메뉴 건너뛰기




Volumn 487, Issue 1, 2014, Pages 748-755

Synthesis and characterization of combined cross-linked laccase and tyrosinase aggregates transforming acetaminophen as a model phenolic compound in wastewaters

Author keywords

Acetaminophen; Characterization; Combi CLEA; Laccase; Tyrosinase; Wastewaters

Indexed keywords

AGGREGATES; BIODEGRADABLE POLYMERS; CROSSLINKING; DIMERS; METABOLITES; PHENOLS; WASTEWATER;

EID: 84896855606     PISSN: 00489697     EISSN: 18791026     Source Type: Journal    
DOI: 10.1016/j.scitotenv.2013.10.004     Document Type: Article
Times cited : (89)

References (49)
  • 2
    • 84869067264 scopus 로고    scopus 로고
    • Laccase-based CLEAs: chitosan as a novel cross-linking agent
    • Arsenault A., Cabana H., Jones J.P. Laccase-based CLEAs: chitosan as a novel cross-linking agent. Enzyme Res 2011, 2011:1-10.
    • (2011) Enzyme Res , vol.2011 , pp. 1-10
    • Arsenault, A.1    Cabana, H.2    Jones, J.P.3
  • 3
    • 38049085641 scopus 로고    scopus 로고
    • Preparation of cross-linked tyrosinase aggregates
    • Aytar B.S., Bakir U. Preparation of cross-linked tyrosinase aggregates. Process Biochem 2008, 43:125-131.
    • (2008) Process Biochem , vol.43 , pp. 125-131
    • Aytar, B.S.1    Bakir, U.2
  • 4
    • 84896863202 scopus 로고    scopus 로고
    • Laccase insolubilized as combination of crosslinked enzyme aggregates: characterization and potential application in wastewater treatment
    • Ba S., Mialon A., Cabana H., Jones J.P. Laccase insolubilized as combination of crosslinked enzyme aggregates: characterization and potential application in wastewater treatment. J Enzyme Res 2012, 3:23-28.
    • (2012) J Enzyme Res , vol.3 , pp. 23-28
    • Ba, S.1    Mialon, A.2    Cabana, H.3    Jones, J.P.4
  • 6
    • 79955118180 scopus 로고    scopus 로고
    • Behavior of pharmaceuticals and drugs of abuse in a drinking water treatment plant (DWTP) using combined conventional and ultrafiltration and reverse osmosis (UF/RO) treatments
    • Boleda M.R., Galceran M.T., Ventura F. Behavior of pharmaceuticals and drugs of abuse in a drinking water treatment plant (DWTP) using combined conventional and ultrafiltration and reverse osmosis (UF/RO) treatments. Environ Pollut 2011, 159:1584-1591.
    • (2011) Environ Pollut , vol.159 , pp. 1584-1591
    • Boleda, M.R.1    Galceran, M.T.2    Ventura, F.3
  • 7
    • 0025315157 scopus 로고
    • Oxidation of nonphenolic substrates - an expanded role for laccase in lignin biodegradation
    • Bourbonnais R., Paice M.G. Oxidation of nonphenolic substrates - an expanded role for laccase in lignin biodegradation. FEBS Lett 1990, 267:99-102.
    • (1990) FEBS Lett , vol.267 , pp. 99-102
    • Bourbonnais, R.1    Paice, M.G.2
  • 8
    • 34848883383 scopus 로고    scopus 로고
    • Preparation and characterization of cross-linked laccase aggregates and their application to the elimination of endocrine disrupting chemicals
    • Cabana H., Jones J.P., Agathos S.A. Preparation and characterization of cross-linked laccase aggregates and their application to the elimination of endocrine disrupting chemicals. J Biotechnol 2007, 132:23-31.
    • (2007) J Biotechnol , vol.132 , pp. 23-31
    • Cabana, H.1    Jones, J.P.2    Agathos, S.A.3
  • 9
    • 33846297346 scopus 로고    scopus 로고
    • Elimination of endocrine disrupting chemicals nonylphenol and bisphenol A and personal care product ingredient triclosan using enzyme preparation from the white rot fungus Coriolopsis polyzona
    • Cabana H., Jiwan J.L., Rozenberg R., Elisashvili V., Penninckx M., Agathos S.N., et al. Elimination of endocrine disrupting chemicals nonylphenol and bisphenol A and personal care product ingredient triclosan using enzyme preparation from the white rot fungus Coriolopsis polyzona. Chemosphere 2007, 67:770-778.
    • (2007) Chemosphere , vol.67 , pp. 770-778
    • Cabana, H.1    Jiwan, J.L.2    Rozenberg, R.3    Elisashvili, V.4    Penninckx, M.5    Agathos, S.N.6
  • 10
    • 34247242778 scopus 로고    scopus 로고
    • Transformation of polycyclic aromatic hydrocarbons by laccase is strongly enhanced by phenolic compounds present in soil
    • Cañas A.I., Alcalde M., Plou F., Martínez M.J., Martínez Á.T., Camarero S. Transformation of polycyclic aromatic hydrocarbons by laccase is strongly enhanced by phenolic compounds present in soil. Environ Sci Technol 2007, 41:2964-2971.
    • (2007) Environ Sci Technol , vol.41 , pp. 2964-2971
    • Cañas, A.I.1    Alcalde, M.2    Plou, F.3    Martínez, M.J.4    Martínez, A.T.5    Camarero, S.6
  • 11
    • 33846489558 scopus 로고    scopus 로고
    • Preparation and characterization of combi-CLEAs catalyzing multiple non-cascade reactions
    • Dalal S., Kapoor M., Gupta M.N. Preparation and characterization of combi-CLEAs catalyzing multiple non-cascade reactions. J Mol Catal B 2007, 44:128-132.
    • (2007) J Mol Catal B , vol.44 , pp. 128-132
    • Dalal, S.1    Kapoor, M.2    Gupta, M.N.3
  • 12
    • 0032851992 scopus 로고    scopus 로고
    • Characterization of immobilized laccase from Lentinula edodes and its use in olive-mill wastewater treatment
    • D'Annibale A., Stazi S.R., Vinciguerra V., Di Mattia E., Sermanni G.G. Characterization of immobilized laccase from Lentinula edodes and its use in olive-mill wastewater treatment. Process Biochem 1999, 34:697-706.
    • (1999) Process Biochem , vol.34 , pp. 697-706
    • D'Annibale, A.1    Stazi, S.R.2    Vinciguerra, V.3    Di Mattia, E.4    Sermanni, G.G.5
  • 13
    • 0033383635 scopus 로고    scopus 로고
    • Pharmaceuticals and personal care products in the environment: agents of subtle change?
    • Daughton C.G., Ternes T.A. Pharmaceuticals and personal care products in the environment: agents of subtle change?. Environ Health Perspect 1999, 107:907-938.
    • (1999) Environ Health Perspect , vol.107 , pp. 907-938
    • Daughton, C.G.1    Ternes, T.A.2
  • 16
    • 0037010857 scopus 로고    scopus 로고
    • Applications of laccases and tyrosinases (phenoloxidases) immobilized on different supports: a review
    • Duran N., Rosa M.A., D'Annibale A., Gianfreda L. Applications of laccases and tyrosinases (phenoloxidases) immobilized on different supports: a review. Enzyme Microb Technol 2002, 31:907-931.
    • (2002) Enzyme Microb Technol , vol.31 , pp. 907-931
    • Duran, N.1    Rosa, M.A.2    D'Annibale, A.3    Gianfreda, L.4
  • 17
    • 0033230318 scopus 로고    scopus 로고
    • Immobilization of polyphenol oxidase on chitosan-coated polysulphone capillary membranes for improved phenolic effluent bioremediation
    • Edwards W., Leukes W.D., Rose P.D., Burton S.G. Immobilization of polyphenol oxidase on chitosan-coated polysulphone capillary membranes for improved phenolic effluent bioremediation. Enzyme Microb Technol 1999, 25:769-773.
    • (1999) Enzyme Microb Technol , vol.25 , pp. 769-773
    • Edwards, W.1    Leukes, W.D.2    Rose, P.D.3    Burton, S.G.4
  • 18
    • 84872530899 scopus 로고    scopus 로고
    • Transformation and removal of tetrabromobisphenol a from water in the presence of natural organic matter via laccase-catalyzed reactions: reaction rates, products, and pathways
    • Feng Y., Colosi L.M., Gao S., Huang Q., Mao L. Transformation and removal of tetrabromobisphenol a from water in the presence of natural organic matter via laccase-catalyzed reactions: reaction rates, products, and pathways. Environ Sci Technol 2013, 47:1001-1008.
    • (2013) Environ Sci Technol , vol.47 , pp. 1001-1008
    • Feng, Y.1    Colosi, L.M.2    Gao, S.3    Huang, Q.4    Mao, L.5
  • 19
    • 79961159849 scopus 로고    scopus 로고
    • Effects of tyrosinase and laccase on oat proteins and quality parameters of gluten-free oat breads
    • Flander L., Holopainen U., Kruus K., Buchert J. Effects of tyrosinase and laccase on oat proteins and quality parameters of gluten-free oat breads. J Agric Food Chem 2011, 59:8385-8390.
    • (2011) J Agric Food Chem , vol.59 , pp. 8385-8390
    • Flander, L.1    Holopainen, U.2    Kruus, K.3    Buchert, J.4
  • 20
    • 0021268110 scopus 로고
    • The formation and toxicity of catechol metabolites of acetaminophen in mice
    • Forte A.J., Wilson J.M., Slattery J.T., Nelson S.D. The formation and toxicity of catechol metabolites of acetaminophen in mice. Drug Metab Dispos 1984, 12:484-491.
    • (1984) Drug Metab Dispos , vol.12 , pp. 484-491
    • Forte, A.J.1    Wilson, J.M.2    Slattery, J.T.3    Nelson, S.D.4
  • 21
    • 79959745805 scopus 로고    scopus 로고
    • Occurrence and concentrations of pharmaceutical compounds in groundwater used for public drinking-water supply in California
    • Fram M.S., Belitz K. Occurrence and concentrations of pharmaceutical compounds in groundwater used for public drinking-water supply in California. Sci Total Environ 2011, 409:3409-3417.
    • (2011) Sci Total Environ , vol.409 , pp. 3409-3417
    • Fram, M.S.1    Belitz, K.2
  • 23
    • 84863110519 scopus 로고    scopus 로고
    • Fast and comprehensive multi-residue analysis of a broad range of human and veterinary pharmaceuticals and some of their metabolites in surface and treated waters by ultra-high-performance liquid chromatography coupled to quadrupole-linear ion trap tandem mass spectrometry
    • Gros M., Rodríguez-Mozaz S., Barceló D. Fast and comprehensive multi-residue analysis of a broad range of human and veterinary pharmaceuticals and some of their metabolites in surface and treated waters by ultra-high-performance liquid chromatography coupled to quadrupole-linear ion trap tandem mass spectrometry. J Chromatogr A 2012, 1248:104-121.
    • (2012) J Chromatogr A , vol.1248 , pp. 104-121
    • Gros, M.1    Rodríguez-Mozaz, S.2    Barceló, D.3
  • 24
    • 84870482214 scopus 로고    scopus 로고
    • Formation of enzyme polymer engineered structure for laccase and cross-linked laccase aggregates stabilization
    • Hassani T., Ba S., Cabana H. Formation of enzyme polymer engineered structure for laccase and cross-linked laccase aggregates stabilization. Bioresour Technol 2013, 128:640-645.
    • (2013) Bioresour Technol , vol.128 , pp. 640-645
    • Hassani, T.1    Ba, S.2    Cabana, H.3
  • 25
    • 0018965180 scopus 로고
    • 3-Hydroxyacetaminophen: a microsomal metabolite of acetaminophen. Evidence against an epoxide as the reactive metabolite of acetaminophen
    • Hinson J.A., Pohl L.R., Monks T.J., Gillette J.R., Guengerich F.P. 3-Hydroxyacetaminophen: a microsomal metabolite of acetaminophen. Evidence against an epoxide as the reactive metabolite of acetaminophen. Drug Metab Dispos 1980, 8:289-294.
    • (1980) Drug Metab Dispos , vol.8 , pp. 289-294
    • Hinson, J.A.1    Pohl, L.R.2    Monks, T.J.3    Gillette, J.R.4    Guengerich, F.P.5
  • 26
    • 20044368821 scopus 로고    scopus 로고
    • Oxidation of pharmaceuticals during ozonation of municipal wastewater effluents: a pilot study
    • Huber M.M., Göbel A., Joss A., Hermann N., Löffler D., McArdell C.S., et al. Oxidation of pharmaceuticals during ozonation of municipal wastewater effluents: a pilot study. Environ Sci Technol 2005, 39:4290-4299.
    • (2005) Environ Sci Technol , vol.39 , pp. 4290-4299
    • Huber, M.M.1    Göbel, A.2    Joss, A.3    Hermann, N.4    Löffler, D.5    McArdell, C.S.6
  • 27
    • 80255134545 scopus 로고    scopus 로고
    • Preparation of chitosan-coated magnetite nanoparticles and application for immobilization of laccase
    • Kalkan N.A., Aksoy S., Aksoy E.A., Hasirci N. Preparation of chitosan-coated magnetite nanoparticles and application for immobilization of laccase. J Appl Polym Sci 2012, 123:707-716.
    • (2012) J Appl Polym Sci , vol.123 , pp. 707-716
    • Kalkan, N.A.1    Aksoy, S.2    Aksoy, E.A.3    Hasirci, N.4
  • 28
    • 3142763845 scopus 로고    scopus 로고
    • Application of chitin- and chitosan-based materials for enzyme immobilizations: a review
    • Krajewska B. Application of chitin- and chitosan-based materials for enzyme immobilizations: a review. Enzyme Microb Technol 2004, 35:126-139.
    • (2004) Enzyme Microb Technol , vol.35 , pp. 126-139
    • Krajewska, B.1
  • 29
    • 80051802840 scopus 로고    scopus 로고
    • Efficient Agaricus bisporus tyrosinase immobilization on cellulose-based carriers
    • Labus K., Turek A., Liesiene J., Bryjak J. Efficient Agaricus bisporus tyrosinase immobilization on cellulose-based carriers. Biochem Eng J 2011, 56:232-240.
    • (2011) Biochem Eng J , vol.56 , pp. 232-240
    • Labus, K.1    Turek, A.2    Liesiene, J.3    Bryjak, J.4
  • 30
    • 84877611183 scopus 로고    scopus 로고
    • Removal of estrogenic compounds from filtered secondary wastewater effluent in a continuous enzymatic membrane reactor. Identification of biotransformation products
    • Lloret L., Eibes G., Moreira M.T., Feijoo G., Lema J.M. Removal of estrogenic compounds from filtered secondary wastewater effluent in a continuous enzymatic membrane reactor. Identification of biotransformation products. Environ Sci Technol 2013, 47:4536-4543.
    • (2013) Environ Sci Technol , vol.47 , pp. 4536-4543
    • Lloret, L.1    Eibes, G.2    Moreira, M.T.3    Feijoo, G.4    Lema, J.M.5
  • 31
    • 70349127623 scopus 로고    scopus 로고
    • Removal of acetaminophen using enzyme-mediated oxidative coupling processes: II. Cross-coupling with natural organic matter
    • Lu J., Huang Q. Removal of acetaminophen using enzyme-mediated oxidative coupling processes: II. Cross-coupling with natural organic matter. Environ Sci Technol 2009, 43:7068-7073.
    • (2009) Environ Sci Technol , vol.43 , pp. 7068-7073
    • Lu, J.1    Huang, Q.2
  • 32
    • 70349102428 scopus 로고    scopus 로고
    • Removal of acetaminophen using enzyme-mediated oxidative coupling processes: I. Reaction rates and pathways
    • Lu J., Huang Q., Mao L. Removal of acetaminophen using enzyme-mediated oxidative coupling processes: I. Reaction rates and pathways. Environ Sci Technol 2009, 43:7062-7067.
    • (2009) Environ Sci Technol , vol.43 , pp. 7062-7067
    • Lu, J.1    Huang, Q.2    Mao, L.3
  • 34
    • 0025231704 scopus 로고
    • Sodium dodecyl sulfate activation of a plant polyphenoloxidase. Effect of sodium dodecyl sulfate on enzymatic and physical characteristics of purified broad bean polyphenoloxidase
    • Moore B.M., Flurkey W.H. Sodium dodecyl sulfate activation of a plant polyphenoloxidase. Effect of sodium dodecyl sulfate on enzymatic and physical characteristics of purified broad bean polyphenoloxidase. J Biol Chem 1990, 265:4982-4988.
    • (1990) J Biol Chem , vol.265 , pp. 4982-4988
    • Moore, B.M.1    Flurkey, W.H.2
  • 35
    • 84900868247 scopus 로고    scopus 로고
    • Biodegradation of bisphenols with immobilized laccase or tyrosinase on polyacrylonitrile beads
    • Nicolucci C., Rossi S., Menale C., Godjevargova T., Ivanov Y., Bianco M., et al. Biodegradation of bisphenols with immobilized laccase or tyrosinase on polyacrylonitrile beads. Biodegradation 2010, 1-11.
    • (2010) Biodegradation , pp. 1-11
    • Nicolucci, C.1    Rossi, S.2    Menale, C.3    Godjevargova, T.4    Ivanov, Y.5    Bianco, M.6
  • 36
    • 84900866757 scopus 로고    scopus 로고
    • Résultats du Suivi des Produits Pharmaceutiques et de Soins Personnels ainsi que des Hormones dans des Eaux Usées, de l'Eau de Surface et de l'Eau Potable au Québec
    • Robert C., Bolduc A., DeBlois C. Résultats du Suivi des Produits Pharmaceutiques et de Soins Personnels ainsi que des Hormones dans des Eaux Usées, de l'Eau de Surface et de l'Eau Potable au Québec. Bibliothèque et Archives nationales du Québec 2011.
    • (2011) Bibliothèque et Archives nationales du Québec
    • Robert, C.1    Bolduc, A.2    DeBlois, C.3
  • 37
    • 50049088751 scopus 로고    scopus 로고
    • Preparation and characterization of cross-linked enzyme aggregates (CLEA) of subtilisin for controlled release applications
    • Sangeetha K., Abraham E. Preparation and characterization of cross-linked enzyme aggregates (CLEA) of subtilisin for controlled release applications. Int J Biol Macromol 2008, 43:314-319.
    • (2008) Int J Biol Macromol , vol.43 , pp. 314-319
    • Sangeetha, K.1    Abraham, E.2
  • 39
    • 33645298457 scopus 로고    scopus 로고
    • Preparation of cross-linked enzyme aggregates by using bovine serum albumin as a proteic feeder
    • Shah S., Sharma A., Gupta M.N. Preparation of cross-linked enzyme aggregates by using bovine serum albumin as a proteic feeder. Anal Biochem 2006, 351:207-213.
    • (2006) Anal Biochem , vol.351 , pp. 207-213
    • Shah, S.1    Sharma, A.2    Gupta, M.N.3
  • 40
    • 79251469073 scopus 로고    scopus 로고
    • Cross-linked enzyme aggregates as industrial biocatalysts
    • Sheldon R.A. Cross-linked enzyme aggregates as industrial biocatalysts. Org Process Res Dev 2011, 15:213-223.
    • (2011) Org Process Res Dev , vol.15 , pp. 213-223
    • Sheldon, R.A.1
  • 41
    • 84880122011 scopus 로고    scopus 로고
    • Enzyme immobilisation in biocatalysis: why, what and how
    • Sheldon R.A., Van Pelt S. Enzyme immobilisation in biocatalysis: why, what and how. Chem Soc Rev 2013, 42:6223-6235.
    • (2013) Chem Soc Rev , vol.42 , pp. 6223-6235
    • Sheldon, R.A.1    Van Pelt, S.2
  • 42
    • 79955425303 scopus 로고    scopus 로고
    • Combined cross-linked enzyme aggregates from versatile peroxidase and glucose oxidase: production, partial characterization and application for the elimination of endocrine disruptors
    • Taboada-Puig R., Junghanns C., Demarche P., Moreira M.T., Feijoo G., Lema J.M., et al. Combined cross-linked enzyme aggregates from versatile peroxidase and glucose oxidase: production, partial characterization and application for the elimination of endocrine disruptors. Bioresour Technol 2011, 102:6593-6599.
    • (2011) Bioresour Technol , vol.102 , pp. 6593-6599
    • Taboada-Puig, R.1    Junghanns, C.2    Demarche, P.3    Moreira, M.T.4    Feijoo, G.5    Lema, J.M.6
  • 43
    • 84880536508 scopus 로고    scopus 로고
    • Parameters in preparation and characterization of cross linked enzyme aggregates (CLEAs)
    • Talekar S., Joshi A., Joshi G., Kamat P., Haripurkar R., Kambale S. Parameters in preparation and characterization of cross linked enzyme aggregates (CLEAs). RSC Adv 2013, 3:12485-12511.
    • (2013) RSC Adv , vol.3 , pp. 12485-12511
    • Talekar, S.1    Joshi, A.2    Joshi, G.3    Kamat, P.4    Haripurkar, R.5    Kambale, S.6
  • 44
    • 36749068464 scopus 로고    scopus 로고
    • Source to sink tracking of selected human pharmaceuticals from two Oslo city hospitals and a wastewater treatment works
    • Thomas K.V., Dye C., Schlabach M., Langford K.H. Source to sink tracking of selected human pharmaceuticals from two Oslo city hospitals and a wastewater treatment works. J Environ Monit 2007, 9:1410-1418.
    • (2007) J Environ Monit , vol.9 , pp. 1410-1418
    • Thomas, K.V.1    Dye, C.2    Schlabach, M.3    Langford, K.H.4
  • 45
    • 0036928667 scopus 로고    scopus 로고
    • Tyrosinase-mediated oxidation of acetaminophen to 4-acetamido-o-benzoquinone
    • Valero E., Varón R., García-Carmona F. Tyrosinase-mediated oxidation of acetaminophen to 4-acetamido-o-benzoquinone. Biol Chem 2002, 383:1931-1939.
    • (2002) Biol Chem , vol.383 , pp. 1931-1939
    • Valero, E.1    Varón, R.2    García-Carmona, F.3
  • 46
    • 84862259475 scopus 로고    scopus 로고
    • Occurrence of pharmaceutical compounds in urban wastewater: removal, mass load and environmental risk after a secondary treatment - a review
    • Verlicchi P., Al Aukidy M., Zambello E. Occurrence of pharmaceutical compounds in urban wastewater: removal, mass load and environmental risk after a secondary treatment - a review. Sci Total Environ 2012, 429:123-155.
    • (2012) Sci Total Environ , vol.429 , pp. 123-155
    • Verlicchi, P.1    Al Aukidy, M.2    Zambello, E.3
  • 48
    • 84870990772 scopus 로고    scopus 로고
    • Paracetamol in the environment and its degradation by microorganisms
    • Wu S., Zhang L., Chen J. Paracetamol in the environment and its degradation by microorganisms. Appl Microbiol Biotechnol 2012, 1-10.
    • (2012) Appl Microbiol Biotechnol , pp. 1-10
    • Wu, S.1    Zhang, L.2    Chen, J.3
  • 49
    • 79952036654 scopus 로고    scopus 로고
    • Activity and stability of cross-linked tyrosinase aggregates in aqueous and nonaqueous media
    • Xu D.-, Yang Y., Yang Z. Activity and stability of cross-linked tyrosinase aggregates in aqueous and nonaqueous media. J Biotechnol 2011, 152:30-36.
    • (2011) J Biotechnol , vol.152 , pp. 30-36
    • Xu, D.1    Yang, Y.2    Yang, Z.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.