Controlling microbiological interfacial behaviors of hydrophobic organic compounds by surfactants in biodegradation process

Dong ZHANG , Lizhong ZHU

Front. Environ. Sci. Eng. ›› 2014, Vol. 8 ›› Issue (3) : 305 -315.

PDF (338KB)
Front. Environ. Sci. Eng. ›› 2014, Vol. 8 ›› Issue (3) : 305 -315. DOI: 10.1007/s11783-014-0647-z
REVIEW ARTICLE
REVIEW ARTICLE

Controlling microbiological interfacial behaviors of hydrophobic organic compounds by surfactants in biodegradation process

Author information +
History +
PDF (338KB)

Abstract

Bioremediation of hydrophobic organic compounds (HOCs) contaminated soils involves several physicochemical and microbiological interfacial processes among the soil-water-microorganism interfaces. The participation of surfactants facilitates the mass transport of HOCs in both the physicochemical and microbiological interfaces by reducing the interfacial tension. The effects and underlying mechanisms of surfactants on the physicochemical desorption of soil-sorbed HOCs have been widely studied. This paper reviewed the progress made in understanding the effects of surfactant on microbiological interfacial transport of HOCs and the underlying mechanisms, which is vital for a better understanding and control of the mass transfer of HOCs in the biodegradation process. In summary, surfactants affect the microbiological interfacial behaviors of HOCs during three consecutive processes: the soil solution-microorganism sorption, the transmembrane process, and the intracellular metabolism. Surfactant could promote cell sorption of HOCs depending on the compatibility of surfactant hydrophile hydrophilic balance (HLB) with cell surface properties; while the dose ratio between surfactant and biologic mass (membrane lipids) determined the transmembrane processes. Although surfactants cannot easily directly affect the intracellular enzymatic metabolism of HOCs due to the steric hindrace, the presence of surfactants can indirectly enhanced the metabolism by increasing the substrate concentrations.

Keywords

biodegradation / sorption / transmembrane transport / microbiological interfaces / surfactants

Cite this article

Download citation ▾
Dong ZHANG, Lizhong ZHU. Controlling microbiological interfacial behaviors of hydrophobic organic compounds by surfactants in biodegradation process. Front. Environ. Sci. Eng., 2014, 8(3): 305-315 DOI:10.1007/s11783-014-0647-z

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Churchill P F, Dudley R J, Churchill S A. Surfactant-enhanced bioremediation. Waste Management, 1995, 15(5–6): 371–377

[2]

Megharaj M, Ramakrishnan B, Venkateswarlu K, Sethunathan N, Naidu R. Bioremediation approaches for organic pollutants: a critical perspective. Environmental International, 2011, 37(8): 1362–1375

[3]

Kim Y M, Ahn C K, Woo S H, Jung G Y, Park J M. Synergic degradation of phenanthrene by consortia of newly isolated bacterial strains. Journal of Biotechnology, 2009, 144(4): 293–298

[4]

Zhu L Z, Lu L, Zhang D. Mitigation and remediation technologies for organic contaminated soils. Frontiers of Environmental Science & Engineering in China, 2010, 4(4): 373–386

[5]

Zhu L Z. Controlling technology of interfacial behaviors of organic pollutants and its application. Acta Scientiae Circumstantiae, 2012, 32(11): 2641–2649 (in Chinese)

[6]

Yang K, Zhu L Z, Xing B S. Enhanced soil washing of phenanthrene by mixed solutions of TX100 and SDBS. Environmental Science & Technology, 2006, 40(13): 4274–4280

[7]

Yu H, Zhu L, Zhou W. Enhanced desorption and biodegradation of phenanthrene in soil-water systems with the presence of anionic-nonionic mixed surfactants. Journal of Hazardous Materials, 2007, 142(1–2): 354–361

[8]

Zhao B W, Zhu L Z, Li W, Chen B L. Solubilization and biodegradation of phenanthrene in mixed anionic-nonionic surfactant solutions. Chemosphere, 2005, 58(1): 33–40

[9]

Kile D E, Chiou C T. Water solubility enhancements of DDT and trichlorobenzene by some surfactants below and above the critical micelle concentration. Environmental Science & Technology, 1989, 23(7): 832–838

[10]

Rosen M J Surfactants and Interfacial Phenomena. Hoboken: Wiley-Interscience, 2004

[11]

Gao Y Z, Zhu L Z. Phytoremediation for phenanthrene and pyrene contaminated soils. Journal of Environmental Science-China, 2005, 17(1): 14–18

[12]

Americane Petrolum Institute. Underground Movements of Gasoline on Groundwater and Enhanced Recovery by Surfactants. Washington, D C: API Publication, 1979, No. 4317

[13]

Paria S. Surfactant-enhanced remediation of organic contaminated soil and water. Advances in Colloid and Interface Science, 2008, 138(1): 24–58

[14]

Chen B, Wang Y, Hu D. Biosorption and biodegradation of polycyclic aromatic hydrocarbons in aqueous solutions by a consortium of white-rot fungi. Journal of Hazardous Materials, 2010, 179(1–3): 845–851

[15]

Al-Tahhan R A, Sandrin T R, Bodour A A, Maier R M. Rhamnolipid-induced removal of lipopolysaccharide from Pseudomonas aeruginosa: effect on cell surface properties and interaction with hydrophobic substrates. Applied and Environmental Microbiology, 2000, 66(8): 3262–3268

[16]

Zhang D, Zhu L Z. Effects of Tween 80 on the removal, sorption and biodegradation of pyrene by Klebsiella oxytoca PYR-1. Environmental Pollution, 2012, 164: 169–174

[17]

Chan S M N, Luan T, Wong M H, Tam N F Y. Removal and biodegradation of polycyclic aromatic hydrocarbons by Selenastrum capricornutum. Environmental Toxicology and Chemistry, 2006, 25(7): 1772–1779

[18]

Stringfellow W T, Alvarez-Cohen L. Evaluating the relationship between the sorption of PAHs to bacterial biomass and biodegradation. Water Research, 1999, 33(11): 2535–2544

[19]

Vijayaraghavan K, Yun Y S. Utilization of fermentation waste (Corynebacterium glutamicum) for biosorption of Reactive Black 5 from aqueous solution. Journal of Hazardous Materials, 2007, 141(1): 45–52

[20]

Xiao L, Qu X, Zhu D. Biosorption of nonpolar hydrophobic organic compounds to Escherichia coli facilitated by metal and proton surface binding. Environmental Science & Technology, 2007, 41(8): 2750–2755

[21]

Chakraborty S, Mukherji S, Mukherji S. Surface hydrophobicity of petroleum hydrocarbon degrading Burkholderia strains and their interactions with NAPLs and surfaces. Colloids and Surface B-Biointerfaces, 2010, 78(1): 101–108

[22]

Owsianiak M, Szulc A, Chrzanowski L, Cyplik P, Bogacki M, Olejnik-Schmidt A K, Heipieper H J. Biodegradation and surfactant-mediated biodegradation of diesel fuel by 218 microbial consortia are not correlated to cell surface hydrophobicity. Applied Microbiology and Biotechnology, 2009, 84(3): 545–553

[23]

Zeng G M, Liu Z F, Zhong H, Li J B, Yuan X Z, Fu H Y, Ding Y, Wang J, Zhou M F. Effect of monorhamnolipid on the degradation of n-hexadecane by Candida tropicalis and the association with cell surface properties. Applied Microbiology and Biotechnology, 2011, 90(3): 1155–1161

[24]

Zhao Z Y, Selvam A, Wong J W C. Effects of rhamnolipids on cell surface hydrophobicity of PAH degrading bacteria and the biodegradation of phenanthrene. Bioresource Technology, 2011, 102(5): 3999–4007

[25]

Johnsen A R, Wick L Y, Harms H. Principles of microbial PAH-degradation in soil. Environmental Pollution, 2005, 133(1): 71–84

[26]

Rosenberg M, Gutnick D, Rosenberg E. Adherence of bacteria to hydrocarbons - a simple method for measuring cell-surface hydrophobicity. FEMS Microbiology Letters, 1980, 9(1): 29–33

[27]

Lindahl M, Faris A, Wadstrom T, Hjerten S. A new test based on salting out to measure relative surface hydrophobicity of bacterial cells. Biochimica et Biophysica Acta-Biomembranes, 1981, 277: 471–476

[28]

Resenberg M, Rosenberg E. Role of adherence in growth of Acinetobacter calcoaceticus RAG-1 on hexadecane. Journal of Bacteriology, 1981, 148: 51–57

[29]

Ismaeel N, Furr J, Pugh W J, Russell A D, Pugh W, Russell A. Hydrophobic properties of Providencia stuartii and other Gram-negative bacteria measured by hydrophobic interaction chromatography. Letters in Applied Microbiology, 1987, 5(5): 91–95

[30]

Busscher H, Weerkamp A, Mei H D, Pilt A V, Jong H D, Arends J. Measurement of the surface free energy of bacteria cell surfaces and its relevance for adhesion. Applied and Environmental Microbiology, 1984, 48: 980–993

[31]

Brown D G, Jaffe P R. Effects of nonionic surfactants on the cell surface hydrophobicity and apparent hamaker constant of a Sphingomonas sp. Environmental Science & Technology, 2006, 40(1): 195–201

[32]

Wady A F, Machado A L, Zucolotto V, Zamperini C A, Berni E, Vergani C E. Evaluation of Candida albicans adhesion and biofilm formation on a denture base acrylic resin containing silver nanoparticles. Journal of Applied Microbiology, 2012, 112(6): 1163–1172

[33]

Mishra S, Singh S N. Microbial degradation of n-hexadecane in mineral salt medium as mediated by degradative enzymes. Bioresource Technology, 2012, 111: 148–154

[34]

Kaczorek E, Jesionowski T, Giec A, Olszanowski A. Cell surface properties of Pseudomonas stutzeri in the process of diesel oil biodegradation. Biotechnol ogy Letters, 2012, 34(5): 857–862

[35]

Willumsen P A, Karlson U, Pritchard P H. Response of fluoranthene-degrading bacteria to surfactants. Applied Microbiology and Biotechnology, 1998, 50(4): 475–483

[36]

Wong J W C, Fang M, Zhao Z Y, Xing B S. Effect of surfactants on solubilization and degradation of phenanthrene under thermophilic conditions. Journal of Environmental Quality, 2004, 33(6): 2015–2025

[37]

Kaczorek E, Urbanowicz M, Olszanowski A. The influence of surfactants on cell surface properties of Aeromonas hydrophila during diesel oil biodegradation. Colloids Surface B-Biointerfaces, 2010, 81(1): 363–368

[38]

Seo Y, Bishop P L. Influence of nonionic surfactant on attached biofilm formation and phenanthrene bioavailability during simulated surfactant enhanced bioremediation. Environmental Science & Technology, 2007, 41(20): 7107–7113

[39]

Fuchedzhieva N, Karakashev D, Angelidaki I. Anaerobic biodegradation of fluoranthene under methanogenic conditions in presence of surface-active compounds. Journal of Hazardous Materials, 2008, 153(1–2): 123–127

[40]

Hadibarata T, Tachibana S. Characterization of phenanthrene degradation by strain Polyporus sp.S133. Journal of Environmental Science-China, 2010, 22(1): 142–149

[41]

McGuire T, Hughes J B. Effects of surfactants on the dechlorination of chlorinated ethenes. Environmental Toxicology and Chemistry, 2003, 22(11): 2630–2638

[42]

Mata-Sandoval J C, Karns J, Torrents A. Influence of rhamnolipids and Triton X-100 on the biodegradation of three pesticides in aqueous phase and soil slurries. Journal of Agricultural and Food Chemistry, 2001, 49(7): 3296–3303

[43]

Górna H, Lawniczak L, Zgola-Grzeskowiak A, Kaczorek E. Differences and dynamic changes in the cell surface properties of three Pseudomonas aeruginosa strains isolated from petroleum-polluted soil as a response to various carbon sources and the external addition of rhamnolipids. Bioresource Technology, 2011, 102(3): 3028–3033

[44]

Obuekwe C O, Al-Jadi Z K, Al-Saleh E S. Sequential hydrophobic partitioning of cells of Pseudomonas aeruginosa gives rise to variants of increasing cell surface hydrophobicity. FEMS Microbiology Letters, 2007, 270(2): 214–219

[45]

Mohanty S, Mukherji S. Alteration in cell surface properties of Burkholderia spp. during surfactant-aided biodegradation of petroleum hydrocarbons. Applied Microbiology and Biotechnology, 2012, 94(1): 193–204

[46]

Gillelan H E, Stinnett J D, Roth I L, Eagon R G. Freeze-etch study of Pseudomonas aeruginosa–Localization within cell wall of an ethylenediaminetraacetate-extractable component. Journal of Bacteriology, 1973, 113(1): 417–432

[47]

Wick L, Pasche N, Bernasconi S, Pelz O, Harms H. Characterization of multiple-substrate utilization by anthracene-degrading Mycobacterium frederiksbergense LB501T. Applied and Environmental Microbiology, 2003, 69(10): 6133–6142

[48]

Das K, Mukherjee A. Differential utilization of pyrene as the sole source of carbon by Bacillus subtilis and Pseudomonas aeruginosa strains: role of biosurfactants in enhancing bioavailability. Journal of Applied Microbiology, 2007, 102(1): 195–203

[49]

Whyte L, Slagman S, Pietrantonio F, Bourbonniere L, Koval S, Lawrence J, Inniss W, Greer C. Physiological adaptations involved in alkane assimilation at a low temperature by Rhodococcus sp.strain Q15. Applied and Environmental Microbiology, 1999, 65: 2961–2968

[50]

Jana T, Srivastava A, Csery K, Arora D. Influence of growth and environmental conditions on cell surface hydrophobicity of Pseudomonas fluorescens in non-specific adhesion. Cananian Journal of Microbiology, 2000, 46(1): 28–37

[51]

Zhang Y, Miller R. Effect of a Pseudomonas rhamnolipid biosurfactant on cell hydrophobicity and biodegradation of octadecane. Applied and Environmental Microbiology, 1994, 60: 2101–2116

[52]

Zhong H, Zeng G, Yuan X, Fu H, Huang G, Ren F. Adsorption of dirhamnolipid on four microorganisms and the effect on cell surface hydrophobicity. Applied Microbiology and Biotechnology, 2007, 77(2): 447–455

[53]

Noda Y, Kanemasa Y. Determination of hydrophobicity on bacterial surfaces by nonionic surfactants. Journal of Bacteriology, 1986, 167(3): 1016–1019

[54]

Berset J D, Holzer R. Organic micropollutants in Swiss agriculture–Distribution of polynuclear aromatic hydrocarbons (PAH) and polychlorinated biphenyls (PCB) in soil, liquid manure, sewage sludge and compost smaples: a comparative study. International Journal of Environmental Analytical Chemistry, 1995, 59(2–4): 145–165

[55]

Neu T R. Significance of bacterial surface-active compounds in interaction of bacteria with interfaces. Microbiological Reviews, 1996, 60(1): 151

[56]

Razatos A, Ong Y L, Sharma M M, Georgiou G. Molecular determinants of bacterial adhesion monitored by atomic force microscopy. Proceedings of National Academy of Sciences of the United States of America, 1998, 95(19): 11059–11064

[57]

Caroff M, Karibian D. Structure of bacterial lipopolysaccharides. Carbohydrate Research, 2003, 338(23): 2431–2447

[58]

Alexander C, Rietschel E T. Bacterial lipopolysaccharides and innate immunity. Journal of Endotoxin Research, 2001, 7(3): 167–202

[59]

Leive L. The barrier function of the Gram-negative envelope. Annals of New York Academy of Sciences, 1974, 235(1 Mode of Actio): 109–129

[60]

Hazen K C, Lay J G, Hazen B W, Fu R C, Murthy S. Partial biochemical characterization of cel surface hydrophobicity and hydrophilicity of Candida albicans. Infection and Immunity, 1990, 58(11): 3469–3476

[61]

Bos M P, Tefsen B, Geurtsen J, Tommassen J. Identification of an outer membrane protein required for the transport of lipopolysaccharide to the bacterial cell surface. Proceedings of National Academy of Sciences of the United States of America, 2004, 101(25): 9417–9422

[62]

Mozes N, Rouxhet P G. Methods for measuring hydrophobicity of microorganisms. Journal of Microbiological Methods, 1987, 6(2): 99–112

[63]

Busscher H J, Vandebeltgritter B, Vandermei H C. Implications of microbial adhesion to hydrocarbons for evaluating cell surface hydrophobicity. 1. Zeta potentials of hdyrocarbon droplets. Colloids and Surface B-Biointerfaces, 1995, 5(3–4): 111–116

[64]

Geertsemadoornbusch G I, Vandermei H C, Busscher H J. Microbial cell surface hydrophobicity—The involvement of electrostatic interactions in microbial adhesion to hydrocarbons (MATH). Journal of Microbiological Methods, 1993, 18(1): 61–68

[65]

Makin S A, Beveridge T J. The influence of A-band and B-band lipopolysaccharide on the surface characteristics and adhesion of Pseudomonas aeruginosa to surfaces. Microbiology-UK, 1996, 142(2): 299–307

[66]

Palomar J, Leranoz A M, Vinas M. Serratia marcescens adherence—The effect of O-antigen presence. Microbios, 1995, 81(327): 107–113

[67]

Williams P, Lambert P A, Haigh C G, Brown M R W. The influence of the O-antigens and k-antigens of Klebsiella aerogenes on surface hydrophobicitiy and susceptibility to phagocytosis and antimicrobial agents. Journal of Medical Microbiology, 1986, 21(2): 125–132

[68]

Hua Z Z, Chen J, Lun S Y, Wang X R. Influence of biosurfactants produced by Candida antarctica on surface properties of microorganism and biodegradation of n-alkanes. Water Research, 2003, 37(17): 4143–4150

[69]

Aronson D,Citra M,Shuler K,Printup H,Howard P H.Aerobic Biodegradation of Organic Chemicals in Environmental Media: a Summary of Field and Laboratory Studies. New York: EPA Reports, Office of Reserch and Development Athens GA 30605, 1999

[70]

Bressleer D C, Gray M R. Transport and reaction processes in bioremediation of organic contaminants. 1.Review of bacterial degradation and transport. International Journal of Chemical Reactor Engineering, 2003, 1(R3): 1–16

[71]

Carrière B, Legrimellec C. Effects of benzyl alcohol on enzyme activities and D-glucose transport in kidney brush border membranes. Biochimica Et Biophysica Acta-Biomembranes, 1986, 857(2): 131–138

[72]

Green D E, Fry M, Blondin G A. Phophlipids as the molecular instruments of ion and solute transport in biological membranes. Proceedings of the National Academy of Sciences of the United States of America, 1980, 77(1): 257–261

[73]

Marcelino J, Lima J, Reis S, Matos C. Assessing the effects of surfactants on the physical properties of liposome membranes. Chemstry and Physics of Lipids, 2007, 146(2): 94–103

[74]

Gregory G.Liposome Technology. New York: CRC Press, 2007

[75]

Bombelli C, Giansanti L, Luciani P, Mancini G. Gemini surfactant based carriers in gene and drug delivery. Current Medicinal Chemstry, 2009, 16(2): 171–183

[76]

Van Hamme J D, Singh A, Ward O P. Physiological aspects.Part 1 in a series of papers devoted to surfactants in microbiology and biotechnology. Biotechnology Advances, 2006, 24(6): 604–620

[77]

Helenius A, Simons K. Solubilization of membranes by detergents. Biochimica Et Biophysica Acta-Biomembranes, 1975, 415(1): 29–79

[78]

Shoji Y, Igarashi T, Nomura H, Eitoku T, Katayama K. Liposome solubilization induced by surfactant molecules in a microchip. Analytical Sciences, 2012, 28(4): 339–343

[79]

Sujatha J, Mishra A K. Effect of ionic and neutral surfactants on the properties of phospholipid vesicles: Investigation using fluorescent probes. Journal of Photochemistry and Photobiology a-Chemistry, 1997, 104(1–3): 173–178

[80]

Asther M, Corrieu G, Drapron R, Odier E. Effect of Tween 80 and oleic acid on ligninase production by Phanerochaete chrysosporium INA-12. Enzyme and Microbial Technology, 1987, 9(4): 245–249

[81]

Guerin W F, Jones G E. Mineralization of phenanthrene by a Mycobacterium sp. Applied and Environmental Microbiology, 1988, 54(4): 937–944

[82]

Van der werf M J; Hartmans S, Vandentweel W J J. Permeabilization and lysis of Pseudomonas pseudoalcaligenes cells by Triton X-100 for efficient production of D-malate. Applied Microbiology and Biotechnology, 1995, 43(4): 590–594

[83]

Nazari M, Kurdi M, Heerklotz H. Classifying surfactants with respect to their effect on lipid membrane order. Biophysical Journal, 2012, 102(3): 498–506

[84]

Schnaitm C. Solubilization of cytoplasmic membrane of Escherichia coli by Triton X-100. Journal of Bacteriology, 1971, 108(1): 545

[85]

Hildebrand A, Beyer K, Neubert R, Garidel P, Blume A. Temperature dependence of the interaction of cholate and deoxycholate with fluid model membranes and their solubilization into mixed micelles. Colloids Surface B-Biointerfaces, 2003, 32(4): 335–351

[86]

Keller S, Tsamaloukas A, Heerklotz H. A quantitative model describing the selective solubilization of membrane domains. Journal of American Chemical Society, 2005, 127(32): 11469–11476

[87]

Hengstenberg W. Solubilization of the membrane bound lactose specific component of the staphylococcal pep dependant phosphotransferase system. FEBS Letters, 1970, 8(5): 277–280

[88]

Umbreit J N. Relation of detergent HLB number to solubilization and stabilization of D-alanine carboxypeptidase from bacillus subtilis membranes. Proceedings of the National Academy of Sciences of the United States of America, 1973, 70(10): 2997–3001

[89]

Karlsson A, Parales J V, Parales R E, Gibson D T, Eklund H, Ramaswamy S. Crystal structure of naphthalene dioxygenase: side-on binding of dioxygen to iron. Science, 2003, 299(5609): 1039–1042

[90]

Poulos T L. Cytochrome P450. Current Opinion in Structural Biology, 1995, 5(6): 767–774

[91]

Schlichting I, Berendzen J, Chu K, Stock A M, Maves S A, Benson D E, Sweet B M, Ringe D, Petsko G A, Sligar S G. The catalytic pathway of cytochrome P450cam at atomic resolution. Science, 2000, 287(5458): 1615–1622

[92]

Rosenzweig A C, Frederick C A, Lippard S J, Nordlund P. Crystal structure of a bacterial non-heme iron hydroxylase that catalyzes the biological oxidation of methane. Nature, 1993, 366(6455): 537–543

[93]

Spain J C. Biodegradation of nitroaromatic compounds. Annual Review of Microbiology, 1995, 49(1): 523–555

[94]

Wallar B J, Lipscomb J D. Dioxygen activation by enzymes containing binuclear non-heme iron clusters. Chemical Review, 1996, 96(7): 2625–2657

[95]

Gibson D T, Parales R E. Aromatic hydrocarbon dioxygenases in environmental biotechnology. Current Opinion in Biotechnology, 2000, 11(3): 236–243

[96]

Carredano E, Karlsson A, Kauppi B, Choudhury D, Parales R E, Parales J V, Lee K, Gibson D T, Eklund H, Ramaswamy S. Substrate binding site of naphthalene 1,2-dioxygenase: Functional implications of indole binding. Journal of Molecular Biology, 2000, 296(2): 701–712

[97]

Cerniglia C E. Biodegradation of polycyclic aromatic hydrocarbons. Biodegradation, 1992, 3(2–3): 351–368

[98]

Baboshin M, Akimov V, Baskunov B, Born T L, Khan S U, Golovleva L. Conversion of polycyclic aromatic hydrocarbons by Sphingomonas sp. VKM B-2434. Biodegradation, 2008, 19(4): 567–576

[99]

Dean-Ross D, Moody J D, Freeman J P, Doerge D R, Cerniglia C E. Metabolism of anthracene by a Rhodococcus species. FEMS Microbiological Letters, 2001, 204(1): 205–211

[100]

Kauppi B, Lee K, Carredano E, Parales R E, Gibson D T, Eklund H, Ramaswamy S. Structure of an aromatic-ring-hydroxylating dioxygenase-naphthalene 1,2-dioxygenase. Structure, 1998, 6(5): 571–586

[101]

Cho J, Jeon S, Wilson S A, Liu L V, Kang E A, Braymer J J, Lim M H, Hedman B, Hodgson K O, Valentine J S, Solomon E I, Nam W. Structure and reactivity of a mononuclear non-haem iron(III)-peroxo complex. Nature, 2011, 478(7370): 502–505

[102]

Volkering F, Breure A M, Rulkens W H. Microbiological aspects of surfactant use for biological soil remediation. Biodegradation, 1997, 8(6): 401–417

[103]

Schilling M, Haetzelt F, Schwab W, Schrader J. Impact of surfactants on solubilization and activity of the carotenoid cleavage dioxygenase, AtCCD1, in an aqueous micellar reaction system. Biotechnological Letters, 2008, 30(4): 701–706

[104]

Su J H, Xu J H, Wang Z L. Improving enzymatic production of ginsenoside Rh-2 from Rg(3) by using nonionic surfactant. Applied Biochemistry and Biotechnology, 2010, 160(4): 1116–1123

[105]

Louvado A, Coelho F, Domingues P, Santos A L, Gomes N C M, Almeida A, Cunha A. Isolation of surfactant-resistant pseudomonads from the estuarine surface microlayer. Journal of Microbiology and Biotechnology, 2012, 22(3): 283–291

[106]

Nacke C, Schrader J. Micelle based delivery of carotenoid substrates for enzymatic conversion in aqueous media. Journal of Molecular Catalysis B-Enzymatic, 2012, 77: 67–73

[107]

Nguyen N T, Hsieh H C, Lin Y W, Huang S L. Analysis of bacterial degradation pathways for long-chain alkylphenols involving phenol hydroxylase, alkylphenol monooxygenase and catechol dioxygenase genes. Bioresource Technology, 2011, 102(5): 4232–4240

[108]

Marlowe E M, Wang J M, Pepper I L, Maier R M. Application of a reverse transcription-PCR assay to monitor regulation of the catabolic nahAc gene during phenanthrene degradation. Biodegradation, 2002, 13(4): 251–260

[109]

Goncalves A M D, Aires-Barros M R, Cabral J M S. Interaction of an anionic surfactant with a recombinant cutinase from Fusarium solani pisi: a spectroscopic study. Enzyme and Microbial Technology, 2003, 32(7): 868–879

RIGHTS & PERMISSIONS

Higher Education Press and Springer-Verlag Berlin Heidelberg

AI Summary AI Mindmap
PDF (338KB)

4344

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/