메뉴 건너뛰기




Volumn 70, Issue 6, 2004, Pages 3253-3262

Protein engineering of toluene-o-xylene monooxygenase from Pseudomonas stutzeri OX1 for synthesizing 4-methylresorcinol, methylhydroquinone, and pyrogallol

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; ESCHERICHIA COLI; GENETIC ENGINEERING; TOLUENE;

EID: 2942592050     PISSN: 00992240     EISSN: None     Source Type: Journal    
DOI: 10.1128/AEM.70.6.3253-3262.2004     Document Type: Article
Times cited : (64)

References (38)
  • 1
    • 0034907757 scopus 로고    scopus 로고
    • New metabolic pathway for o-cresol degradation by Pseudomonas sp. CP4 as evidenced by H NMR spectroscopic studies
    • Ahamad, P. Y. A., A. A. M. Kunhi, and S. Divakar. 2001. New metabolic pathway for o-cresol degradation by Pseudomonas sp. CP4 as evidenced by H NMR spectroscopic studies. World J. Microbiol. Biotechnol. 17:371-377.
    • (2001) World J. Microbiol. Biotechnol. , vol.17 , pp. 371-377
    • Ahamad, P.Y.A.1    Kunhi, A.A.M.2    Divakar, S.3
  • 2
    • 0029783360 scopus 로고    scopus 로고
    • Cloning of the genes for and characterization of the early stages of toluene and o-xylene catabolism in Pseudomonas stutzeri OX1
    • Bertoni, G., F. Bolognese, E. Galli, and P. Barbieri. 1996. Cloning of the genes for and characterization of the early stages of toluene and o-xylene catabolism in Pseudomonas stutzeri OX1. Appl. Environ. Microbiol. 62:3704-3711.
    • (1996) Appl. Environ. Microbiol. , vol.62 , pp. 3704-3711
    • Bertoni, G.1    Bolognese, F.2    Galli, E.3    Barbieri, P.4
  • 3
    • 0031684004 scopus 로고    scopus 로고
    • Analysis of the gene cluster encoding toluene/o-xylene monooxygenase from Pseudomonas stutzeri OX1
    • Bertoni, G., M. Martino, E. Galli, and P. Barbieri. 1998. Analysis of the gene cluster encoding toluene/o-xylene monooxygenase from Pseudomonas stutzeri OX1. Appl. Environ. Microbiol. 64:3626-3632.
    • (1998) Appl. Environ. Microbiol. , vol.64 , pp. 3626-3632
    • Bertoni, G.1    Martino, M.2    Galli, E.3    Barbieri, P.4
  • 5
    • 0036136382 scopus 로고    scopus 로고
    • Directed evolution of toluene ortho-monooxygenase for enhanced 1-naphthol synthesis and chlorinated ethene degradation
    • Canada, K. A., S. Iwashita, H. Shim, and T. K. Wood. 2002. Directed evolution of toluene ortho-monooxygenase for enhanced 1-naphthol synthesis and chlorinated ethene degradation. J. Bacteriol. 184:344-349.
    • (2002) J. Bacteriol. , vol.184 , pp. 344-349
    • Canada, K.A.1    Iwashita, S.2    Shim, H.3    Wood, T.K.4
  • 6
    • 0031927322 scopus 로고    scopus 로고
    • Oxidation of trichloroethylene, 1,1-dichloroethylene, and chloroform by toluene/o-xylene monooxygenase from Pseudomonas stutzeri OX1
    • Chauhan, S., P. Barbieri, and T. K. Wood. 1998. Oxidation of trichloroethylene, 1,1-dichloroethylene, and chloroform by toluene/o-xylene monooxygenase from Pseudomonas stutzeri OX1. Appl. Environ. Microbiol. 64:3023-3024.
    • (1998) Appl. Environ. Microbiol. , vol.64 , pp. 3023-3024
    • Chauhan, S.1    Barbieri, P.2    Wood, T.K.3
  • 7
    • 0027135661 scopus 로고
    • Microbiological aspects of the removal of chlorinated hydrocarbons from air
    • Dolfing, J., A. J. V. D. Wijngaard, and D. B. Janssen. 1993. Microbiological aspects of the removal of chlorinated hydrocarbons from air. Biodegradation 4:261-282.
    • (1993) Biodegradation , vol.4 , pp. 261-282
    • Dolfing, J.1    Wijngaard, A.J.V.D.2    Janssen, D.B.3
  • 13
    • 0031473847 scopus 로고    scopus 로고
    • SWISS-MODEL and the Swiss-Pdb-Viewer: An environment for comparative protein modelling
    • Guex, N., and M. C. Peitsch. 1997. SWISS-MODEL and the Swiss-Pdb-Viewer: an environment for comparative protein modelling. Electrophoresis 18:2714-2723.
    • (1997) Electrophoresis , vol.18 , pp. 2714-2723
    • Guex, N.1    Peitsch, M.C.2
  • 14
    • 0035906079 scopus 로고    scopus 로고
    • A synthesis of puraquinonic acid
    • Hisaindee, S., and D. L. J. Clive. 2001. A synthesis of puraquinonic acid. Tetrahedron Lett. 42:2253-2255.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 2253-2255
    • Hisaindee, S.1    Clive, D.L.J.2
  • 15
    • 2942608475 scopus 로고    scopus 로고
    • April 1991. Mixtures of dihydroxybenzene derivatives and alkylphenols as rust inhibitors for paints. Poland patent 153,464
    • Krolikowska, A., W. Bokszczanin, A. Kozlowski, and T. Dzikowicz. April 1991. Mixtures of dihydroxybenzene derivatives and alkylphenols as rust inhibitors for paints. Poland patent 153,464.
    • Krolikowska, A.1    Bokszczanin, W.2    Kozlowski, A.3    Dzikowicz, T.4
  • 17
    • 0022702271 scopus 로고
    • Biodegradation pathway of o-cresol by heterogeneous culture. Phenol acclimated activated sludge
    • Masunaga, S., Y. Urushigawa, and Y. Yonezawa. 1986. Biodegradation pathway of o-cresol by heterogeneous culture. Phenol acclimated activated sludge. Water Res. 20:477-484.
    • (1986) Water Res. , vol.20 , pp. 477-484
    • Masunaga, S.1    Urushigawa, Y.2    Yonezawa, Y.3
  • 18
    • 0021068979 scopus 로고
    • Microbial transformation of o-cresol to dihydroxytoluenes by phenol acclimated activated sludge
    • Masunaga, S., Y. Urushigawa, and Y. Yonezawa. 1983. Microbial transformation of o-cresol to dihydroxytoluenes by phenol acclimated activated sludge. Chemosphere 12:1075-1082.
    • (1983) Chemosphere , vol.12 , pp. 1075-1082
    • Masunaga, S.1    Urushigawa, Y.2    Yonezawa, Y.3
  • 19
    • 0037085445 scopus 로고    scopus 로고
    • Changing the substrate reactivity of 2-hydroxybiphenyl 3-monooxygenase from Pseudomonas azelaica HBP1 by directed evolution
    • Meyer, A., A. Schmid, M. Held, A. H. Westphal, M. Röthlisberger, H. E. Kohler, W. J. H. V. Berkel, and B. Witholt. 2002. Changing the substrate reactivity of 2-hydroxybiphenyl 3-monooxygenase from Pseudomonas azelaica HBP1 by directed evolution. J. Biol. Chem. 277:5575-5582.
    • (2002) J. Biol. Chem. , vol.277 , pp. 5575-5582
    • Meyer, A.1    Schmid, A.2    Held, M.3    Westphal, A.H.4    Röthlisberger, M.5    Kohler, H.E.6    Berkel, W.J.H.V.7    Witholt, B.8
  • 20
    • 0033280672 scopus 로고    scopus 로고
    • Exploring nonnatural evolutionary pathways by saturation mutagenesis: Rapid improvement of protein function
    • Miyazaki, K., and F. H. Arnold. 1999. Exploring nonnatural evolutionary pathways by saturation mutagenesis: rapid improvement of protein function. J. Mol. Evol. 49:716-720.
    • (1999) J. Mol. Evol. , vol.49 , pp. 716-720
    • Miyazaki, K.1    Arnold, F.H.2
  • 21
    • 0029670577 scopus 로고    scopus 로고
    • Directed evolution of a para-nitrobenzyl esterase for aqueous-organic solvents
    • Moore, J. C., and F. H. Arnold. 1996. Directed evolution of a para-nitrobenzyl esterase for aqueous-organic solvents. Nat. Biotechnol. 14:458-467.
    • (1996) Nat. Biotechnol. , vol.14 , pp. 458-467
    • Moore, J.C.1    Arnold, F.H.2
  • 23
    • 0029004590 scopus 로고
    • Protein modeling by E-mail
    • Peitsch, M. C. 1995. Protein modeling by E-mail. Bio/Technology 13:658-660.
    • (1995) Bio/Technology , vol.13 , pp. 658-660
    • Peitsch, M.C.1
  • 24
    • 0034142252 scopus 로고    scopus 로고
    • Threonine 201 in the diiron enzyme toluene 4-monooxygenase is not required for catalysis
    • Pikus, J. D., K. H. Mitchell, J. M. Studts, K. McClay, R. J. Steffan, and B. G. Fox. 2000. Threonine 201 in the diiron enzyme toluene 4-monooxygenase is not required for catalysis. Biochemistry 39:791-799.
    • (2000) Biochemistry , vol.39 , pp. 791-799
    • Pikus, J.D.1    Mitchell, K.H.2    Studts, J.M.3    McClay, K.4    Steffan, R.J.5    Fox, B.G.6
  • 25
    • 0030739171 scopus 로고    scopus 로고
    • Changes in the regiospecificity of aromatic hydroxylation produced by active site engineering in the diiron enzyme toluene 4-monooxygenase
    • Pikus, J. D., J. M. Studts, K. McClay, R. J. Steffan, and B. G. Fox. 1997. Changes in the regiospecificity of aromatic hydroxylation produced by active site engineering in the diiron enzyme toluene 4-monooxygenase. Biochemistry 36:9283-9289.
    • (1997) Biochemistry , vol.36 , pp. 9283-9289
    • Pikus, J.D.1    Studts, J.M.2    McClay, K.3    Steffan, R.J.4    Fox, B.G.5
  • 26
    • 79951637802 scopus 로고
    • The production of catechols from benzene and toluene by Pseudomonas putida in glucose fed-batch culture
    • Robinson, G. K., G. M. Stephens, H. Dalton, and P. J. Geary. 1992. The production of catechols from benzene and toluene by Pseudomonas putida in glucose fed-batch culture. Biocatalysis 6:81-100.
    • (1992) Biocatalysis , vol.6 , pp. 81-100
    • Robinson, G.K.1    Stephens, G.M.2    Dalton, H.3    Geary, P.J.4
  • 27
    • 0030885887 scopus 로고    scopus 로고
    • Crystal structures of the methane monooxygenase hydroxylase from Methylococcus capsulatus (Bath): Implications for substrate gating and component interactions
    • Rosenzweig, A. C., H. Brandstetter, D. A. Whittington, P. Nordlund, S. J. Lippard, and C. A. Frederick. 1997. Crystal structures of the methane monooxygenase hydroxylase from Methylococcus capsulatus (Bath): implications for substrate gating and component interactions. Proteins Struct. Funct. Genet. 29:141-152.
    • (1997) Proteins Struct. Funct. Genet. , vol.29 , pp. 141-152
    • Rosenzweig, A.C.1    Brandstetter, H.2    Whittington, D.A.3    Nordlund, P.4    Lippard, S.J.5    Frederick, C.A.6
  • 28
    • 58149367966 scopus 로고
    • Geometry of the soluble methane monooxygenase catalytic diiron center in two oxidation states
    • Rosenzweig, A. C., P. Nordlund, P. M. Takahara, C. A. Frederick, and S. J. Lippard. 1995. Geometry of the soluble methane monooxygenase catalytic diiron center in two oxidation states. Chem. Biol. 2:409-418.
    • (1995) Chem. Biol. , vol.2 , pp. 409-418
    • Rosenzweig, A.C.1    Nordlund, P.2    Takahara, P.M.3    Frederick, C.A.4    Lippard, S.J.5
  • 29
    • 2942565707 scopus 로고    scopus 로고
    • Saturation mutagenesis of toluene ortho-monooxygenase from Burkholderia
    • Rui, L., Y. M. Kwon, A. Fishman, K. F. Reardon, and T. K. Wood. 2004. Saturation mutagenesis of toluene ortho-monooxygenase from Burkholderia cepacia G4 for enhanced 1-naphthol synthesis and chloroform degradation. Appl. Environ. Microbiol. 70:3246-3252.
    • (2004) Appl. Environ. Microbiol. , vol.70 , pp. 3246-3252
    • Rui, L.1    Kwon, Y.M.2    Fishman, A.3    Reardon, K.F.4    Wood, T.K.5
  • 30
    • 0033927439 scopus 로고    scopus 로고
    • Aerobic degradation of tetrachloroethylene by toluene-o-xylene monooxygenase of Pseudomonas stutzeri OX1
    • Ryoo, D., H. Shim, K. Canada, P. Barbieri, and T. K. Wood. 2000. Aerobic degradation of tetrachloroethylene by toluene-o-xylene monooxygenase of Pseudomonas stutzeri OX1. Nat. Biotechnol. 18:775-778.
    • (2000) Nat. Biotechnol. , vol.18 , pp. 775-778
    • Ryoo, D.1    Shim, H.2    Canada, K.3    Barbieri, P.4    Wood, T.K.5
  • 31
    • 0035464767 scopus 로고    scopus 로고
    • Laboratory evolution of toluene dioxygenase to accept 4-picoline as a substrate
    • Sakamoto, T., J. M. Joern, A. Arisawa, and F. H. Arnold. 2001. Laboratory evolution of toluene dioxygenase to accept 4-picoline as a substrate. Appl. Environ. Microbiol. 67:3882-3887.
    • (2001) Appl. Environ. Microbiol. , vol.67 , pp. 3882-3887
    • Sakamoto, T.1    Joern, J.M.2    Arisawa, A.3    Arnold, F.H.4
  • 34
    • 0042622380 scopus 로고    scopus 로고
    • SWISS-MODEL: An automated protein homology-modeling server
    • Schwede, T., J. Kopp, N. Guex, and M. C. Peitsch. 2003. SWISS-MODEL: an automated protein homology-modeling server. Nucleic Acids Res. 31:3381-3385.
    • (2003) Nucleic Acids Res. , vol.31 , pp. 3381-3385
    • Schwede, T.1    Kopp, J.2    Guex, N.3    Peitsch, M.C.4
  • 35
    • 3242763195 scopus 로고    scopus 로고
    • Oxidation of benzene to phenol, catechol, and 1,2,3-trihydroxybenzene by toluene 4-monooxygenase of Pseudomonas mendocina KR1 and toluene 3-monooxygenase of Ralstonia pickettii PKO1
    • in press
    • Tao, Y., A. Fishman, W. E. Bentley, and T. K. Wood. Oxidation of benzene to phenol, catechol, and 1,2,3-trihydroxybenzene by toluene 4-monooxygenase of Pseudomonas mendocina KR1 and toluene 3-monooxygenase of Ralstonia pickettii PKO1. Appl. Environ. Microbiol., in press.
    • Appl. Environ. Microbiol.
    • Tao, Y.1    Fishman, A.2    Bentley, W.E.3    Wood, T.K.4
  • 37
    • 0242500462 scopus 로고    scopus 로고
    • Practical issues in the application of oxygenases
    • van Beilen, J. B., W. A. Duetz, S. A., and B. Witholt. 2003. Practical issues in the application of oxygenases. Trends Biotechnol. 21:170-177.
    • (2003) Trends Biotechnol. , vol.21 , pp. 170-177
    • Van Beilen, J.B.1    Duetz, W.A.2    Witholt, B.3
  • 38
    • 2942551747 scopus 로고    scopus 로고
    • March 2003. Capacitor electrolytes containing dihydroxytoluenes for low specific resistance. Japan patent 2,003,068,585
    • Yonezawa, T. March 2003. Capacitor electrolytes containing dihydroxytoluenes for low specific resistance. Japan patent 2,003,068,585.
    • Yonezawa, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.