메뉴 건너뛰기




Volumn 14, Issue 1, 2003, Pages 41-50

Evidence of cytochrome P450-catalyzed cleavage of the ether bond of phenoxybutyrate herbicides in Rhodococcus erythropolis K2-3

Author keywords

4 (2,4 dichlorophenoxy) butyrate; 4 (4 chloro 2 methylphenoxy)butyrate; Cytochrome P450; Ether cleavage; Rhodococcus erythropolis

Indexed keywords

BACTERIA; CHEMICAL BONDS; ENZYMES; ETHERS; HERBICIDES;

EID: 17744411345     PISSN: 09239820     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1023550209155     Document Type: Article
Times cited : (20)

References (40)
  • 1
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72: 248-254
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 2
    • 0015088572 scopus 로고
    • Bacterial attack on phenolic ethers. Resolution of a Nocardia O-demethylase and purification of a cytochrome P 450 component
    • Broadbent DA & Cartwright NJ (1971) Bacterial attack on phenolic ethers. Resolution of a Nocardia O-demethylase and purification of a cytochrome P 450 component. Microbios 4: 7-12
    • (1971) Microbios , vol.4 , pp. 7-12
    • Broadbent, D.A.1    Cartwright, N.J.2
  • 3
    • 0015022557 scopus 로고
    • Bacterial attack on phenolic ethers. Dealkylation of higher ethers and further observations on O-demethylases
    • Cartwright NJ, Holdom KS & Broadbent DA (1971) Bacterial attack on phenolic ethers. Dealkylation of higher ethers and further observations on O-demethylases. Microbios 3: 113-130
    • (1971) Microbios , vol.3 , pp. 113-130
    • Cartwright, N.J.1    Holdom, K.S.2    Broadbent, D.A.3
  • 5
    • 0021769846 scopus 로고
    • NADH- and oxygen-dependent multiple turnovers of cytochrome P-450-cam without putidaredoxin and putidaredoxin reductase
    • Eble, KS & Dawson, JH (1984) NADH- and oxygen-dependent multiple turnovers of cytochrome P-450-cam without putidaredoxin and putidaredoxin reductase. Biochem. 23: 2068-2073
    • (1984) Biochem. , vol.23 , pp. 2068-2073
    • Eble, K.S.1    Dawson, J.H.2
  • 6
    • 0345726094 scopus 로고    scopus 로고
    • Isolation of phenoxy herbicide-degrading Rhodoferax species from contaminated building material
    • Ehrig A, Müller RH & Babel W (1997) Isolation of phenoxy herbicide-degrading Rhodoferax species from contaminated building material. Acta Biotechnol. 17: 351-356
    • (1997) Acta Biotechnol. , vol.17 , pp. 351-356
    • Ehrig, A.1    Müller, R.H.2    Babel, W.3
  • 8
    • 0027412044 scopus 로고
    • Alcaligenes eutrophus JMP 134 "2,4-dichlorophenoxy acetate monooxygenase" is an α-ketoglutarate dependent dioxygenase
    • Fukumori F & Hausinger RP (1993a) Alcaligenes eutrophus JMP 134 "2,4-dichlorophenoxy acetate monooxygenase" is an α-ketoglutarate dependent dioxygenase. J. Bacteriol. 175: 2083-2086
    • (1993) J. Bacteriol. , vol.175 , pp. 2083-2086
    • Fukumori, F.1    Hausinger, R.P.2
  • 9
    • 0027484167 scopus 로고
    • Purification and characterization of 2,4-dichlorophenoxyacetate/α-ketoglutarate dioxygenase
    • Fukumori F & Hausinger RP (1993b) Purification and characterization of 2,4-dichlorophenoxyacetate/α-ketoglutarate dioxygenase. J. Biol. Chem. 268: 24311-24317
    • (1993) J. Biol. Chem. , vol.268 , pp. 24311-24317
    • Fukumori, F.1    Hausinger, R.P.2
  • 10
    • 0030004561 scopus 로고    scopus 로고
    • Pristine soils mineralize 3-chlorobenzoate and 2,4-dichlorophenoxyacetate via different microbial populations
    • Fulthorpe RR, Rhodes AN & Tiedje JM (1996) Pristine soils mineralize 3-chlorobenzoate and 2,4-dichlorophenoxyacetate via different microbial populations. Appl. Environ. Microbiol. 62: 1159-1166
    • (1996) Appl. Environ. Microbiol. , vol.62 , pp. 1159-1166
    • Fulthorpe, R.R.1    Rhodes, A.N.2    Tiedje, J.M.3
  • 11
    • 0025273823 scopus 로고
    • Enzymatic oxidation of xenobiotic chemicals
    • Guengerich FP (1990) Enzymatic oxidation of xenobiotic chemicals. Crit. Rev. Biochem. Mol. Biol. 25: 97-153
    • (1990) Crit. Rev. Biochem. Mol. Biol. , vol.25 , pp. 97-153
    • Guengerich, F.P.1
  • 12
    • 0017831786 scopus 로고
    • cam methylene monooxygenase components: Cytochrome m, putidaredoxin, and putidaredoxin reductase
    • cam methylene monooxygenase components: Cytochrome m, putidaredoxin, and putidaredoxin reductase. Methods Enzymol. 52: 166-188
    • (1978) Methods Enzymol. , vol.52 , pp. 166-188
    • Gunsalus, I.C.1    Wagner, G.C.2
  • 13
    • 0026760856 scopus 로고
    • Microbial breakdown of halogenated aromatic pesticides and related compounds
    • Häggblom MM (1992) Microbial breakdown of halogenated aromatic pesticides and related compounds. Microbiol. Rev. 103: 29-72
    • (1992) Microbiol. Rev. , vol.103 , pp. 29-72
    • Häggblom, M.M.1
  • 15
    • 0029828806 scopus 로고    scopus 로고
    • Isolation and characterization of an alkaliphilic bacterium capable of growing on 2,4-dichlorophenoxyacetic acid and 4-chloro-2-methylphenoxyacetic acid
    • Hoffmann D, Müller RH, Kiesel B & Babel W (1996) Isolation and characterization of an alkaliphilic bacterium capable of growing on 2,4-dichlorophenoxyacetic acid and 4-chloro-2-methylphenoxyacetic acid. Acta Biotechnol. 16: 121-131
    • (1996) Acta Biotechnol. , vol.16 , pp. 121-131
    • Hoffmann, D.1    Müller, R.H.2    Kiesel, B.3    Babel, W.4
  • 16
    • 0025372447 scopus 로고
    • Isolation and characterization of a 2-(2,4-dichlorophenoxy)propionic acid-degrading soil bacterium
    • Horvath M, Ditzelmüller G, Loidl M & Streichsbier F (1990) Isolation and characterization of a 2-(2,4-dichlorophenoxy)propionic acid-degrading soil bacterium. Appl. Microbiol. Biotechnol. 33: 213-216
    • (1990) Appl. Microbiol. Biotechnol. , vol.33 , pp. 213-216
    • Horvath, M.1    Ditzelmüller, G.2    Loidl, M.3    Streichsbier, F.4
  • 17
    • 0017794351 scopus 로고
    • Measurement of substrate and inhibitor binding to microsomal cytochrome P-450 by optical-difference spectroscopy
    • Jefcoate CR (1978) Measurement of substrate and inhibitor binding to microsomal cytochrome P-450 by optical-difference spectroscopy. Methods Enzymol. 52: 258-279
    • (1978) Methods Enzymol. , vol.52 , pp. 258-279
    • Jefcoate, C.R.1
  • 18
    • 0027469633 scopus 로고
    • Two independently regulated cytochromes P-450 in a Rhodococcus rhodochrous strain that degrades 2-ethoxyphenol and 4-methoxybenzoate
    • Karlson U, Dwyer DR, Hooper SW, Moore ERB, Timmis KN & Eltis LD (1993) Two independently regulated cytochromes P-450 in a Rhodococcus rhodochrous strain that degrades 2-ethoxyphenol and 4-methoxybenzoate. J. Bacteriol. 175: 1467-1474
    • (1993) J. Bacteriol. , vol.175 , pp. 1467-1474
    • Karlson, U.1    Dwyer, D.R.2    Hooper, S.W.3    Moore, E.R.B.4    Timmis, K.N.5    Eltis, L.D.6
  • 19
    • 0034710827 scopus 로고    scopus 로고
    • Engineering of heterologous cytochrome P450 in Acinetobacter sp.: Application for pollutant degradation
    • Lamb DC, Kelly DE, Masaphy S, Jones GL & Kelly SL (2000) Engineering of heterologous cytochrome P450 in Acinetobacter sp.: Application for pollutant degradation. Biochem. Biophys Res. Commun. 276: 797-802
    • (2000) Biochem. Biophys Res. Commun. , vol.276 , pp. 797-802
    • Lamb, D.C.1    Kelly, D.E.2    Masaphy, S.3    Jones, G.L.4    Kelly, S.L.5
  • 20
    • 0344604517 scopus 로고    scopus 로고
    • Biochemical and molecular characterization of a succinate semialdehyde dehydrogenase involved in the catabolism of 4-hydroxybutyric acid in Ralstonia eutropha
    • Lütke-Eversloh T & Steinbüchel A (1999) Biochemical and molecular characterization of a succinate semialdehyde dehydrogenase involved in the catabolism of 4-hydroxybutyric acid in Ralstonia eutropha. FEMS Microbiol. Lett. 181: 63-71
    • (1999) FEMS Microbiol. Lett. , vol.181 , pp. 63-71
    • Lütke-Eversloh, T.1    Steinbüchel, A.2
  • 21
    • 0001862275 scopus 로고
    • The decomposition of 4-(2,4-dichlorophenoxy)-butyric acid by Flavobacterium sp
    • Macrae IC, Alexander M & Rovira AD (1963) The decomposition of 4-(2,4-dichlorophenoxy)-butyric acid by Flavobacterium sp. J. Gen. Microbiol. 32: 69-76
    • (1963) J. Gen. Microbiol. , vol.32 , pp. 69-76
    • Macrae, I.C.1    Alexander, M.2    Rovira, A.D.3
  • 22
    • 0034893398 scopus 로고    scopus 로고
    • Mineralization and cometabolic degradation of phenoxyalkanoic acid herbicides by a pure bacterial culture isolated from an aquifer
    • Mai P, Stig Jacobsen O & Aamand J (2001) Mineralization and cometabolic degradation of phenoxyalkanoic acid herbicides by a pure bacterial culture isolated from an aquifer. Appl. Microbiol. Biotechnol. 56: 486-490
    • (2001) Appl. Microbiol. Biotechnol. , vol.56 , pp. 486-490
    • Mai, P.1    Stig Jacobsen, O.2    Aamand, J.3
  • 23
    • 0031687742 scopus 로고    scopus 로고
    • Etherolytic cleavage of 4-(2,4-dichlorophenoxy)-butyric acid and 4-(4-chloro-2-methylphenoxy)butyric acid by species of Rhodococcus and Aureobacterium isolated from an alkaline environment
    • Mertingk H, Müller RH & Babel W (1998) Etherolytic cleavage of 4-(2,4-dichlorophenoxy)-butyric acid and 4-(4-chloro-2-methylphenoxy)butyric acid by species of Rhodococcus and Aureobacterium isolated from an alkaline environment. J. Basic Microbiol. 38: 257-267
    • (1998) J. Basic Microbiol. , vol.38 , pp. 257-267
    • Mertingk, H.1    Müller, R.H.2    Babel, W.3
  • 24
    • 0343485082 scopus 로고    scopus 로고
    • Separation of two dichlorprop/α-ketoglutarate dioxygenases with enantiospecific properties from Comamonas acidovorans MC1
    • Müller RH & Babel W (1999) Separation of two dichlorprop/α-ketoglutarate dioxygenases with enantiospecific properties from Comamonas acidovorans MC1. Acta Biotechnol. 19: 349-355
    • (1999) Acta Biotechnol. , vol.19 , pp. 349-355
    • Müller, R.H.1    Babel, W.2
  • 25
    • 0034808426 scopus 로고    scopus 로고
    • Physiological and genetic characteristics of two strains utilizing phenoxypropionate and phenoxyacetate herbicides
    • Müller RH, Kleinsteuber S & Babel W (2001) Physiological and genetic characteristics of two strains utilizing phenoxypropionate and phenoxyacetate herbicides. Microbiol Res. 156: 121-131
    • (2001) Microbiol Res. , vol.156 , pp. 121-131
    • Müller, R.H.1    Kleinsteuber, S.2    Babel, W.3
  • 26
    • 0030009067 scopus 로고    scopus 로고
    • Bacterial cytochromes P-450
    • Munro AW & Lindsay JG (1996) Bacterial cytochromes P-450. Mol. Microbiol. 20: 1115-1125
    • (1996) Mol. Microbiol. , vol.20 , pp. 1115-1125
    • Munro, A.W.1    Lindsay, J.G.2
  • 27
    • 0022878676 scopus 로고
    • Characterization of a catalytically self-sufficient 119,000-Dalton cytochrome P-450 monooxygenase induced by barbiturates in Bacillus megaterium
    • Narhi LO & Fulco AJ (1986) Characterization of a catalytically self-sufficient 119,000-Dalton cytochrome P-450 monooxygenase induced by barbiturates in Bacillus megaterium. J. Biol. Chem. 261: 7160-7169
    • (1986) J. Biol. Chem. , vol.261 , pp. 7160-7169
    • Narhi, L.O.1    Fulco, A.J.2
  • 28
    • 0030708622 scopus 로고    scopus 로고
    • Involvement of two α-ketoglutarate-dependent dioxygenases in enantioselective degradation of (R)- and (S)-Mecoprop by Sphingomonas herbicidovorans MH
    • Nickel K, Suter MJF & Kohler HP (1997) Involvement of two α-ketoglutarate-dependent dioxygenases in enantioselective degradation of (R)- and (S)-Mecoprop by Sphingomonas herbicidovorans MH. J. Bacteriol. 179: 6674-6679
    • (1997) J. Bacteriol. , vol.179 , pp. 6674-6679
    • Nickel, K.1    Suter, M.J.F.2    Kohler, H.P.3
  • 29
    • 0025663443 scopus 로고
    • Degradation of 2,4-dichlorophenoxyacetic acid by mixed cultures of bacteria
    • Oh KH & Tuovinen OH (1990) Degradation of 2,4-dichlorophenoxyacetic acid by mixed cultures of bacteria. J. Ind. Microbiol. 6: 275-278
    • (1990) J. Ind. Microbiol. , vol.6 , pp. 275-278
    • Oh, K.H.1    Tuovinen, O.H.2
  • 30
    • 0033616138 scopus 로고    scopus 로고
    • Forty years of cytochrome P450
    • Omura T (1999) Forty years of cytochrome P450. Biochem. Biophys. Res. Commun. 266: 690-698
    • (1999) Biochem. Biophys. Res. Commun. , vol.266 , pp. 690-698
    • Omura, T.1
  • 31
    • 0019579579 scopus 로고
    • Autocatalytic alkylation of the cytochrome P-450 prosthetic group by 1-aminobenzotriazole
    • Ortiz de Montellano PR & Mathews JM (1981) Autocatalytic alkylation of the cytochrome P-450 prosthetic group by 1-aminobenzotriazole. Biochem. J. 195: 761-764
    • (1981) Biochem. J. , vol.195 , pp. 761-764
    • Ortiz de Montellano, P.R.1    Mathews, J.M.2
  • 32
    • 0026339120 scopus 로고
    • Bacterial cytochromes P450: Isolation and identification
    • Peterson JA & Lu JY (1991) Bacterial cytochromes P450: Isolation and identification. In: Methods in Enzymology, Vol 206 (pp 612-620)
    • (1991) Methods in Enzymology , vol.206 , pp. 612-620
    • Peterson, J.A.1    Lu, J.Y.2
  • 33
    • 0001853051 scopus 로고
    • Metabolism of 2,4-dichlorophenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid and 2-methylphenoxyacetic acid by Alcaligenes eutrophus JMP134
    • Pieper DH, Reinicke W, Engesser KH & Knackmuss HJ (1988) Metabolism of 2,4-dichlorophenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid and 2-methylphenoxyacetic acid by Alcaligenes eutrophus JMP134. Arch. Microbiol. 150: 95-102
    • (1988) Arch. Microbiol. , vol.150 , pp. 95-102
    • Pieper, D.H.1    Reinicke, W.2    Engesser, K.H.3    Knackmuss, H.J.4
  • 34
    • 0025815912 scopus 로고
    • Microbial cytochromes P-450 and xenobiotic metabolism
    • Sariaslani FS (1991) Microbial cytochromes P-450 and xenobiotic metabolism. Adv. Appl. Microbiol. 36: 133-178
    • (1991) Adv. Appl. Microbiol. , vol.36 , pp. 133-178
    • Sariaslani, F.S.1
  • 35
    • 0035214936 scopus 로고    scopus 로고
    • Characterization of (R/S)-mecoprop [2-(2-methyl-4-chlorophenoxy) propionic acid]-degrading Alcaligenes sp. CS1 and Ralstonia sp. CS2 isolated from agricultural soils
    • Smejkal CW, Vallaeys T, Seymour FA, Burton SK & Lappin-Scott HM (2001) Characterization of (R/S)-mecoprop [2-(2-methyl-4-chlorophenoxy) propionic acid]-degrading Alcaligenes sp. CS1 and Ralstonia sp. CS2 isolated from agricultural soils. Environ. Microbiol. 3: 288-293
    • (2001) Environ. Microbiol. , vol.3 , pp. 288-293
    • Smejkal, C.W.1    Vallaeys, T.2    Seymour, F.A.3    Burton, S.K.4    Lappin-Scott, H.M.5
  • 37
    • 0022460228 scopus 로고
    • Demethylation of veratrole by cytochrome P-450 in Streptomyces setonii
    • Sutherland JB (1986) Demethylation of veratrole by cytochrome P-450 in Streptomyces setonii. Appl. Environ. Microbiol. 52: 98-100
    • (1986) Appl. Environ. Microbiol. , vol.52 , pp. 98-100
    • Sutherland, J.B.1
  • 38
    • 0024561947 scopus 로고
    • Purification and characterization of a soybean flour-induced cytochrome P-450 from Streptomyces griseus
    • Trower MK, Sariaslani FS & O'Keefe DP (1989) Purification and characterization of a soybean flour-induced cytochrome P-450 from Streptomyces griseus. J. Bacteriol. 171: 1781-1787
    • (1989) J. Bacteriol. , vol.171 , pp. 1781-1787
    • Trower, M.K.1    Sariaslani, F.S.2    O'Keefe, D.P.3
  • 39
    • 0029087067 scopus 로고
    • Purification and properties of component B of 2,4,5-Trichlorphenoxyacetate oxygenase from Pseudomonas cepacia AC1100
    • Xun L & Wagnon KB (1995) Purification and properties of component B of 2,4,5-Trichlorphenoxyacetate oxygenase from Pseudomonas cepacia AC1100. Appl. Environ. Microbiol. 61: 3499-3502
    • (1995) Appl. Environ. Microbiol. , vol.61 , pp. 3499-3502
    • Xun, L.1    Wagnon, K.B.2
  • 40
    • 0029979765 scopus 로고    scopus 로고
    • Complete microbial degradation of both enantiomers of the chiral herbicide Mecoprop [(RS)-2-(4-chloro-2-methylphenoxy)propionic acid] in an enantioselective manner by Sphingomonas herbicidovorans sp. nov
    • Zipper C, Nickel K, Angst W & Kohler HPE (1996) Complete microbial degradation of both enantiomers of the chiral herbicide Mecoprop [(RS)-2-(4-chloro-2-methylphenoxy)propionic acid] in an enantioselective manner by Sphingomonas herbicidovorans sp. nov. Appl. Environ. Microbiol. 62: 4318-4322
    • (1996) Appl. Environ. Microbiol. , vol.62 , pp. 4318-4322
    • Zipper, C.1    Nickel, K.2    Angst, W.3    Kohler, H.P.E.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.