TECHNICAL PAPERS
Jul 26, 2010

Laccase-Catalyzed Removal of Phenol and Benzenediols from Wastewater

Publication: Journal of Hazardous, Toxic, and Radioactive Waste
Volume 15, Issue 1

Abstract

A two-step process for the removal of phenol and benzenediols, namely catechol, resorcinol, and hydroquinone, from buffered synthetic wastewater was investigated. The proposed process comprised laccase catalyzed conversion of these substrates using laccase from Trametes villosa followed by the removal of products generated using alum as coagulant. The effects of pH, laccase concentration, substrate concentration, and the presence of a hydrophilic polymer additive [polyethylene glycol (PEG)] to achieve 95% removal of the substrate in a 3-h reaction period at room temperature were determined. The parent compound, phenol, required the most enzyme, followed by resorcinol, catechol, and hydroquinone. PEG showed no effect on any of the substrate conversions. Substrate conversion and enzyme inactivation were monitored over the reaction period. As phenol and benzenediols might coexist in industrial effluents, enzymatic treatment of an equimolar mixture of these four substrates was examined. Except for hydroquinone, the proposed enzymatic treatment method is a viable alternative means to remove phenol and benzenediols from industrial wastewaters.

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Acknowledgments

The writers gratefully acknowledge the support of the Natural Sciences and Engineering Research Council of Canada and the University of Windsor scholarship program for financial support. Novozymes North America, Inc., Franklinton, North Carolina is thanked for their generous gift of the enzyme.

References

Aitken, M. D. (1993). “Waste treatment applications of enzymes: Opportunities and obstacles.” Chem. Eng. J., 52(2), B49–B58.
Al-Ansari, M. M., Steevensz, A., Al-Aasm, N., Taylor, K. E., and Biswas, N. (2009). “Soybean peroxidase-catalyzed removal of phenylenediamines and benzenediols from water.” Enzyme Microb. Technol., 45(4), 253–260.
Baratto, L., Candido, A., Marzorati, M., Sagui, F., Riva, S., and Danieli, B. (2006). “Laccase mediated oxidation of natural glycosides.” J. Mol. Catal. B: Enzymatic, 39(1–4), 3–8.
Biswas, M. M., Taylor, K. E., and Bewtra, J. K., and Biswas, N., (2007). “Enzymatic treatment of aromatic amines generated from reductive degradation of reactive azo dyes.” Water Environ. Res., 79(4), 351–356.
Bollag, J. M., Liu, S. Y., and Minard, R. D. (1980). “Asymmetric diphenol formation by a fungal laccase.” Appl. Environ. Microbiol., 38(1), 90–92.
Bordwell, F., and Cheng, J. P. (1991). “Substituent effects on the stabilities of phenoxyl radicals and the acidities of phenoxyl radical cations.” J. Am. Chem. Soc., 113(5), 1736–1743.
Bukowska, B., and Kowalska, S. (2004). “Phenol and catechol induce prehemalytic and hemolytic changes in human erythrocytes.” Toxicol. Lett., 152, 73–84.
Caza, N., Bewtra, J. K., and Biswas, N., and Taylor, K. E. (1999). “Removal of phenolic compounds from synthetic wastewater using soybean peroxidase.” Water Res., 33(13), 3012–3018.
Cooper, V. A., and Nicell, J. A. (1996). “Removal of phenols from a foundry wastewater using horseradish peroxidase.” Water Res., 30(4), 954–964.
Edzwald, J. K., and Kaminski, G. S. (2007). “A simple method for water plant optimization and operation of coagulation.” Proc., Water Quality Technology Conf. and Exposition, AWWA, Charlotte, N.C., ⟨http://www.cyclopsprocessequipment.com/Documents/UVT%20&%20Plant%20Optimization.pdf⟩ (June 30, 2010).
Ghosh, J. P., Taylor, K. E., Bewtra, J. K., and Biswas, N. (2008). “Laccase-catalyzed removal of 2,4-dimethylphenol from synthetic wastewater: Effect of polyethylene glycol and dissolved oxygen.” Chemosphere, 71(9), 1709–1717.
Gomori, G. (1955). “Preparation of buffers for use in enzyme studies.” Methods in enzymology, S. P. Colowick and N. O. Kaplan, eds., Academic, New York.
Harris, J. M. (1992). Polyethylene glycol chemistry: Biotechnical and biomedical applications, Plenum, New York, 1–14.
Ibrahim, M. S., Ali, H. I., Taylor, K. E., Biswas, N., and Bewtra, J. K. (2001). “Enzyme-catalyzed removal of phenol from refinery wastewater: Feasibility studies.” Water Environ. Res., 73(2), 165–172.
Ikehata, K., and Buchanan, I. D. (2002). “Screening of coprinus species for the production of extracellular peroxidase and evaluation of the enzyme for the treatment of aqueous phenol.” Environ. Technol., 23(12), 1355–1367.
Karam, J., and Nicell, J. A. (1997). “Potential applications of enzymes in waste treatment.” J. Chem. Technol. Biotechnol., 69(2), 141–153.
Kinsley, C., and Nicell, J. A. (2000). “Treatment of aqueous phenol with soybean peroxidase in the presence of polyethylene glycol.” Bioresour. Technol., 73(2), 139–146.
Klibanov, A. M., Alberti, B. N., Morris, E. D., and Felsin, L. M. (1980). “Enzymatic removal of toxic phenols and anilines from waste waters.” J. Appl. Biochem., 2, 414–421.
Klibanov, A. M., Tu, T., and Scott, K. P. (1983). “Peroxidase-catalyzed removal of phenols from coal-conversion waste waters.” Science, 221(4607), 259–261.
Kumar, A., Kumar, S., and Kumar, S. (2003). “Adsorption of resorcinol and catechol on granular activated carbon: Equilibrium and kinetics.” Carbon, 41(15), 3015–3025.
Mandal, A., Ojha, K., De, A. K., and Bhattacharjee, S. (2004). “Removal of catechol from aqueous solution by advanced photo-oxidation process.” Chem. Eng. J., 102(2), 203–208.
Mantha, R., Taylor, K. E., Bewtra, J. K., and Biswas, N. (2001). “A continuous system for Fe0 reduction of nitrobenzene in synthetic wastewater.” Environ. Sci. Technol., 35(15), 3231–3236.
Masuda, M., Sakurai, A., and Sakakibara, M. (2001). “Effect of reaction conditions on phenol removal by polymerization and precipitation using Coprinus cinereus peroxidase.” Enzyme Microb. Technol., 28(4–5), 295–300.
Modaressi, K., Taylor, K. E., Bewtra, J. K., and Biswas, N. (2005). “Laccase-catalyzed removal of bisphenol-A from water: Protective effect of PEG on enzyme activity.” Water Res., 39(18), 4309–4316.
Munnecke, D. M. (1976). “Enzymatic hydrolysis of organophosphate insecticides, a possible disposal method.” Appl. Environ. Microbiol., 32(1), 7–13.
Nakamoto, S., and Machida, N. (1992). “Phenol removal from aqueous solutions by peroxidase-catalyzed reaction using additives.” Water Res., 26(1), 49–54.
Nicell, J. A., Al-Kassim, L., Bewtra, J. K., and Taylor, K. E. (1993). “Wastewater treatment by enzyme catalyxed polymerization and precipitation.” Biodeterioration Abstracts, 7(1), 1–8.
Phutdhawong, W., Chowwanopoonpohn, S., and Buddhasukh, D. (2000). “Electrocoagulation and subsequent recovery of phenolic compounds.” Anal. Sci., 16(10), 1083–1084.
Riva, S. (2006). “Laccases: Blue enzymes for green chemistry.” Trends Biotechnol., 24(5), 219–226.
Saha, B., Taylor, K. E., Bewtra, J. K., and Biswas, N. (2008). “Laccase-catalyzed removal of diphenylamine from synthetic wastewater.” Water Environ. Res., 80, 2118–2124.
Shakir, K., Ghoneimy, H. F., Elkafrawy, A. F., Beheir, Sh. G., and Refaat, M. (2008). “Removal of catechol from aqueous solutions by adsorption onto organophilic-bentonite.” J. Hazard. Mater., 150(3), 765–773.
Smirnov, S. A., Koroleva, O. V., Gavrilova, V. P., Belova, A. B., and Klyachko, N. L. (2001). “Laccases from basidiomycetes: Physicochemical characteristics and substrate specificity towards methoxyphenolic compounds.” Biochemistry (Mosc.), 66(7), 774–779.
Solomon, E. I., Sundaram, U. M., and Machonkin, T. E. (1996). “Multicopper oxidases and oxygenases.” Chem. Rev., 96(7), 2563–2606.
Steevensz, A. (2008). “Laccase-catalyzed removal of various aromatic compounds from synthetic and refinery wastewater.” Ph.D. thesis, Univ. of Windsor, Windsor, Ont., Canada.
Steevensz, A., Al-Ansari, M. M., Taylor, K. E., Bewtra, J. K., and Biswas, N. (2009). “Comparison of soybean peroxidase with laccase in the removal of phenol from synthetic and refinery wastewater samples.” J. Chem. Technol. Biotechnol., 84(5), 761–769.
Taylor, K. E., Al-Kassim, L., Bewtra, J. K., Biswas, N., and Taylor, J. (1996). “Enzyme based wastewater treatment: Removal of phenols by oxidative enzymes.” Environmental biotechnology: Principles and applications, Kluwer, Dordrecht, The Netherlands, 524–532.
Torres, E., Bustos-Jaimes, I., and Borgne, S. L. (2003). “Potential use of oxidative enzymes for the detoxification of organic pollutants.” Appl. Catal. B, 46(1), 1–15.
U.S. EPA. (2010). “EPA TRI explorer.” Toxic release inventory program, ⟨http://www.epa.gov/triexplorer⟩ (March 25, 2010).
Wu, J., Taylor, K. E., Bewtra, J. K. and Biswas, N. (1993). “Optimization of the reaction conditions for enzymatic removal of phenol from wastewater in the presence of polyethylene glycol.” Water Res., 27(12), 1701–1706.
Wu, Y., Taylor, K. E., Bewtra, J. K., and Biswas, N. (1998). “A model for the protective effect of additives on the activity of horseradish peroxidase in the removal of phenol.” Enzyme Microb. Technol., 22(5), 315–322.
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.
Yaropolov, A. I., Skorobogat’ko, O. V., Vartanov, S. S., and Varfolomeyev, S. D. (1994). “Laccase properties, catalytic mechanism and applicability.” Appl. Biochem. Biotechnol., 49(3), 257–280.
Zazo, J. A., Casas, J. A., Mohedano, A. F., Gilarranz, M. A., and Rodriguez, J. J. (2005). “Chemical pathway and kinetics of phenol oxidation by Fenton’s reagent.” Environ. Sci. Technol., 39(23), 9295–9302.

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Go to Journal of Hazardous, Toxic, and Radioactive Waste
Journal of Hazardous, Toxic, and Radioactive Waste
Volume 15Issue 1January 2011
Pages: 13 - 20

History

Received: May 6, 2010
Accepted: Jul 23, 2010
Published online: Jul 26, 2010
Published in print: Jan 2011

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Authors

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Ph.D. Candidate, Dept. of Civil and Environmental Engineering, Univ. of Windsor, Windsor, ON, Canada N9B 3P4. E-mail: [email protected]
K. E. Taylor [email protected]
Professor, Dept. of Chemistry and Biochemistry, Univ. of Windsor, Windsor, ON, Canada N9B 3P4. E-mail: [email protected]
J. K. Bewtra, F.ASCE [email protected]
Professor Emeritus, Dept. of Civil and Environmental Engineering, Univ. of Windsor, Windsor, ON, Canada N9B 3P4. E-mail: [email protected]
Professor, Dept. of Civil and Environmental Engineering, Univ. of Windsor, Windsor, ON, Canada N9B 3P4 (corresponding author). E-mail: [email protected]

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