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博碩士論文 etd-0821109-152509 詳細資訊
Title page for etd-0821109-152509
論文名稱
Title
高雄愛河壬基苯酚細菌分解研究
Bacterial Degradation of Nonylphenol in the Love River, Kaohsiung
系所名稱
Department
畢業學年期
Year, semester
語文別
Language
學位類別
Degree
頁數
Number of pages
131
研究生
Author
指導教授
Advisor
召集委員
Convenor
口試委員
Advisory Committee
口試日期
Date of Exam
2009-06-05
繳交日期
Date of Submission
2009-08-21
關鍵字
Keywords
變性梯度膠體電泳、壬基苯酚、Serratia marcescens
DGGE, Serratia marcescens, Nonylphenol
統計
Statistics
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中文摘要
工業及民生上常使用含有烷基苯酚聚乙氧基醇化合物 (Alkylphenol polyethoxylates, APEOs) 的非離子型界面活性劑,APEOs本身不具毒性,但是排放至環境,經化學及生物性降解乙基醇基後,其產物如壬基苯酚 (nonylphenol, NP) 及辛基苯酚 (octylphenol, OP) 因不易被分解而持續存在於水環境中,通常吸附在底泥。NP結構恰似雌激素 (17β-Estradiol),經由食物鏈進入生物體內會累積而干擾其內分泌系統,使生殖系統異常,是為環境荷爾蒙。先前研究顯示高雄愛河曾受到相當程度的APEOs污染,本研究從愛河水樣及底泥中以NP為唯一碳源集菌法分離出數株可以NP生長的菌株。經16S rRNA序列比對發現有Serratia marcescens (strain A)、Vibrio sp. (strain B) 及Aeromonadaceae sp. (strain C) 等菌。這些菌株分解NP的能力及最佳條件以HPLC-UV評估,以S. marcescens (strain A) 的分解效果最佳,在28天內分解25 ppm的NP,Vibrio sp. (strain B)、Aeromonadaceae sp. (strain C) 和混合菌液別有65%、25%和30%的分解效果,為了解strain A的分解極限,設計100 ppm的實驗組做測試,最高可分解72 ppm的壬基苯酚。此外,利用DGGE探討富集化的培養液中細菌組成,混合菌液中並不含有純化的strain A、B、C,而經過定序確認混合菌液中的優勢菌種為Ochrobactrum sp.和Alcaligenaceae sp.,以期成為日後環境生物復育之用。
Abstract
Alkylphenol polyethoxylates (APEOs) are commonly present in both industrial and municipal wastewaters. They belong to the nonionic surfactants which have been widely used for years. APEOs themselves are nontoxic to organisms. When released into the environment, the EO chain of APEOs are degraded chemically and biologically. Some of the products, such as nonylphenol and octylphenol, are persistant. According to the partition coefficient constant, the alkylphenols are adsorpted in the sediments and accumulated in the environment. Nonylphenol (NP) is an analog of 17β-estradiol, a sex hormone. It is one of the environmental hormones which can get into the organisms through the food chain and may interfere with the reproduction function. Previous studies showed the Love River in Kaohsiung was polluted with APEOs considerably. Bacteria capable of using nonylphenol as the sole carbon source were isolated by the enrichment procedures. Some of the bacterial isolates were identified as Serratia marcescens (strain A), Vibrio sp. (strain B) and Aeromonadaceae sp. (strain C) by the 16S rRNA phylogeny. The rates of NP degradation were evaluated by the HPLC-UV. S. marcescens strain A manifested the best degradative. It could degrade almost 25 ppm of NP in 28 days. The degradative capability of Vibrio sp. (strain B), Aeromonadaceae sp. (strain C) and the enriched mix culture were 65%, 25% and 30%, respectively. Additionally, to know the limitation of degrading nonylphenol by strain A, we set the concentration to 100 ppm for the test. Strain A could degrade 72 ppm in this test. Bacterial composition of the enriched consortia was grouped by the DGGE method. The dominants were Ochrobactrum sp. and Alcaligenaceae sp. which may be to applied to environmental bioremediation.
目次 Table of Contents
目錄
誌謝 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . i i
摘要 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . i i i
Abstract . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . i v
目錄 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . v
表目錄 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . v i i i
圖目錄 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . i x
附錄 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . x
一、前言 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1
1. 環境荷爾蒙 (Environmental Hormone) ................................................... 1
2. 界面活性劑 (Surfactant) .............................................................................. 2
3. 壬基苯酚的基本介紹 ..................................................................................... 4
4. 可分解壬基苯酚微生物的分解效力及降解過程 ...................................... 7
5. 分子生物技術於環境微生物之應用 ................................................... 10
6. 利用HPLC-UV 分析壬基苯酚含量 ................................................... 12
7. 研究目的 ...................................................................................................... 13
二、材料與方法 ............................................................... 14
1. 菌種取得及富集化方法 ............................ ....................... 14
2. 單一菌株的培養及保存 ............................ ....................... 14
3. 初步測試菌株分解壬基苯酚之培養條件 ................................................... 15
4. 菌株分解壬基苯酚之測試培養條件 ................................................... 15
5. HPLC-UV 定量且定性壬基苯酚之方法確效 ............................................. 16
5.1 HPLC 之沖堤條件 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 6
5.2 製備標準曲線 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1 6
5.3 偵測測試試管中的壬基苯酚濃度 ................................................... 17
6. 測試分解Nonylphenol 過程的菌數變化 ................................................... 17
7. 細菌genomic DNA 萃取 ................................................... 18
8. Genomic DNA 瓊脂膠體電泳檢視 ................................................... 19
9. 引子 (primers) ............................................................................................... 20
10. 聚合酶連鎖反應 (polymerase chain reaction, PCR) ................................. 20
11. DNA 接合反應 (Ligation) ..................................................................... 21
12. 勝任細胞(competent cell)製備及重組質體轉型(Transformation) .......... 21
13. Plasmid DNA 的萃取 ................................................................................ 22
14. 核酸序列分析 .......................................................................................... 23
15. 變性梯度膠體電泳 (DGGE) ....................................................................... 23
15.1 變性梯度膠體的配製 ............................................................................. 24
15.2 變性梯度膠體電泳的準備工作及條件設定 ....................................... 24
三、結果 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 2 5
1. 菌種純化及生長條件測試 ................................................... 25
1.1 單一菌落的純化及初步分解力測試 ................................................... 25
1.2 單一菌落LB 濃度選定測試 ................................................... 26
1.3 單一菌落的生長條件測試 ................................................... 26
2. Nonylphenol 的分解力及菌數成長 ................................................... 27
2.1 壬基苯酚25 ppm 的分解測試 ................................................... 27
2.2 壬基苯酚100 ppm 的分解測試 (S. marcescens strain A) …………. 28
3. DGGE 分析菌相 .......................................................................................... 30
3.1 單一菌落的16S rRNA 基因篩選 ................................................... 30
3.2 使用DGGE 將混合菌液的clones 分組 ................................................... 31
4. 菌種鑑定 ...................................................................................................... 31
四、討論 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 3 4
1. 菌種特性比較 .............................................................................. 34
2. 16S rRNA 序列的鑑別度 ................................................... 35
3. 測試S. marcescens strain A 壬基苯酚分解力 .......................................... 36
4. 生物復育方法 (Bioremediation) ................................................... 37
5. 目前研究趨勢 .................................................................................. 40
五、參考文獻 ............................................................... 42
參考文獻 References
Aardema, B. W., M. G. Lorenz, and W. E. Krumbein. (1983) Protection of
sediment-absorbed transforming DNA against enzymatic inactivation.
Appl. Environ. Microbiol. 46:417–420.
Ahel, M. and W. Giger. (1993a) Aqueous solubility of alkylphenols and
alkylethoxylates. Chemosphere. 26:1461-1470.
Ahel, M., J. McEvoy, and W. Giger. (1993b) Bioaccumulation of the Lipophilc
metabolites of Nonionic Srufactants in Freshwater Organisms. Environ.
Pollut. 79:243-248.
Amann, R.I., W. Ludwig, and K.H. Schleifer. (1995) Phylogenetic
Identification and In Situ Detection of Individual Microbial Cells without
Cultivation. Microbiol. Rev. 59:143-169.
Bidlan, R., Manonmani, H.K. (2002) Aerobic degradation of
dichlorodiphenyltrichloroethane (DDT) by Serratia marcescens DT-1P.
Process Biochem. 38:49–56
Brenner, D. J., N. R. Krieg, J. T. Staley, and G. M. Garrity. (2005) Bergey’s
Manual of Systematic Bacteriology. 2nd ed., Boston, MA: Springer.
Brurberg, M. B., B. Synstad, S. S. Klemsdal, D.M.F. van Aalten, L. Sundheim,
and V.G.H. Eijsink. (2000) Chitinases from Serratia marcescens. Recent
Res. Devel. Microbiology. 5:187-204.
Brzozowski, A. M., A. C.W. Pike, Z. Dauter, R. E. Hubbard, T. Bonn, O.
Engstrom, L. Ohman, G. L. Greene, J.A. Gustafsson and M. Carlquist.
(1997) Molecular basis of agonism and antagonism in the oestrogen
receptor. Nature. 389:753-758.
Bushnell, L. D. and H.F. Haas. (1941) The Utilization of Certain Hydrocarbons
by Microorganisms. J. Bacteriol. 41:653-673.
CEPA (Canadian Environmental Protection Act), Toxic Substance
Management Policy. (1999) http://www.ec.gc.ca/toxics/TSMP/en/criteria.cfm
Chang, B.V., F. Chiang, and S.Y. Yuan. (2005a) Anaerobic degradation of
nonylphenol in sludge. Chemosphere. 59:1415-1420.
Chang, B.V., F. Chiang, and S.Y. Yuan. (2005b) Biodegradation of nonylphenol
in sewage sludge. Chemosphere. 60(2005):1652-1659.
Chang, B.V., B.W. Chiang, and S.Y. Yuan. (2007) Biodegradation of
nonylphenol in soil. Chemosphere. 66:1875-1862
Chung, J. W., Webster, D. A., Pagilla, K. R., and Stark, B. C. (2001)
Chromosomal integration of the Vitreoscilla hemoglobin gene in
Burkholderia and Pseudomonas for the purpose of producing stable
engineered strains with enhanced bioremediating ability. J. Ind. Microbiol.
Biotechnol. 27: 27–33.
Colborn, T., vom Saal, F.S. and Soto, A.M. (1993) Developmental effects of
endovrine-disrupting chemicals in wildlife and humans. Environ. Health
Perspect. 101:378-384
Colwell, R. R., M. T. MacDonell, and J. De Ley. (1986) Proposal to Recognize
the Family Aeromonadaceae fam. nov. Int. J. Syst. Bacteriol. 36:473-477.
Corvini, P. F. X., R. J. W. Meesters, A. Schäffer, H. F. Schro‥der, R. Vinken,
and J. Hollender. (2004) Degradation of a Nonylphenol Single Isomer by
Sphingomonas sp. Strain TTNP3 Leads to a Hydroxylation-Induced
Migration Product. Appl. Environ. Microbiol. 70:6897-6900.
Corvini, P. F. X., M. Elend, J. Hollender, R. Ji, A. Preiss, R. Vinken, and A.
Schäffer. (2005) Metabolism of a nonylphenol isomer by Sphingomonas
sp. strain TTNP3. Environ. Chem. Lett. 2:185-189.
Corvini, P.F.X., A. Schäffer, and D. Schlosser. (2006) Microbial degradation of
nonylphenol and other alkylphenols – our evolving view. Appl. Microbiol.
Biotechol. 72:223-243.
Cowan, D.A., G.C. Baker, and J.J. Smith (2003) Review and re-analysis of
domain-specific 16S primers. J. Microbiol. Methods. 55:541-555.
Danzo, B.J. (1997) Environmental xenobiotics may distrupt normal endocrine
function by interfering with the binding of physiological ligands to
steroid receptors and binding proteins. Environ. Health Perspect.
105:294-301
De Ley, J., W. Mannheim, P. Segers, A. Lievens, M. Denijn, M. Vanhoucke, M.
Gillis. (1987) Ribosomal ribonucleic acid cistron similarities and
taxonomic neighborhood of Brucella and CDC Group Vd. Int. J. Syst.
Bacteriol. 37:35-42.
De Vries, Y., Y. Takahara, Y. Ikunaga, Y. Ushiba, M. Hasegawa, Y. Kasahara, H.
Shimomura, S. Hayashi, Y. Hirai, and H. Ohta. (2001) Organic
Nutrient-dependent Degradation of Branched Nonylphenol by
Sphingomonas sp. YT Isolated from a River Sediment Sample. Microb.
Environ. 16:240-249
DeFlaun, M. F., J. H. Paul, and D. Davis. (1986) Simplified method for
dissolved DNA determination in aquatic environments. Appl. Environ.
Microbiol. 52:654–659.
Dharne1, M. S., S. P. Misra, V. Misra, M. Dwivedi, M. S. Patole, Y. S.
Shouche. (2008) Isolation of urease-positive Ochrobactrum intermedium
in the stomach of a non-ulcer dyspeptic patient from north India. J.
Microbiol. Immunol. Infect. 41:183-186.
Di Corcia, A., A. Costantino, C. Crescenzi, E. Marinoni, R. Samperi. (1998)
Characterization of recalcitrant intermediates of the branched alkyl side
chain of nonylphenol ethoxylate surfactants. Environ. Sci. Technol.
32:2401-2409.
Dworkin, M., S. Falkow, E. Rosenberg, K.-H. Schleifer, and E. Stackebrandt.
(2006) Prokaryotes. 3rd ed., New York: Springer.
Edwards, T. M., B. C. Moore, and L. J. Guillette Jr, (2006) Reproductive
dysgenesis in wildlife: a comparative view. Int. J. Androl. 29:109-121.
EEC No. 76/769. Council Directive of 27 July 1976 on the approximation of
the laws, regulations and administrative provisions of the Member States
relating to restrictions on the marketing and use of certain dangerous
substances and preparations.
EEC No. 793/93. Council Regulation (EEC) No 793/93 of 23 March 1993 on
the evaluation and control of the risks of existing substances
EEC No. 2003/53. Directive 2003/53/EC of the Europeanparliament and of the
council of 18 June 2003. amending for the 26th time Council Directive
76/769/EEC relating to restrictions on the marketing and use of certain
dangerous substances and preparations (nonylphenol, nonylphenol
ethoxylate and cement)
Fischer, S.G., and L.S. Lerman. (1979) Length-independent separation of DNA
restriction fragments in two-dimensional gel electrophoresis. Cell.
16:191-200.
Fischer, S.G. and L.S. Lerman. (1983) DNA fragments differing by single
base-pair substitutions are separated in denaturing gradient gels:
Corrspondence with melting theory. Proc. Natl. Acad. Sci. USA.
80:1579-1583.
Fish, P. A., Webster, D. A., and Stark, B. C. (2001) Vitreoscilla hemoglobin
enhances the first step in 2,4-dinitrotoluene degradation in vitro and at
low aeration in vivo. J. Mol. Catal. B. 9:75-82.
Frassinetti, S., A.L. Isoppo, A. Corti, and G.V. Allini. (1996) Bacterial Attack
of Non-Ionic Aromatic Surfactants: Comparison of Degradative
Capabilities of New Isolates from Nonylphenol Polyethoxylate Polluted
Wastewaters. Environ. Technol. 17:199-213.
Fujii, K., N. Urano, H. Ushio, M. Satomi, H. Iida, N. Ushio-Sata, and S.
Kimura. (2000a) Profile of a Nonylphenol-Degrading Microflora and Its
Potential for Bioremedial Applications. J. Biochem. 128:909-916.
Fujii, K., N. Urano, S Kimura, Y. Nomura, and I. Karube. (2000b) Microbial
degradation of nonylphenol in some aquatic environments. Fish. Sci.
66:44-48.
Fujii, K., N. Urano, H. Ushio, M. Satomi, and S. Kimura. (2001)
Sphingomonas cloacae sp. nov., a nonylphenol-degrading bacterium
isolated from wastewater of a sewage-treatment plant in Tokyo. Int. J.
Syst. Evol. Microbiol. 51:603-610.
Fulthorpe, R. R., and R. C. Wyndham (1992) Involvement of a
chlorobenzoate-catabolic transposon, Tn5271, in community adaptation
to chlorobiphenyl, chloroaniline, and 2,4-dichlorophenoxyacetic acid in a
freshwater ecosystem. Appl. Environ. Microbiol. 58:314–325.
Gabriel, Frédéric L. P., W. Giger, K. Guenther, and H.-P. E. Kohler. (2005a)
Differential Degradation of Nonylphenol Isomers by Sphingomonas
xenophaga Bayram. Appl. Environ. Microbiol. 71:1123-1129.
Gabriel, Frédéric L. P., A. Heidlberger, D. Rentsch, W. Giger, K. Guenther,
and H.E. Kohler. (2005b) A Novel Metabolic Pathway for Degradation of
4-Nonylphenol Environmental Contaminants by Sphingomonas
xenophaga Bayram. ipso-hydroxylation and intramolecular rearrangement.
J. Biol. Chem. 280:15526-15533.
Giger, W., Brunner PH., and Schaffner C. (1984) 4-Nonylphenol in sewage
sludge: accumulation of toxic metabolites from non-ionic surfactants.
Science. 225:623-625.
Guillette Jr L, and Moore BC. (2006) Environmental contaminants, fertility,
and multioocytic follcles: a lesson from wildlife? Semin Reprod Med
24:134-141.
Hall, T. (2001) BioEdit: BioEdit version 5.0.6. Department of Microbiology,
North Carolina State University, USA.
Hawrelak, M., E. Bennett, C. Metcalfe. (1999) The environmental fate of the
primary degradation products of alkylphenol ethoxylate surfactants in
recycled paper sludge. Chemosphere. 39:745-752.
Hejazi, A. and F. R. Falkiner. (1997) Serratia marcescens. J. Med. Microbiol.
46:903-912.
Hines, D.A., P.N. Saurugger, G.M. Ihler, M.J. Benedik. (1988) Genetic analysis
of extracellular proteins of Serratia marcescens. J. Bacteriol. 170:
4141-4146.
Hobbie, J.E., R. J. Daley, and S. Jasper. (1977) Use of Nuclepore Filters for
Counting Bacteria by Flourescence Microscopy. Appl. Environ.
Microbiol. 33:1225-1228
Hodgson, E., and P.E. Levi. (1997) A Textbook of Modern Toxicology. 2nd ed.
Stamford, CT.: Appleton and Lange.
Holmes, B., M. Popoff, M. Kiredjian, and K. Kersters. (1988) Ochrobactrum
anthropi gen. nov., sp. nov. from Human Clinical Specimens and
Previously Known as Group Vd. Int. J. Syst. Bacteriol. 38:406-416.
Ijah, .J.J. (1998) Studies on relative capabilities of bacterial and yeast isolates
from tropical soil in degrading crude oil. Waste. Manage. 18:293–299.
Janda, J. M. and Sharon L. Abbott. (2007) 16S rRNA Gene Sequencing for
Bacterial Identification in the Diagnostic Laboratory: Pluses, Perils, and
Pitfalls. J. Clin. Microbiol. 45:2761-2764.
Jeong J.J., Kim J.H., Kim C.K., Hwang I., and Lee K. (2003) 3- and
4-alkylphenol degradation pathway in Pseudomonas sp. strain KL28:
genetic organization of the lap gene cluster and substrate specificities of
phenol hydroxylase and catechol 2,3-dioxygenase. Microbiology.
149:3265-3277.
John, D.M. and G.F. White. Mechanism for Biotransformation of Nonylphenol
Polyethoxylates to Xenoestrogens in Pseudomonas putida. J. Bacteriol.
180:4332-4338.
Kohler, H.P. E., Frédéric L. P. Gabriel, and W. Giger, (2008)
ipso-Substitution – A Novel Pathway for Microbial Metabolism of
Endocrine-Disrupting 4-Nonylphenols, 4-Alkoxyphenols, and Bisphenol
A. Chimia. 62:358-363.
Krieg, N. R. and J. G. Holt. (1984) Bergey’s Manual of Systematic
Bacteriology. 1st ed., Baltimore: Williams & Wilkins.
Krooneman, J., Wieringa, E.B.A., Moore, E. R. B., Gerritse, J., Prins, R. A.,
and Gottschal, J. C. (1996) Isolation of Alcaligenes sp. strain L6 at low
oxygen concentrations and degradation of 3-chlorobenzoate via a
pathway not involving (chloro) catechols. Appl. Environ. Microbiol.
62:2427-2434.
Kumar, S., K. Tamura, M. Nei. (2004) MEGA3: Integrated software for
Molecular Evolutionary Genetics Analysis and sequence alignment.
Briefings in Bioinformatics 5:150–163.
Kushmaro, A., E. Banin, Y. Loya, E. Stackebrandt and E. Rosenberg. (2001)
Vibrio shiloi sp. nov., the causative agent of bleaching of the coral Oculina
patagonica. Int. J. Syst. Evol. Microbiol. 51:1383-1388
Lebuhn, M., W. Achouak, M. Schloter, O. Berge, H. Meier, M. Barakat, A.
Hartmann, and T. Heulin. (2000) Taxonomic characterization of
Ochrobactrum sp. isolates from soil samples and wheat roots, and
description of Ochrobactrum tritici sp. nov. and Ochrobactrum
grignonense sp. nov. Int. J. Syst. Evol. Microbiol. 50:2207-2223.
Li, M. T., L.L. Hao, L.X. Sheng, and J.B. Xu. (2008) Identification and
degradation characterization of hexachlorobutadiene degrading strain
Serratia marcescens HL1. Bioresource. Technol. 99:6878-6884.
Lozada, M., R. F. Itria, E. L. M. Figuerola, P. A. Babay, R. T. Gettar, L. A. De
Tullio, and L. Erijman. (2005) Bacterial community shifts in nonylphenol
polyethoxylates-enriched activated sludge. Water. Res. 38:2077-2086.
Lu, Y. Y., M.L. Chen, F.C. Sung, P. S.C. Wang, and I.F. Mao. (2007) Daily
intake of 4-nonylphenol in Taiwanese. Environ. Int. 33:903-910.
Maeda, T., K. Hatakawa, M. You, M. Sasaki, Y. Yamaji, M. Furushita, and T.
Shiba. (2005) Characteristics of Nonylphenol Polyethoxylate-Degrading
Bacteria Isolated from Coastal Sediments. Microb. Environ. 20:253-257.
Maki, H., N. Masuda, Y. Fujiwara, M. Ike, and M. Fujita. (1994) Degradation
of Alkylphenol Ethoxylates by Pseudomonas sp. Strain TR01. Appl.
Environ. Microbiol. 60:2265-2271.
Manz, R., M. Wagner, R. Amann, and K.H. Schleifer. (1994) In situ
characterization of the microbial consortia active in two wastewater
treatment plants. Water. Res. 28:1715-1723.
McKinlay, R., J.A. Plant, J.N.B. Bell, N. Voulvoulis. (2007) Endocrine
disrupting pesticides: Implications for risk assessment. Environ. Int.
34:168-183.
Muyzer, G., E.C. De Waal, A.G. Uitterlinden. (1993) Profiling of complex
microbial populations by denaturing gradient gel electrophoresis analysis
of polumerase chain reaction-amplified genes encoding for 16S rRNA.
Appl. Environ. Microbiol. 59:695-700.
Nicolopoulou-Stamati, P., and M.A. Pitsos, (2001) The impact of endocrine
disrupters on the female reproductive system. Hum. Reprod. Update.
7:323-330.
Ohe, T., T. Mashino, and M. Hirobe. (1997) Substituent elimination from
p-substituted phenols by cytochrome P450 ipso-substitution by the
oxygen atom of the active species. Drug Metab. Dispos. 25:116–122.
Ohtsubo, Y., M. Shimura, M. Delawary, K. Kimbara, M. Takagi, T. Kudo, A.
Ohta, and Y. Nagata. (2003) Novel approach to the improvement of
biphenyl and polychlorinated biphenyl degradation activity: Promoter
implantation by homologous recombination. Appl. Environ. Microbiol.
69:146-153.
PAN. (2009) PAN International List of Highly Hazardous Pesticides. Pesticide
Action Network.
Porter A. W. and A. G. Hay. (2007) Identification of opdA, a Gene Involved in
Biodegradation of the Endocrine Disrupter Octylphenol. Appl. Environ.
Microbiol. 73:7373-7379.
Renner, R. (1997) European bans on surfactant trigger transatlantic debate.
Environ. Sci. Techonl. 31:316A-320A.
Rollins, B.D., and R.R. Colwell. (1986) Viable but nonculturable stage of
Campylobacter jejuni and its role in survival in the natural aquatic
environment. Appl. Environ. Microbiol. 52:531-538.
Ruggeri, B., M. Ubaldi, A. Lourdusamy, L. Soverchia, R. Ciccocioppo, G.
Hardiman, M.E. Baker, F. Palermo, and A.M. Polzonetti-Magni. (2008)
Variation of the genetic expression pattern after exposure to estradiol-17β
and 4-nonylphenol in male zebrafish (Danio rerio). Gen. Comp.
Endocrinol. 158:138-144.
Sebecky, P.A., M.A. Schell, M.A. Moran, and R.E. Hodson. (1992) Adaptation
of model genetically engineered microorganisms to lake water: Growth
rate enhancementsa and plasmid loss. Appl. Environ. Microbiol.
58:3630-3637.
Singh, S., R. Chandra, D.K. Patel, M.M.K. Reddy, and V. Rai. (2007)
Investigation of the biotransformation of pentachlorophenol and pulp
paper mill effluent decolorisation by the bacterial strains in a mixed
culture. Bioresour. Technol. 99:5703-5709.
Soares, A., B. Guieysse, O. Delgado, and B. Mattiasson. (2003) Aerobic
biodegradation of nonylphenol by cold-adapted bacteria. Biotechnol. Lett.
25:731-738.
Sobecky, P. A., M. A. Schell, M. A. Moran, and R. E. Hodson. (1996) Impact of
a genetically engineered bacterium with enhanced alkaline phosphatase
activity on marine phytoplankton communities. Appl. Environ. Microbiol.
62:6-12.
Stackebrandt, E. and B. M. Goebel. (1994) Taxonomic Note: A Place for
DNA-DNA Reassociation and 16S rRNA Sequence Analysis in the
Present Species Definition in Bacteriology. Int. J. Syst. Bacteriol.
44:846-849.
Swings, J., B. Lambert, K. Kersters, and B. Holmes. (2006) The Genera
Phyllobacterium and Ochrobactrum. Prokaryotes. 5:747-750.
Tabira, Y., M. Nakai, D. Asai, Y. Yakabe, Y. Tahara, T. Shinmyozu, M.
Noguchi, M. Takatsuki, and Y. Shimohigashi. (1999) Structural
requirement of para-alkylphenols to bind to estrogen receptor. Eur. J.
Biochem. 262:240-245.
Takeo M., S. K. Prabu, C. Kitamura, M. Hirai, H. Takahashi, D. I. Kato, and S.
Negoro. (2006) Characterization of Alkylphenol Degradation Gene Cluster
in Pseudomonas putida MT4 and Evidence of Oxidation of Alkylphenols
and Alkylcatechols with Medium-Length Alkyl Chain. J. Biosci. Bioeng.
102:352-361.
Takeo M., M. Nishimura, H. Takahashi, C. Kitamura, D.I. Kato, and S. Negoro.
(2007) Purification and Characterization of Alkylcatechol
2,3-Dioxygenase from Butylphenol Degradation Pathway of Pseudomonas
putida MT4. J. Biosci. Bioeng. 104:309-314.
Tanghe, T., W. Dhooge, and W. Verstraete. (1999) Isolation of a Bacterial
Strain Able to Degrade Branched Nonylphenol. Appl. Environ. Microbiol.
65:746-751.
Thayer K.A., Ruhlen R.L., Howdeshell K.L., Buchanana D.L., Cooke P.S.,
Preziosi D. (2001) Altered prostate growth and daily sperm production in
male mice exposed prenataly to subclinical doses of 17alpha-ethinyl
oestradiol. Hum. Reprod. 16(5):988–96.
Tison, D., and R.Seidler. (1983) Vibrio aestuarianus: a new species from
estuarine waters and shellfish. Int. J. Syst. Bacteriol. 33:699-702.
Trujillo, M. E., A. Willems, A. Abril, A.-M. Planchuelo, R. Rivas, D. Luden˜a,
P. F. Mateos, E. Martı′nez-Molina, and E. Vela′zquez (2005) Nodulation
of Lupinus albus by Strains of Ochrobactrum lupini sp. nov. Appl.
Microbiol. Biotechol. 71:1318-1327.
Urgun-Demirtas, M., B. Stark, and K. Pagila. (2006) Use of Genetically
Engineered Microorganisms (GEMs) for the Bioremediation of
Contaminants. Crit. Rev. Biotechnol. 26:145-164.
Ushiba, Y., Y. Takahara, and H. Ohta. (2003) Sphingobium amiense sp. nov., a
novel nonylphenol-degrading bacterium isolated from river sediment. Int.
J. Syst. Evol. Microbiol. 53:2045-2048.
Vazquez-Duhalt, R., F. Marzuez-Rocha, E. Ponce, A.F. Licea, and M.T. Viana.
(2005) Nonylphenol, an Intefrated Vision of a Pollutant. Applied Ecology
and Environmental Research. 4:1-25.
Velasco, J., C. Romero, I. Lo′pez-Gon˜i, J. Leiva, R. Dı′az, and I. Moriyo′n.
(1998) Evaluation of the relatedness of Brucella spp. and Ochrobactrum
anthropi and description of Ochrobactrum intermedium sp. nov. a new
species with a closer relationship to Brucella spp. Int. J. Syst. Bacteriol.
48:759–768.
Wayne, L.G., D. J. Brenner, R. R. Colwell, P. A. D. Grimont, O. Kandler, M. I.
Krichevsky, L. H. Moore, W. E. C. Moore, R. G. E. Murray, E.
Stackebrandt, M. P. Starr, and H. G. Truper. (1987) Report of the Ad Hoc
Committee on Reconciliation of Approaches to Bacterial Systematics. Int.
J. Syst. Bacteriol. 37:463-464.
Webster, D. (1987) Structure and function of bacterial hemoglobin and related
proteins. In: Eichorn, G. C., Marzilli, L. G. (Ed.) Advances in Inorganic
Biochemistry. New York:Elsevier. 7:245-265.
Weisburg, W.G., S. M. Barns, D. A. Pelletier, and D. J. Lane. (1991) 16S
ribosomal DNA amplification for phylogenetic study. J. Bacteriol.
173:697-703.
Woese, C.R. (1987) Bacterial evolution. Microbiol. Rev. 51:221-271.
Yao, R.S., M. Sun, C.L. Wang, S.S. Deng. (2006) Degradation of phenolic
compounds with hydrogen peroxide catalyzed by enzyme from Serratia
marcescens AB 90027. Water. Res. 40:3091-3098
Ying, G.G., B. William, and R. Kookana. (2002) Environmental fate of
alkylphenols and alkylphenol ethoxylates – a review. Environ. Int.
28:215-226.
Yuan, S. Y., C. H. Yu, B. V. Chang. (2004) Biodegradation of nonylphenol in
river sediment. Environ. Pollut. 127: 425-430
Zhang, C., G. Zeng, L. Yuan, J. Yu, J. Li, G. Huang, B. Xi, and H. Liu. (2007)
Aerobic degradation of bispheol A by Achromobacter xylosoxidans strain
B-16 isolated from compost leachate of municipal solid waste.
Chemosphere. 68:181-190.
Zurdo-Pin˜ eiro, J. L., R. Rivas, M. E. Trujillo, N. Vizcaı′no, J. A. Carrasco,
M. Chamber, A. Palomares, P. F. Mateos, E. Martı′nez-Molina, and E.
Vela′zquez. (2007) Ochrobactrum cytisi sp. nov., isolated from nodules of
Cytisus scoparius in Spain. Int. J. Syst. Evol. Microbiol. 57:784-788.
王正雄、張小萍、黃壬瑰、李宜樺、王世冠、洪文宗、陳珮珊。2002。
環境荷爾蒙-壬基苯酚殘留調查及其對雄鯉魚生理效應之研究。環
境檢驗所環境調查研究年報9。第291-312 頁。
陳仁坤。2004。利用液相層析串聯質譜儀探討高雄市主要河川及港區
水 域烷基苯酚化合物之分布。國立中山大學海洋生物科技暨資
源研究所碩士論文。164 頁。
廖明隆。2003。界面化學與界面活性劑。鼎文書局。235 頁。
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