology , vol.41 , Issue.12 , pp. 4291-4298
    • Raina, V.1    Hauser, A.2    Buser, H.R.3    Rentsch, D.4    Sharma, P.5    Lal, R.6    Holliger, C.7    Poiger, T.8    Muller, M.D.9    Kohler, H.-P.E.10
  • 27
    • 50449106760 scopus 로고    scopus 로고
    • New metabolites in the degradation of alpha- and gamma- hexachlorocyclohexane (HCH): Pentachlorocyclohexenes are hydroxylated to cyclohexenols and cyclohexenediols by the haloalkane dehalogenase LinB from Sphingobium indicum B90A
    • Raina, V.; Rentsch, D.; Geiger, T.; Sharma, P.; Buser, H. R.; Holliger, C.; Lal, R.; Kohler, H.-P. E. New metabolites in the degradation of alpha- and gamma-hexachlorocyclohexane (HCH): pentachlorocyclohexenes are hydroxylated to cyclohexenols and cyclohexenediols by the haloalkane dehalogenase LinB from Sphingobium indicum B90A. J. Agric. Food Chem. 2008, 15, 6594-6603.
    • (2008) J. Agric. Food Chem. , vol.15 , pp. 6594-6603
    • Raina, V.1    Rentsch, D.2    Geiger, T.3    Sharma, P.4    Buser, H.R.5    Holliger, C.6    Lal, R.7    Kohler, H.-P.E.8
  • 29
    • 0942301386 scopus 로고    scopus 로고
    • Crystal Structure of Haloalkane Dehalogenase LinB from Sphingomonas paucimobilis UT26 at 0.95 Å Resolution: Dynamics of Catalytic Residues
    • Oakley, A. J.; Klvaňa, M.; Otyepka, M.; Nagata, Y.; Wilce, M. C. J.; Damborský, J. Crystal structure of haloalkane dehalogenase LinB from Sphingomonas paucimobilis UT26 at 0.95 Å resolution: Dynamics of catalytic residues. Biochemistry 2004, 43, 870-878. (Pubitemid 38141483)
    • (2004) Biochemistry , vol.43 , Issue.4 , pp. 870-878
    • Oakley, A.J.1    Klvana, M.2    Otyepka, M.3    Nagata, Y.4    Wilce, M.C.J.5    Damborsky, J.6
  • 30
    • 77957232725 scopus 로고    scopus 로고
    • Crystal structure of γ-hexachlorocyclohexane dehydrochlorinase LinA from Sphingobium japonicum UT26
    • Okai, M.; Kubota, K.; Fukuda, M.; Nagata, Y.; Nagata, K.; Tanokura, M. Crystal structure of γ-hexachlorocyclohexane dehydrochlorinase LinA from Sphingobium japonicum UT26. J. Mol. Biol. 2010, 403 (2), 260-269.
    • (2010) J. Mol. Biol. , vol.403 , Issue.2 , pp. 260-269
    • Okai, M.1    Kubota, K.2    Fukuda, M.3    Nagata, Y.4    Nagata, K.5    Tanokura, M.6
  • 31
    • 14644406189 scopus 로고    scopus 로고
    • Quantitative analysis of substrate specificity of haloalkane dehalogenase LinB from Sphingomonas paucimobilis UT26
    • DOI 10.1021/bi047912o
    • Kmunicek, J.; Hynkova, K.; Jedlicka, T.; Nagata, Y.; Negri, A.; Gago, F.; Wade, R. C.; Damborsky, J. Quantitative analysis of substrate specificity of haloalkane dehalogenase LinB from Sphingomonas paucimobilis UT26. Biochemistry 2005, 44, 3390-3401. (Pubitemid 40322009)
    • (2005) Biochemistry , vol.44 , Issue.9 , pp. 3390-3401
    • Kmunicek, J.1    Hynkova, K.2    Jedlicka, T.3    Nagata, Y.4    Negri, A.5    Gago, F.6    Wade, R.C.7    Damborsky, J.8
  • 32
    • 34247129566 scopus 로고    scopus 로고
    • Solid-state conformations and absolute configurations of (+) and (-) α-, β-, and γ-hexabromocyclododecanes (HBCDs)
    • DOI 10.1016/j.chemosphere.2007.01.032, PII S0045653507001361
    • Heeb, N. V.; Schweizer, W. B.; Mattrel, P.; Haag, R.; Gerecke, A. C.; Kohler, M.; Schmid, P.; Zennegg, M.; Wolfensberger, M. Solidstate conformations and absolute configurations of (+) and (-) α-, β-, and γ-hexabromocyclododecanes (HBCDs). Chemosphere 2007, 68, 940-950. (Pubitemid 46602498)
    • (2007) Chemosphere , vol.68 , Issue.5 , pp. 940-950
    • Heeb, N.V.1    Schweizer, W.B.2    Mattrel, P.3    Haag, R.4    Gerecke, A.C.5    Kohler, M.6    Schmid, P.7    Zennegg, M.8    Wolfensberger, M.9
  • 33
    • 79955709418 scopus 로고    scopus 로고
    • Crystal structure of δ-isobutoxypentabromocyclododecanes, kinetics and selectivity of their isomerization during thermal treatment of flame-proofed polystyrenes
    • Heeb, N. V.; Graf, H.; Schweizer, W. B.; Heeb, M.; Lienemann, P. Crystal structure of δ-isobutoxypentabromocyclododecanes, kinetics and selectivity of their isomerization during thermal treatment of flame-proofed polystyrenes. Chemosphere 2011, 83, 1568-1574.
    • (2011) Chemosphere , vol.83 , pp. 1568-1574
    • Heeb, N.V.1    Graf, H.2    Schweizer, W.B.3    Heeb, M.4    Lienemann, P.5
  • 34
    • 33751117982 scopus 로고    scopus 로고
    • Bacterial β-peptidyl aminopeptidases with unique substrate specificities for β- and mixed β/α-oligopeptides
    • Geueke, B.; Heck, T.; Limbach, M.; Seebach, D.; Kohler, H. P. Bacterial β-peptidyl aminopeptidases with unique substrate specificities for β- and mixed β/α-oligopeptides. FEBS J. 2006, 273, 5261-5272.
    • (2006) FEBS J. , vol.273 , pp. 5261-5272
    • Geueke, B.1    Heck, T.2    Limbach, M.3    Seebach, D.4    Kohler, H.P.5
  • 35
    • 84859298309 scopus 로고    scopus 로고
    • Enzymatic conversion of å-hexachlorocyclohexane and a heptachlorocyclohexane isomer, two neglected components of technical hexachlorocyclohexane
    • Bala, K.; Geueke, B.; Miska, M.; Rentsch, D.; Poiger, T.; Dadhwal, M.; Lal, R.; Holliger, C.; Kohler, H.-P. Enzymatic conversion of å-hexachlorocyclohexane and a heptachlorocyclohexane isomer, two neglected components of technical hexachlorocyclohexane. Environ. Sci. Technol. 2012, 46, 4051-4058.
    • (2012) Environ. Sci. Technol. , vol.46 , pp. 4051-4058
    • Bala, K.1    Geueke, B.2    Miska, M.3    Rentsch, D.4    Poiger, T.5    Dadhwal, M.6    Lal, R.7    Holliger, C.8    Kohler, H.-P.9
  • 37
    • 34248530648 scopus 로고    scopus 로고
    • Recent developments in the analysis of brominated flame retardants and brominated natural compounds
    • DOI 10.1016/j.chroma.2006.11.060, PII S0021967306022060, Advances in Sample Preparation Part II
    • Covaci, A.; Voorspoels, S.; Ramos, L.; Neels, H.; Blust, R. Recent divelopments in the analysis of brominated flame retardants and brominated natural compounds. J. Chromatogr., A 2007, 1153, 145-171. (Pubitemid 46755184)
    • (2007) Journal of Chromatography A , vol.1153 , Issue.1-2 , pp. 145-171
    • Covaci, A.1    Voorspoels, S.2    Ramos, L.3    Neels, H.4    Blust, R.5
  • 38
    • 44449172078 scopus 로고    scopus 로고
    • Diastereoisomer- and enantiomer-specific profiles of hexabromocyclododecane in the atmosphere of an urban city in South China
    • DOI 10.1021/es7027857
    • Yu, Z.; Chen, L.; Mai, B.; Wu, M.; Sheng, G.; Fu, J.; Peng, P. Diastereoisomer and enantiomer-specific profiles of hexabromocaclododecanes in the atmosphere of an urban city in South China. Environ. Sci. Technol. 2008, 42, 3996-4001. (Pubitemid 351770053)
    • (2008) Environmental Science and Technology , vol.42 , Issue.11 , pp. 3996-4001
    • Yu, Z.1    Chen, L.2    Mai, B.3    Wu, M.4    Sheng, G.5    Fu, J.6    Peng, P.7
  • 39
    • 61449163967 scopus 로고    scopus 로고
    • Causes of variability in concentrations and diastereomer patterns of hexabromocyclododecanes in indoor dust
    • Harrad, S.; Abdallah, M. A.; Covaci, A. Causes of variability in concentrations and diastereomer patterns of hexabromocyclododecanes in indoor dust. Environ. Int. 2009, 35, 573-579.
    • (2009) Environ. Int. , vol.35 , pp. 573-579
    • Harrad, S.1    Abdallah, M.A.2    Covaci, A.3
  • 40
    • 20044391444 scopus 로고    scopus 로고
    • Enhanced biodegradation of β- and δ-hexachlorocyclohexane in the presence of α- and γ-isomers in contaminated soils
    • DOI 10.1021/es048497q
    • Kumar, M.; Chaudhary, P.; Dwivedi, M.; Kumar, R.; Paul, D.; Jain, R. K.; Garg, S. K.; Kumar, A. Enhanced biodegradation of β- and δ-hexachlorocyclohexane in the presence of α- and γ-isomers in contaminated soils. Environ. Sci. Technol. 2005, 39, 4005-4011. (Pubitemid 40770227)
    • (2005) Environmental Science and Technology , vol.39 , Issue.11 , pp. 4005-4011
    • Kumar, M.1    Chaudhary, P.2    Dwivedi, M.3    Kumar, R.4    Paul, D.5    Jain, R.K.6    Garg, S.K.7    Kumar, A.8
  • 42
    • 84861183801 scopus 로고    scopus 로고
    • 2,5,6,9,10-Pentabromocyclododecanols (PBCDOHs): A new class of HBCD transformation products
    • Heeb, N. V.; Zindel, D.; Schweizer, W. B.; Lienemann, P. 2,5,6,9,10-Pentabromocyclododecanols (PBCDOHs): A new class of HBCD transformation products. Chemosphere 2012, 88, 655-662.
    • (2012) Chemosphere , vol.88 , pp. 655-662
    • Heeb, N.V.1    Zindel, D.2    Schweizer, W.B.3    Lienemann, P.4
  • 43
    • 68049140909 scopus 로고    scopus 로고
    • Identification of hydroxylated metabolites of hexabromocyclododecanes in wildlife and 28-days exposed wistar rats
    • Brandsma, S. H.; van der Ven, L. T. M.; de Boer, J.; Leonards, P. E. G. Identification of hydroxylated metabolites of hexabromocyclododecanes in wildlife and 28-days exposed wistar rats. Environ. Sci. Technol. 2009, 43, 6058-6063.
    • (2009) Environ. Sci. Technol. , vol.43 , pp. 6058-6063
    • Brandsma, S.H.1    Van Der Ven, L.T.M.2    De Boer, J.3    Leonards, P.E.G.4
  • 44
    • 16844363318 scopus 로고    scopus 로고
    • Levels of hexabromocyclododecane in harbor porpoises and common dolphins from western European seas, with evidence for stereoisomer-specific biotransformation by cytochrome P450
    • DOI 10.1021/es049209t
    • Zegers, B. N.; Mets, A.; van Bommel, R.; Minkenberg, C.; Hamers, T.; Kamstra, J. H.; Pierce, G. J.; Boon, J. P. Levels of hexabromocyclododecane in harbour porpoises and common dolphins from Western European seas, with evidence for stereoisomer-specific biotransformation by cytochrome P450. Environ. Sci. Technol. 2005, 39, 2095-2100. (Pubitemid 40490295)
    • (2005) Environmental Science and Technology , vol.39 , Issue.7 , pp. 2095-2100
    • Zegers, B.N.1    Mets, A.2    Van Bommel, R.3    Minkenberg, C.4    Hamers, T.5    Kamstra, J.H.6    Pierce, G.J.7    Boon, J.P.8
  • 45
    • 79955538308 scopus 로고    scopus 로고
    • Hexabromocyclododecane enantiomers: Microsomal degradation and patterns of hydroxylated metabolites
    • Esslinger, S.; Becker, R.; Maul, R.; Nehls, I. Hexabromocyclododecane enantiomers: Microsomal degradation and patterns of hydroxylated metabolites. Environ. Sci. Technol. 2011, 45, 3938-3944.
    • (2011) Environ. Sci. Technol. , vol.45 , pp. 3938-3944
    • Esslinger, S.1    Becker, R.2    Maul, R.3    Nehls, I.4
  • 48
    • 16844375021 scopus 로고    scopus 로고
    • Hexabromocyclododecane in marine species from the Western Scheldt Estuary: Diastereoisomer- and enantiomer-specific accumulation
    • DOI 10.1021/es0484909
    • Janak, K.; Covaci, A.; Voorspoels, S.; Becher, G. Hexabromocyclododecane (HBCD) in marine species from the Western Scheldt Estuary: Diastereomer- and enantiomer-specific accumulation. Environ. Sci. Technol. 2005, 39, 1987-1994. (Pubitemid 40490281)
    • (2005) Environmental Science and Technology , vol.39 , Issue.7 , pp. 1987-1994
    • Janak, K.1    Covaci, A.2    Voorspoels, S.3    Becher, G.4
  • 50
    • 30344470466 scopus 로고    scopus 로고
    • HBCD: Facts and insinuations
    • Drohmann, D. HBCD: Facts and insinuations. Environ. Sci. Technol. 2006, 40, 1.
    • (2006) Environ. Sci. Technol. , vol.40 , pp. 1
    • Drohmann, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.