메뉴 건너뛰기




Volumn 269, Issue 21, 2002, Pages 5330-5335

Oxidation of phenols by laccase and laccase-mediator systems. Solubility and steric issues

Author keywords

HPI; Laccase; Lignin degradation; Phenols; TEMPO

Indexed keywords

2,2,6,6 TETRAMETHYLPIPERIDIN 1 YLOXY; CHEMICAL COMPOUND; FUNCTIONAL GROUP; IMIDE; LACCASE; LIGNIN; N HYDROXYPHTHALIMIDE; OLIGOMER; ORGANIC COMPOUND; PHENOL DERIVATIVE; PIPERIDINE DERIVATIVE; POLYPHENOL; SOLVENT; UNCLASSIFIED DRUG; WATER;

EID: 0036431648     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1033.2002.03256.x     Document Type: Article
Times cited : (87)

References (30)
  • 1
    • 84987057619 scopus 로고
    • On the chemistry of lignin biodegradation
    • C. Galli, Schoemaker, H.E. (1990) On the chemistry of lignin biodegradation. Trav. Chim. Pays-Bas 109, 255-272.
    • (1990) Trav. Chim. Pays-Bas , vol.109 , pp. 255-272
    • Galli, C.1    Schoemaker, H.E.2
  • 2
    • 37049181820 scopus 로고
    • Lignin-degrading enzyme from the hymenomycete Phanerochaete chrysosporium burds
    • Tien, M. & Kirk, T.K. (1983) Lignin-degrading enzyme from the hymenomycete Phanerochaete chrysosporium burds. Science 221, 661-663.
    • (1983) Science , vol.221 , pp. 661-663
    • Tien, M.1    Kirk, T.K.2
  • 3
    • 0000707892 scopus 로고
    • 2-dependent oxidases from ligninolytic cultures of Phanerochaete chrysosporium
    • 2-dependent oxidases from ligninolytic cultures of Phanerochaete chrysosporium. FEBS Lett. 169, 247-250.
    • (1984) FEBS Lett. , vol.169 , pp. 247-250
    • Kuwahara, M.1    Glenn, J.K.2    Morgan, A.3    Gold, M.H.4
  • 5
    • 0029937108 scopus 로고    scopus 로고
    • Oxidation of phenols, anilines, and benzenethiols by fungal laccases: Correlation between activity and redox potentials as well as halide inhibition
    • Xu, F. (1996) Oxidation of phenols, anilines, and benzenethiols by fungal laccases: Correlation between activity and redox potentials as well as halide inhibition. Biochemistry 35, 7608-7614.
    • (1996) Biochemistry , vol.35 , pp. 7608-7614
    • Xu, F.1
  • 6
    • 0033987670 scopus 로고    scopus 로고
    • Phenolic acids affect transformations of chlorophenols by a Coriolus Versicolor laccase
    • Itoh, K., Fujita, M., Kumano, K., Suyama, K. & Yamamoto, H. (2000) Phenolic acids affect transformations of chlorophenols by a Coriolus Versicolor laccase. Soil Biol. Biochem. 32, 85-91.
    • (2000) Soil Biol. Biochem. , vol.32 , pp. 85-91
    • Itoh, K.1    Fujita, M.2    Kumano, K.3    Suyama, K.4    Yamamoto, H.5
  • 8
    • 0025341273 scopus 로고
    • Comparison of lignin peroxidase, horseradish peroxidase and laccase in the oxidation of methoxybenzenes
    • Kersten, P.J., Kalyanaraman, B., Hammel, K.E., Reinhammar, B. & Kirk, T.K. (1990) Comparison of lignin peroxidase, horseradish peroxidase and laccase in the oxidation of methoxybenzenes. Biochem. J. 268, 475-480.
    • (1990) Biochem. J. , vol.268 , pp. 475-480
    • Kersten, P.J.1    Kalyanaraman, B.2    Hammel, K.E.3    Reinhammar, B.4    Kirk, T.K.5
  • 9
    • 0025315157 scopus 로고
    • Oxidation of non-phenolic substrates. An expanded role for laccase in lignin biodegradation
    • Bourbonnais, R. & Paice, M.G. (1990) Oxidation of non-phenolic substrates. An expanded role for laccase in lignin biodegradation. FEBS Lett. 267, 99-102.
    • (1990) FEBS Lett. , vol.267 , pp. 99-102
    • Bourbonnais, R.1    Paice, M.G.2
  • 10
    • 0026606043 scopus 로고
    • Demethylation and delignification of kraft pulp by Trametes versicolor laccase in the presence of ABTS
    • Bourbonnais, R. & Paice, M.G. (1992) Demethylation and delignification of kraft pulp by Trametes versicolor laccase in the presence of ABTS. Appl. Microbiol. Biot. 36, 823-827.
    • (1992) Appl. Microbiol. Biot. , vol.36 , pp. 823-827
    • Bourbonnais, R.1    Paice, M.G.2
  • 11
    • 0030734780 scopus 로고    scopus 로고
    • Reactivities of various mediators and laccases with kraft pulp and lignin model compounds
    • Bourbonnais, R., Paice, M.G., Freiermuth, B., Bodie, E. & Borneman, S. (1997) Reactivities of various mediators and laccases with kraft pulp and lignin model compounds. Appl. Environ. Microb. 63, 4627-4632.
    • (1997) Appl. Environ. Microb. , vol.63 , pp. 4627-4632
    • Bourbonnais, R.1    Paice, M.G.2    Freiermuth, B.3    Bodie, E.4    Borneman, S.5
  • 12
    • 0031795060 scopus 로고    scopus 로고
    • The early oxidative biodegradation steps of residual kraft lignin models with laccase
    • Crestini, C. & Argyropoulos, D.S. (1998) The early oxidative biodegradation steps of residual kraft lignin models with laccase. Bioorgan. Med. Chem. 6, 2161-2169.
    • (1998) Bioorgan. Med. Chem. , vol.6 , pp. 2161-2169
    • Crestini, C.1    Argyropoulos, D.S.2
  • 13
    • 0034647684 scopus 로고    scopus 로고
    • Do the extracellular enzymes cellobiose dehydrogenase and manganese peroxidase form a pathway in lignin biodegradation?
    • Hildén, L., Johansson, G., Pettersson, G., Li, J., Ljungquist, P. & Henriksson, G. (2000) Do the extracellular enzymes cellobiose dehydrogenase and manganese peroxidase form a pathway in lignin biodegradation? FEBS Lett. 477, 79-83.
    • (2000) FEBS Lett. , vol.477 , pp. 79-83
    • Hildén, L.1    Johansson, G.2    Pettersson, G.3    Li, J.4    Ljungquist, P.5    Henriksson, G.6
  • 14
    • 0011441542 scopus 로고    scopus 로고
    • Enzymatic antimicrobial composition, useful in, e.g. laundries, cosmetic products, and contact lenses, comprises a phenol oxidising enzyme system and an N-hydroxyanilide enhancing agent. PCT International Patent WO 0027204, A1. European Patent Office, Munich, Germany
    • Deussen, H.-J. & Johansen, C. (2000) Enzymatic antimicrobial composition, useful in, e.g. laundries, cosmetic products, and contact lenses, comprises a phenol oxidising enzyme system and an N-hydroxyanilide enhancing agent. PCT International Patent WO 0027204, A1. European Patent Office, Munich, Germany.
    • (2000)
    • Deussen, H.-J.1    Johansen, C.2
  • 15
    • 4243542277 scopus 로고    scopus 로고
    • History, overview and applications of mediated lignolytic systems, especially laccase-mediator-systems (Lignozym-process)
    • Call, H.-P. & Mücke, I. (1997) History, overview and applications of mediated lignolytic systems, especially laccase-mediator-systems (Lignozym-process). J. Biotechnol. 53, 163-202.
    • (1997) J. Biotechnol. , vol.53 , pp. 163-202
    • Call, H.-P.1    Mücke, I.2
  • 16
    • 0001124119 scopus 로고
    • Selective enzymatic oxidation of aromatic methyl groups to aldehydes
    • Potthast, A., Rosenau, T., Chen, C.L. & Gratzl, J.S. (1995) Selective enzymatic oxidation of aromatic methyl groups to aldehydes. J. Org. Chem. 60, 4320-4321.
    • (1995) J. Org. Chem. , vol.60 , pp. 4320-4321
    • Potthast, A.1    Rosenau, T.2    Chen, C.L.3    Gratzl, J.S.4
  • 17
    • 0035935101 scopus 로고    scopus 로고
    • An oxidation of alcohols by oxygen with the enzyme laccase, and mediation by TEMPO
    • Fabbrini, M., Galli, C., Gentili, P. & Macchitella, D. (2001) An oxidation of alcohols by oxygen with the enzyme laccase, and mediation by TEMPO. Tetrahedron Lett. 42, 7551-7553.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 7551-7553
    • Fabbrini, M.1    Galli, C.2    Gentili, P.3    Macchitella, D.4
  • 18
    • 0032514566 scopus 로고    scopus 로고
    • Synthesis of aromatic aldehydes by laccase-mediator assisted oxidation
    • Fritz-Langhals, E. & Kunath, B. (1998) Synthesis of aromatic aldehydes by laccase-mediator assisted oxidation. Tetrahedron Lett. 39, 5955-5956.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 5955-5956
    • Fritz-Langhals, E.1    Kunath, B.2
  • 19
    • 0033971693 scopus 로고    scopus 로고
    • Natural mediators in the oxidation of polycyclic aromatic hydrocarbons by laccase mediator systems
    • Johannes, C. & Majcherczyk, A. (2000) Natural mediators in the oxidation of polycyclic aromatic hydrocarbons by laccase mediator systems. Appl. Environ. Microb. 66, 524-528.
    • (2000) Appl. Environ. Microb. , vol.66 , pp. 524-528
    • Johannes, C.1    Majcherczyk, A.2
  • 20
    • 0037127592 scopus 로고    scopus 로고
    • Comparing the efficiency of some mediators of laccase
    • Fabbrini, M., Galli, C. & Gentili, P. (2002) Comparing the efficiency of some mediators of laccase. J. Mol. Catal. B: Enzym. 16, 231-240.
    • (2002) J. Mol. Catal. B: Enzym. , vol.16 , pp. 231-240
    • Fabbrini, M.1    Galli, C.2    Gentili, P.3
  • 21
    • 0033537703 scopus 로고    scopus 로고
    • Lignin and Mn peroxidase-catalysed oxidation of phenolic lignin oligomers
    • Banci, L., Ciofi-Baffoni, S. & Tien, M. (1999) Lignin and Mn peroxidase-catalysed oxidation of phenolic lignin oligomers. Biochemistry 38, 3205-3210.
    • (1999) Biochemistry , vol.38 , pp. 3205-3210
    • Banci, L.1    Ciofi-Baffoni, S.2    Tien, M.3
  • 23
    • 0033284841 scopus 로고    scopus 로고
    • Investigations into laccase-mediator delignification of kraft pulps
    • Sealey, J., Ragauskas, A.J. & Elder, T.J. (1999) Investigations into laccase-mediator delignification of kraft pulps. Holzforschung 53, 498-502.
    • (1999) Holzforschung , vol.53 , pp. 498-502
    • Sealey, J.1    Ragauskas, A.J.2    Elder, T.J.3
  • 24
    • 0000353455 scopus 로고
    • Reactivity of phthalimide-N-oxyl: A kinetic study
    • Ueda, C., Noyama, M., Ohmori, H. & Masui, M. (1987) Reactivity of phthalimide-N-oxyl: A kinetic study. Chem. Pharm. Bull. 35, 1372-1377.
    • (1987) Chem. Pharm. Bull. , vol.35 , pp. 1372-1377
    • Ueda, C.1    Noyama, M.2    Ohmori, H.3    Masui, M.4
  • 25
    • 0029829555 scopus 로고    scopus 로고
    • On the use of stable organic nitroxyl radicals for the oxidation of primary and secondary alcohols
    • de Nooy, A.E.J., Besemer, A.C. & van Bekkum, H. (1996) On the use of stable organic nitroxyl radicals for the oxidation of primary and secondary alcohols. Synthesis 1153-1174.
    • (1996) Synthesis , pp. 1153-1174
    • De Nooy, A.E.J.1    Besemer, A.C.2    Van Bekkum, H.3
  • 26
    • 0035903956 scopus 로고    scopus 로고
    • Efficient Mn-Cu and Mn-Co-TEMPO catalysed oxidation of alcohols into aldehydes and ketones by oxygen under mild conditions
    • Cecchetto, A., Fontana, F., Minisci, F. & Recupero, F. (2001) Efficient Mn-Cu and Mn-Co-TEMPO catalysed oxidation of alcohols into aldehydes and ketones by oxygen under mild conditions. Tetrahedron Lett. 42, 6651-6654.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 6651-6654
    • Cecchetto, A.1    Fontana, F.2    Minisci, F.3    Recupero, F.4
  • 27
    • 0000307530 scopus 로고    scopus 로고
    • A versatile and highly selective hypervalent iodine (III)/TEMPO-mediated oxidation of alcohols to carbonyl compounds
    • De Mico, A., Margarita, R., Parlanti, L., Vescovi, A. & Pianca-telli, G. (1997) A versatile and highly selective hypervalent iodine (III)/TEMPO-mediated oxidation of alcohols to carbonyl compounds. J. Org. Chem. 62, 6974-6977.
    • (1997) J. Org. Chem. , vol.62 , pp. 6974-6977
    • De Mico, A.1    Margarita, R.2    Parlanti, L.3    Vescovi, A.4    Pianca-telli, G.5
  • 28
    • 34548829834 scopus 로고
    • Radical cations as reference chromogens in kinetic studies of one-electron transfer reactions: Pulse radiolysis studies of ABTS
    • Wolfenden, B.S. & Willson, R.L. (1982) Radical cations as reference chromogens in kinetic studies of one-electron transfer reactions: Pulse radiolysis studies of ABTS. J. Chem. Soc., Perkin Trans. 2, 805-812.
    • (1982) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 805-812
    • Wolfenden, B.S.1    Willson, R.L.2
  • 29
    • 0346048550 scopus 로고
    • Calixarenes. 10. Oxacalixarenes
    • Dahwan, B. & Gutsche, C.D. (1983) Calixarenes. 10. Oxacalixarenes. J. Org. Chem. 48, 1536-1539.
    • (1983) J. Org. Chem. , vol.48 , pp. 1536-1539
    • Dahwan, B.1    Gutsche, C.D.2
  • 30
    • 0037134157 scopus 로고    scopus 로고
    • Aerobic oxidation of N-alkylamides catalysed by N-hydroxyphthalimide under mild conditions
    • Minisci, F., Punta, C., Recupero, F., Fontana, F. & Pedulli, G.F. (2002) Aerobic oxidation of N-alkylamides catalysed by N-hydroxyphthalimide under mild conditions. J. Org. Chem. 67, 2671-2676.
    • (2002) J. Org. Chem. , vol.67 , pp. 2671-2676
    • Minisci, F.1    Punta, C.2    Recupero, F.3    Fontana, F.4    Pedulli, G.F.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.