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Volumn 72, Issue 3, 2008, Pages 485-490

Chloroperoxidase-mediated transformation of highly halogenated monoaromatic compounds

Author keywords

Chloroperoxidase; Halogenated compounds; Pentachloroaniline; Pentachlorophenol; Tetrachloroaniline; Tetrachlorophenol

Indexed keywords

ENZYMES; KETONES; MASS SPECTROMETRY; OXIDATION;

EID: 43649086451     PISSN: 00456535     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2008.03.006     Document Type: Article
Times cited : (48)

References (44)
  • 1
    • 0019257070 scopus 로고
    • Chlorinated phenols: occurrence, toxicity, metabolism, and environmental impact
    • Ahlborg U.G., Thunberg T.M., and Spencer H.C. Chlorinated phenols: occurrence, toxicity, metabolism, and environmental impact. Crit. Rev. Toxicol. 7 (1980) 1-35
    • (1980) Crit. Rev. Toxicol. , vol.7 , pp. 1-35
    • Ahlborg, U.G.1    Thunberg, T.M.2    Spencer, H.C.3
  • 3
    • 0001675590 scopus 로고
    • Mineralization of chloroaniline/lignin conjugates and of free chloroanilines by the white rot fungus Phanerochaete chrysosporium
    • Arjmand A., and Sandermann H. Mineralization of chloroaniline/lignin conjugates and of free chloroanilines by the white rot fungus Phanerochaete chrysosporium. J. Agri. Food Chem. 33 (1985) 1055-1060
    • (1985) J. Agri. Food Chem. , vol.33 , pp. 1055-1060
    • Arjmand, A.1    Sandermann, H.2
  • 4
    • 0032748635 scopus 로고    scopus 로고
    • Steady-state oxidation model by horseradish peroxidase for the estimation of the non-inactivation zone in the enzymatic removal of pentachlorophenol
    • Choi Y.-J., Chae H.J., and Kim E.Y. Steady-state oxidation model by horseradish peroxidase for the estimation of the non-inactivation zone in the enzymatic removal of pentachlorophenol. J. Biosci. Bioeng. 88 (1999) 368-373
    • (1999) J. Biosci. Bioeng. , vol.88 , pp. 368-373
    • Choi, Y.-J.1    Chae, H.J.2    Kim, E.Y.3
  • 5
    • 0028980017 scopus 로고
    • Veratryl alcohol-mediated indirect oxidation of pentachlorophenol by lignin peroxidase
    • Chung N., and Aust S.D. Veratryl alcohol-mediated indirect oxidation of pentachlorophenol by lignin peroxidase. Arch. Biochem. Biophys. 322 (1995) 143-148
    • (1995) Arch. Biochem. Biophys. , vol.322 , pp. 143-148
    • Chung, N.1    Aust, S.D.2
  • 6
    • 0142010878 scopus 로고    scopus 로고
    • Pancreatic cancer mortality and organochlorine pesticide exposure in California, 1989-1996
    • Clary T., and Ritz B. Pancreatic cancer mortality and organochlorine pesticide exposure in California, 1989-1996. Am. J. Ind. Med. 43 (2003) 306-313
    • (2003) Am. J. Ind. Med. , vol.43 , pp. 306-313
    • Clary, T.1    Ritz, B.2
  • 7
    • 0033121058 scopus 로고    scopus 로고
    • Recent biotechnological developments in the use of peroxidases
    • Colonna S., Gaggero N., Richelmi C., and Pasta P. Recent biotechnological developments in the use of peroxidases. Trends Biotechnol. 17 (1999) 163-168
    • (1999) Trends Biotechnol. , vol.17 , pp. 163-168
    • Colonna, S.1    Gaggero, N.2    Richelmi, C.3    Pasta, P.4
  • 8
    • 0018035455 scopus 로고
    • Chloroperoxidase-catalysed oxidation of 4-chloroaniline to 4-chloronitrosobenzene
    • Corbett M.D., Chipko B.R., and Baden D.G. Chloroperoxidase-catalysed oxidation of 4-chloroaniline to 4-chloronitrosobenzene. Biochem. J. 175 (1978) 353-360
    • (1978) Biochem. J. , vol.175 , pp. 353-360
    • Corbett, M.D.1    Chipko, B.R.2    Baden, D.G.3
  • 9
    • 0019021448 scopus 로고
    • The action of chloride peroxidase on 4-chloroaniline. N-oxidation and ring halogenation
    • Corbett M.D., Chipko B.R., and Batchelor A.O. The action of chloride peroxidase on 4-chloroaniline. N-oxidation and ring halogenation. Biochem. J. 187 (1980) 893-903
    • (1980) Biochem. J. , vol.187 , pp. 893-903
    • Corbett, M.D.1    Chipko, B.R.2    Batchelor, A.O.3
  • 10
    • 1842686006 scopus 로고    scopus 로고
    • Sources and transformations of chlorophenols in the natural environment
    • Czaplicka M. Sources and transformations of chlorophenols in the natural environment. Sci. Total Environ. 322 (2004) 21-39
    • (2004) Sci. Total Environ. , vol.322 , pp. 21-39
    • Czaplicka, M.1
  • 11
    • 0041307079 scopus 로고    scopus 로고
    • An oxygen-bonded C8-deoxyguanosine nucleoside adduct of pentachlorophenol by peroxidase activation: evidence for ambident C8 reactivity by phenoxyl radicals
    • Dai J., Wright M.W., and Manderville R.A. An oxygen-bonded C8-deoxyguanosine nucleoside adduct of pentachlorophenol by peroxidase activation: evidence for ambident C8 reactivity by phenoxyl radicals. Chem. Res. Toxicol. 16 (2003) 817-821
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 817-821
    • Dai, J.1    Wright, M.W.2    Manderville, R.A.3
  • 12
    • 17644405444 scopus 로고    scopus 로고
    • Role of phenoxyl radicals in DNA adduction by chlorophenol xenobiotics following peroxidase activation
    • Dai J., Sloat A.L., Wright M.W., and Manderville R.A. Role of phenoxyl radicals in DNA adduction by chlorophenol xenobiotics following peroxidase activation. Chem. Res. Toxicol. 18 (2005) 771-779
    • (2005) Chem. Res. Toxicol. , vol.18 , pp. 771-779
    • Dai, J.1    Sloat, A.L.2    Wright, M.W.3    Manderville, R.A.4
  • 13
    • 11144275965 scopus 로고    scopus 로고
    • Transformation of halogenated pesticides by versatile peroxidase from Bjerkandera adusta
    • Davila-Vazquez G., Tinoco R., Pickard M.A., and Vazquez-Duhalt R. Transformation of halogenated pesticides by versatile peroxidase from Bjerkandera adusta. Enzyme Microb. Technol. 36 (2005) 223-231
    • (2005) Enzyme Microb. Technol. , vol.36 , pp. 223-231
    • Davila-Vazquez, G.1    Tinoco, R.2    Pickard, M.A.3    Vazquez-Duhalt, R.4
  • 14
    • 0026354588 scopus 로고
    • Influence of survival time on the lethal body burden of 2,3,4,5-tetrachloroaniline in the guppy, Poecilia reticulata
    • De Wolf W., Opperhuizen A., Seinen W., and Hermens J.L.M. Influence of survival time on the lethal body burden of 2,3,4,5-tetrachloroaniline in the guppy, Poecilia reticulata. Sci. Total Environ. 109-110 (1991) 457-459
    • (1991) Sci. Total Environ. , vol.109-110 , pp. 457-459
    • De Wolf, W.1    Opperhuizen, A.2    Seinen, W.3    Hermens, J.L.M.4
  • 15
    • 0032989601 scopus 로고    scopus 로고
    • Degradation of 2,4-dichlorophenol and pentachlorophenol by two brown rot fungi
    • Fahr K., Wetzstein H.-G., Grey R., and Schlosser D. Degradation of 2,4-dichlorophenol and pentachlorophenol by two brown rot fungi. FEMS Microbiol. Lett. 175 (1999) 127-132
    • (1999) FEMS Microbiol. Lett. , vol.175 , pp. 127-132
    • Fahr, K.1    Wetzstein, H.-G.2    Grey, R.3    Schlosser, D.4
  • 16
    • 0025199282 scopus 로고
    • Pollution by the fungicide pentachloronitrobenzene in an intensive farming area in Japan
    • Fushiwaki Y., Tase N., Saeki A., and Urano K. Pollution by the fungicide pentachloronitrobenzene in an intensive farming area in Japan. Sci. Total Environ. 92 (1990) 55-67
    • (1990) Sci. Total Environ. , vol.92 , pp. 55-67
    • Fushiwaki, Y.1    Tase, N.2    Saeki, A.3    Urano, K.4
  • 17
    • 0023805713 scopus 로고
    • The oxidative 4-dechlorination of polychlorinated phenols is catalyzed by extracellular fungal lignin peroxidases
    • Hammel K.E., and Tardone P.J. The oxidative 4-dechlorination of polychlorinated phenols is catalyzed by extracellular fungal lignin peroxidases. Biochemistry 27 (1988) 6563-6568
    • (1988) Biochemistry , vol.27 , pp. 6563-6568
    • Hammel, K.E.1    Tardone, P.J.2
  • 18
    • 0029688457 scopus 로고    scopus 로고
    • Chlorophenols in the terrestrial environment
    • Jensen J. Chlorophenols in the terrestrial environment. Rev. Environ. Contam. T. 146 (1996) 25-51
    • (1996) Rev. Environ. Contam. T. , vol.146 , pp. 25-51
    • Jensen, J.1
  • 19
    • 0033135481 scopus 로고    scopus 로고
    • Primary product of the horseradish peroxidase-catalyzed oxidation of pentachlorophenol
    • Kazunga C., Aitken M.D., and Gold A. Primary product of the horseradish peroxidase-catalyzed oxidation of pentachlorophenol. Environ. Sci. Technol. 33 (1999) 1408-1412
    • (1999) Environ. Sci. Technol. , vol.33 , pp. 1408-1412
    • Kazunga, C.1    Aitken, M.D.2    Gold, A.3
  • 20
    • 0031753882 scopus 로고    scopus 로고
    • Intermediary metabolism of pentachloronitrobenzene in the control and germ-free rat and rat with cannulated bile ducts
    • Larsen G.L., Huwe J.K., and Bakke J.E. Intermediary metabolism of pentachloronitrobenzene in the control and germ-free rat and rat with cannulated bile ducts. Xenobiotica 28 (1998) 973-984
    • (1998) Xenobiotica , vol.28 , pp. 973-984
    • Larsen, G.L.1    Huwe, J.K.2    Bakke, J.E.3
  • 21
    • 0036038319 scopus 로고    scopus 로고
    • Adaptation of the white-rot basidiomycete Panus tigrinus for transformation of high concentrations of chlorophenols
    • Leontievsky A.A., Myasoedova N.M., Golovleva L.A., Sedarati M., and Evans C.S. Adaptation of the white-rot basidiomycete Panus tigrinus for transformation of high concentrations of chlorophenols. Appl. Microbiol. Biot. 59 (2002) 599-604
    • (2002) Appl. Microbiol. Biot. , vol.59 , pp. 599-604
    • Leontievsky, A.A.1    Myasoedova, N.M.2    Golovleva, L.A.3    Sedarati, M.4    Evans, C.S.5
  • 22
    • 0021960819 scopus 로고
    • The transformation of chlorophenols by lactoperoxidase
    • Oberg L.G., and Paul K.G. The transformation of chlorophenols by lactoperoxidase. Biochim. Biophys. Acta 842 (1985) 30-38
    • (1985) Biochim. Biophys. Acta , vol.842 , pp. 30-38
    • Oberg, L.G.1    Paul, K.G.2
  • 24
    • 0033958751 scopus 로고    scopus 로고
    • Transformation of chlorinated phenols and anilines in the presence of humic acid
    • Park J.-W., Dec J., Kim J.-E., and Bollag J.-M. Transformation of chlorinated phenols and anilines in the presence of humic acid. J. Environ. Qual. 29 (2000) 214-220
    • (2000) J. Environ. Qual. , vol.29 , pp. 214-220
    • Park, J.-W.1    Dec, J.2    Kim, J.-E.3    Bollag, J.-M.4
  • 25
    • 0020263446 scopus 로고
    • Isoenzymes of chloroperoxidase from Caldariomyces fumago
    • Pickard M.A., and Hashimoto A. Isoenzymes of chloroperoxidase from Caldariomyces fumago. Can. J. Microbiol. 28 (1982) 1382-1388
    • (1982) Can. J. Microbiol. , vol.28 , pp. 1382-1388
    • Pickard, M.A.1    Hashimoto, A.2
  • 27
    • 0142088901 scopus 로고    scopus 로고
    • Pentachlorophenol poisoning
    • Proudfoot A.T. Pentachlorophenol poisoning. Toxicol. Rev. 22 (2003) 3-11
    • (2003) Toxicol. Rev. , vol.22 , pp. 3-11
    • Proudfoot, A.T.1
  • 28
    • 0033974553 scopus 로고    scopus 로고
    • Degradation of pentachlorophenol by Phanerochaete chrysosporium: intermediates and reactions involved
    • Reddy G.V.B., and Gold M.H. Degradation of pentachlorophenol by Phanerochaete chrysosporium: intermediates and reactions involved. Microbiology 146 (2000) 405-413
    • (2000) Microbiology , vol.146 , pp. 405-413
    • Reddy, G.V.B.1    Gold, M.H.2
  • 29
    • 0018934466 scopus 로고
    • Metabolic studies on pentachloronitrobenzene (PCNB) in rats
    • Renner G. Metabolic studies on pentachloronitrobenzene (PCNB) in rats. Xenobiotica 10 (1980) 537-550
    • (1980) Xenobiotica , vol.10 , pp. 537-550
    • Renner, G.1
  • 30
    • 0021544945 scopus 로고
    • Toxicities of chloroanilines to Photobacterium phosphoreum and their correlations with effects on other organisms and structural parameters
    • Kaiser K.L.E. (Ed), D. Reidel, Dordrecht, The Netherlands
    • Ribo J.M., and Kaiser K.L.E. Toxicities of chloroanilines to Photobacterium phosphoreum and their correlations with effects on other organisms and structural parameters. In: Kaiser K.L.E. (Ed). QSAR in Environmental Toxicology (1984), D. Reidel, Dordrecht, The Netherlands 319-336
    • (1984) QSAR in Environmental Toxicology , pp. 319-336
    • Ribo, J.M.1    Kaiser, K.L.E.2
  • 31
    • 0029776475 scopus 로고    scopus 로고
    • Polymerization of pentachlorophenol and ferulic acid by fungal extracellular lignin-degrading enzymes
    • Rüttimann-Johnson C., and Lamar R.T. Polymerization of pentachlorophenol and ferulic acid by fungal extracellular lignin-degrading enzymes. Appl. Environ. Microb. 62 (1996) 3890-3893
    • (1996) Appl. Environ. Microb. , vol.62 , pp. 3890-3893
    • Rüttimann-Johnson, C.1    Lamar, R.T.2
  • 33
    • 0036843142 scopus 로고    scopus 로고
    • Enzyme production activity of Phanerochaete chrysosporium and degradation of pentachlorophenol in a bioreactor
    • Shim S.-S., and Kawamoto K. Enzyme production activity of Phanerochaete chrysosporium and degradation of pentachlorophenol in a bioreactor. Water Res. 36 (2002) 4445-4454
    • (2002) Water Res. , vol.36 , pp. 4445-4454
    • Shim, S.-S.1    Kawamoto, K.2
  • 35
    • 0028988657 scopus 로고
    • Quantitative structure-toxicity relationships for 80 chlorinated compounds using quantum chemical descriptors
    • Sixt S., Altschuh J., and Brüggemann R. Quantitative structure-toxicity relationships for 80 chlorinated compounds using quantum chemical descriptors. Chemosphere 30 (1995) 2397-2414
    • (1995) Chemosphere , vol.30 , pp. 2397-2414
    • Sixt, S.1    Altschuh, J.2    Brüggemann, R.3
  • 36
    • 27644476438 scopus 로고    scopus 로고
    • Microbial reductive transformation of pentachloronitrobenzene under methanogenic conditions
    • Tas D.O., and Pavlostathis S.G. Microbial reductive transformation of pentachloronitrobenzene under methanogenic conditions. Environ. Sci. Technol. 39 (2005) 8264-8272
    • (2005) Environ. Sci. Technol. , vol.39 , pp. 8264-8272
    • Tas, D.O.1    Pavlostathis, S.G.2
  • 37
    • 43649092787 scopus 로고    scopus 로고
    • Ullmanns Encyklopadie der technischen Chemie, 1983. Chlorphenole, vol. 9. Verlag Chemie, Weinheim (Germany). pp. 573-577.
    • Ullmanns Encyklopadie der technischen Chemie, 1983. Chlorphenole, vol. 9. Verlag Chemie, Weinheim (Germany). pp. 573-577.
  • 38
    • 0142212526 scopus 로고    scopus 로고
    • Hemoproteins as biocatalyst for the oxidation of polycyclic aromatic hydrocarbons
    • Galindo E., and Ramírez O.T. (Eds), Kluwer Academic Publishers, The Netherlands
    • Vazquez-Duhalt R. Hemoproteins as biocatalyst for the oxidation of polycyclic aromatic hydrocarbons. In: Galindo E., and Ramírez O.T. (Eds). Advances in Bioprocess Engineering II (1998), Kluwer Academic Publishers, The Netherlands 183-207
    • (1998) Advances in Bioprocess Engineering II , pp. 183-207
    • Vazquez-Duhalt, R.1
  • 39
    • 3242713283 scopus 로고    scopus 로고
    • Growth substrate selection and biodegradation of PCP by New Zealand white-rot fungi
    • Walter M., Boul L., Chong R., and Ford C. Growth substrate selection and biodegradation of PCP by New Zealand white-rot fungi. J. Environ. Manage. 71 (2004) 361-369
    • (2004) J. Environ. Manage. , vol.71 , pp. 361-369
    • Walter, M.1    Boul, L.2    Chong, R.3    Ford, C.4
  • 40
    • 0033527074 scopus 로고    scopus 로고
    • Poly(ethylene glycol)-modified ligninase enhances pentachlorophenol biodegradation in water-solvent mixtures
    • Wang P., Woodward C.A., and Kaufman E.N. Poly(ethylene glycol)-modified ligninase enhances pentachlorophenol biodegradation in water-solvent mixtures. Biotechnol. Bioeng. 64 (1999) 290-297
    • (1999) Biotechnol. Bioeng. , vol.64 , pp. 290-297
    • Wang, P.1    Woodward, C.A.2    Kaufman, E.N.3
  • 42
    • 0033001040 scopus 로고    scopus 로고
    • Peroxidase-catalyzed in vitro formation of polychlorinated dibenzo-p-dioxins and dibenzofurans from chlorophenols
    • Wittsiepe J., Kullmann Y., Schrey P., Selenka F., and Wilhelm M. Peroxidase-catalyzed in vitro formation of polychlorinated dibenzo-p-dioxins and dibenzofurans from chlorophenols. Toxicol. Lett. 106 (1999) 191-200
    • (1999) Toxicol. Lett. , vol.106 , pp. 191-200
    • Wittsiepe, J.1    Kullmann, Y.2    Schrey, P.3    Selenka, F.4    Wilhelm, M.5
  • 43
  • 44
    • 0029071807 scopus 로고
    • Developmental toxicity and structure-activity relationship of chlorophenols using human embryonic palatal mesenchymal cells
    • Zhao F., Mayura K., Hutchinson R.W., Lewis R.P., Burghard R.C., and Phillips T.D. Developmental toxicity and structure-activity relationship of chlorophenols using human embryonic palatal mesenchymal cells. Toxicol. Lett. 78 (1995) 35-42
    • (1995) Toxicol. Lett. , vol.78 , pp. 35-42
    • Zhao, F.1    Mayura, K.2    Hutchinson, R.W.3    Lewis, R.P.4    Burghard, R.C.5    Phillips, T.D.6


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