过氧化物酶催化去除水体中酚类内分泌干扰物的研究进展
Peroxidase-catalyzed removal of phenolic endocrine disrupting chemicals from water
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摘要: 内分泌干扰物(EDCs)会干扰生物体的内分泌系统从而对人类、野生动物以及水生生物产生负面影响,这一问题已经引起了人们的广泛关注.广泛分布于自然环境中的辣根过氧化物酶(HRP)和木质素过氧化物酶(LiP),具有较强的催化氧化能力,能够催化去除雌激素、双酚A等多种具有内分泌干扰效应的污染物.本文在介绍辣根过氧化物酶(HRP)和木质素过氧化物酶(LiP)两种过氧化物酶的相关性质和催化氧化机理的基础上,从污染物结构与其催化去除效率关系的角度综述了过氧化物酶去除具有内分泌干扰效应的污染物的研究进展.为污水处理过程中过氧化物酶用于去除内分泌干扰物提供依据,并展望了其未来的发展方向.
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关键词:
- 辣根过氧化物酶(HRP) /
- 木质素过氧化物酶(LiP) /
- 酚类内分泌干扰物 /
- 定量结构活性关系(QSAR)
Abstract: As an "emerging" class of contaminants, endocrine disrupting chemicals (EDCs) are attracting increased public concern due to their potential for adversely impacting wildlife, aquatic biota and human health by disrupting the endocrine system. In natural environment, the widely distributed horseradish peroxidase (HRP) and lignin peroxidase (LiP) have strong oxidizing ability and are capable of catalyzing degradation of estrogens, BPA and many other EDCs. This review summarizes the current state of knowledge on HRP and LiP including their properties, and catalytic oxidation mechanism. The research progress on EDCs removal by HRP and LiP catalytic oxidation are overviewed by summarizing the relevant literature. It provides a basis for the removal of EDCs by peroxidase catalyzed reaction in the wastewater treatment plant, and meanwhile proposes the future direction of development. -
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[1] USEPA.Special report on environmental endocrine disruption: An effects assessment and analysis[M]. Washington D C: Environmental Protect Agency,1997 [2] Petrovic M, Eljarrat E, Lopez de Alda M J, et al. Endocrine disrupting compounds and other emerging contaminants in the environment: A survey on new monitoring strategies and occurrence data[J]. Analytical and Bioanalytical Chemistry, 2004, 378(3): 549-562 [3] Snyder S A, Adham S, Redding A M, et al. Role of membranes and activated carbon in the removal of endocrine disruptors and pharmaceuticals[J]. Desalination, 2007, 202(1/3): 156-181 [4] Khanal S K, Xie B, Thompson M L, et al. Fate, transport, and biodegradation of natural estrogens in the environment and engineered systems[J]. Environmental Science & Technology, 2006, 40(21): 6537-6546 [5] Kolpin D W, Furlong E T, Meyer M T, et al. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999—2000: a national reconnaissance[J]. Environmental science & technology, 2002, 36, 1202-1211 [6] Kashiwada S, Ishikawa H, Miyamoto N. et al. Fish test for endocrine disruption and estimation of water quality of Japanese rivers[J]. Water Research, 2002, 36: 2161-2166 [7] Colosi L M, Huang Q, Weber Jr W J. Quantitative structure-activity relationship based quantification of the impacts of enzyme-substrate binding on rates of peroxidase-mediated reactions of estrogenic phenolic chemicals[J]. Journal of the American Chemical Society, 2006, 128(12): 4041-4047 [8] Vazquez-DuhaltR, Westlake D W S, Fedorak P M. Lignin peroxidase oxidation of aromatic compounds in systems containing organic solvents[J]. Applied and Environmental Microbiology, 1994, 60(2): 459-466 [9] Nicell J, Bewtra J, Biswas N, et al. Reactor development for peroxidase catalyzed polymerization and precipitation of phenols from wastewater[J]. Water Research, 1993, 27(11): 1629-1639 [10] Aitken M D, Venkatadri R, Irvine R L. Oxidation of phenolic pollutants by a lignin degrading enzyme from the white-rot fungus Phanerochaete chrysosporium [J]. Water Research, 1989, 23(4): 443-450 [11] Auriol M, Filali-Meknassi Y, Adams C D, et al. Natural and synthetic hormone removal using the horseradish peroxidase enzyme: temperature and pH effects[J]. Water Research, 2006, 40(15): 2847-2856 [12] Auriol M, Filali-Meknassi Y, Adams C D, et al. Removal of estrogenic activity of natural and synthetic hormones from a municipal wastewater: Efficiency of horseradish peroxidase and laccase from Trametes versicolor [J]. Chemosphere, 2008, 70(3): 445-452 [13] Auriol M, Filali-Meknassi Y, Tyagi R D, et al. Oxidation of natural and synthetic hormones by the horseradish peroxidase enzyme in wastewater[J]. Chemosphere, 2007, 68(10): 1830-1837 [14] Khan U, Nicell J A. Horseradish peroxidase-catalysed oxidation of aqueous natural and synthetic oestrogens[J]. Journal of Chemical Technology and Biotechnology, 2007, 82(9): 818-830 [15] Manimekalai R, Swaminathan T. Removal of hazardous compounds by lignin peroxidase from Phanerochaete chrysosporium[J]. Bioprocess and Biosystems Engineering, 2000, 22(1): 29-33 [16] Choinowski T, Blodig W, Winterhalter K H, et al. The crystal structure of lignin peroxidase at 1.70 resolution reveals a hydroxy group on the Cβ of tryptophan 171: a novel radical site formed during the redox cycle[J]. Journal of Molecular Biology, 1999, 286(3): 809 [17] Xu J, Cai R, Wu X, et al. New approach to determination of phenoxyl free radicals by stopped-flow spectrofluorimetry[J]. Analytical letters, 2006, 39(9): 2025-2038 [18] Klibanov A M, Alberti B, Morris E, et al. Enzymatic removal of toxic phenols and anilines from waste waters[J]. J Appl Biochem, 1980, 2(5):414-421 [19] Kwang-Soo S, Chang-Jin K. Decolorisation of artificial dyes by peroxidase from the white-rot fungus, Pleurotus ostreatus[J]. Biotechnology Letters, 1998, 20(6): 569-572 [20] Ward G, Hadar Y, Dosoretz C G. Lignin peroxidase-catalyzed polymerization and detoxification of toxic halogenated phenols[J]. Journal of Chemical Technology and Biotechnology, 2003, 78(12): 1239-1245 [21] Nakajima R, Yamazaki I. The mechanism of oxyperoxidase formation from ferryl peroxidase and hydrogen peroxide[J]. Journal of Biological Chemistry, 1987, 262(6): 2576-2581 [22] Arnao M, Acosta M, Del Rio J, et al.A kinetic study on the suicide inactivation of peroxidase by hydrogen peroxide[J]. Biochimica et Biophysica Acta (BBA)-Protein Structure and Molecular Enzymology, 1990, 1041(1): 43-47 [23] Nakamoto S, Machida N. Phenol removal from aqueous solutions by peroxidase-catalyzed reaction using additives[J]. Water Research, 1992, 26(1): 49-54 [24] Ator M A, De Montellano P R O. Protein control of prosthetic heme reactivity. Reaction of substrates with the heme edge of horseradish peroxidase[J]. Journal of Biological Chemistry, 1987, 262(4): 1542-1551 [25] Ator M A, David S K, de Montellano P R O. Structure and catalytic mechanism of horseradish peroxidase. Regiospecific meso alkylation of the prosthetic heme group by alkylhydrazines[J]. Journal of Biological Chemistry, 1987, 262(31): 14954-14960 [26] Wariishi H, Gold M H. Lignin peroxidase compound Ⅲ: Formation, inactivation, and conversion to the native enzyme[J]. Febs Letters, 1989, 243(2): 165-168 [27] Mao L, Lu J, Gao S, et al. Transformation of 17β-estradiol mediated by lignin peroxidase: The role of veratryl alcohol[J]. Archives of Environmental Contamination and Toxicology, 2010, 59(1): 13-19 [28] Wu Y, Taylor K E, Biswas N, et al. Comparison of additives in the removal of phenolic compounds by peroxidase-catalyzed polymerization[J]. Water Research, 1997, 31(11): 2699-2704 [29] Nicell J, Saadi K, Buchanan I. Phenol polymerization and precipitation by horseradish peroxidase enzyme and an additive[J]. Bioresource Technology, 1995, 54(1): 5-16 [30] Mao L, Huang Q, Lu J, et al. Ligninase-mediated removal of natural and synthetic estrogens from water: I. Reaction behaviors[J]. Environmental Science & Technology, 2009, 43(2): 374-379 [31] Mao L, Lu J, Habteselassie M, et al. Ligninase-mediated removal of natural and synthetic estrogens from water: Ⅱ. reactions of 17β-estradiol[J]. Environmental Science & Technology, 2010, 44(7): 2599-2604 [32] 李洪枚. 辣根过氧化物酶催化氧化17β-雌二醇的研究[J]. 安徽农业科学, 2010, 38( 23): 12314- 12316 , 12318
[33] Sakuyama H, Endo Y, Fujimoto K, et al. Oxidative degradation of alkylphenols by horseradish peroxidase[J]. Journal of Bioscience and Bioengineering, 2003, 96(3): 227-231 [34] Huang Q, Weber Jr W J. Transformation and removal of bisphenol A from aqueous phase via peroxidase-mediated oxidative coupling reactions: Efficacy, products, and pathways[J]. Environmental Science & Technology, 2005, 39(16): 6029-6036 [35] Li H, James A N,Biocatalytic oxidation of bisphenol A in a reverse micelle system using horseradish peroxidase[J].Bioresource Technology, 2008,99, 4428-4437 [36] Xu J, Tang T, Zhang K, et al. Electroenzymatic catalyzed oxidation of bisphenolA using HRP immobilized on magnetic silk fibroin nanoparticles[J]. Process Biochemistry, 2011, 46, 1160-1165 [37] [38] Lee S M, Koo B W, Choi J W, et al. Degradation of bisphenol A by white rot fungi, Stereum hirsutum and Heterobasidium insulare, and reduction of its estrogenic activity[J]. Biological and Pharmaceutical Bulletin, 2005, 28(2): 201-207 [39] Hirano T, Honda Y, Watanabe T, et al. Degradation of bisphenol A by the lignin-degrading enzyme, manganese peroxidase, produced by the white-rot basidiomycete, Pleurotus ostreatus[J]. Bioscience, Biotechnology, and Biochemistry, 2000, 64(9): 1958-1962 [40] Kimura M, Michizoe J, Oakazaki S, et al. Activation of lignin peroxidase in organic media by reversed micelles[J]. Biotechnology and bioengineering, 2004, 88(4): 495-501 [41] Róalska S, Szewczyk R, Dugoński J. Biodegradation of 4-n-nonylphenol by the non-ligninolytic filamentous fungus Gliocephalotrichum simplex: A proposal of a metabolic pathway[J]. Journal of Hazardous Materials, 2010, 180(1): 323-331 [42] Mao L, Colosi L M, Gao S, et al. Understanding ligninase-mediated reactions of endocrine disrupting chemicals in water: Reaction rates and quantitative structure-activity relationships[J]. Environmental science & technology, 2011, 45(14): 5966-5972 [43] Mao L, Huang Q, Luo Q, et al. Ligninase-mediated removal of 17β-estradiol from water in the presence of natural organic matter: Efficiency and pathways[J]. Chemosphere, 2010, 80(4): 469-473 [44] Asgher M,Shah S A H,Ali M,et al. Decolonization of some reactive textile dyes by white rot fungi isolated in Pakistan [J]. World Journal of Microbiology and Biotechnology,2006,22(1):89-93. [45] Sakurada J, Sekiguchi R, Sato K, et al. Kinetic and molecular orbital studies on the rate of oxidation of monosubstituted phenols and anilines by horseradish peroxidase compound Ⅱ[J]. Biochemistry, 1990, 29(17): 4093-4098 [46] Hosoya T, Fujii T, Ogawa S. A molecular orbital study on the oxidation of hydrogen donor molecules by peroxidase compound Ⅱ[J]. Journal of Theoretical Biology, 1983, 100(2): 283-292 [47] Bordeleau L, Bartha R. Biochemical transformations of herbicide-derived anilines: Requirements of molecular configuration[J]. Canadian journal of microbiology, 1972, 18(12): 1873-1882 [48] Klibanov A M, Morris E D. Horseradish peroxidase for the removal of carcinogenic aromatic amines from water[J]. Enzyme and Microbial Technology, 1981, 3(2): 119-122 [49] Colosi L M, Huang Q, Weber Jr W J. Validation of a two-parameter quantitative structure-activity relationship as a legitimate tool for rational re-design of Horseradish Peroxidase[J]. Biotechnology and Bioengineering, 2007, 98(1): 295-299 [50] Zheng W, Colosi L M. Peroxidase-mediated removal of endocrine disrupting compound mixtures from water[J]. Chemosphere, 2011, 85(4): 553-557 [51] Cheng W, Harper W F. Chemical kinetics and interactions involved in horseradish peroxidase-mediated oxidative polymerization of phenolic compounds[J]. Enzyme and Microbial Technology, 2012, 50: 204- 208 -
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