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Fungal microsomes in a biotransformation perspective: protein nature of membrane-associated reactions

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Abstract

Microsomal fraction of fungal cells grabs the attention of many researchers for it contains enzymes that play a role in biotechnologically relevant processes. Microsomal enzymes, namely, CYP450s, were shown to metabolize a wide range of xenobiotic compounds, including PAHs, PCBs, dioxins, and endocrine disruptors, and take part in other fungal biotransformation reactions. However, little is known about the nature and regulation of these membrane-associated reactions. Advanced proteomic and post-genomic techniques make it possible to identify larger numbers of microsomal proteins and thus add to a deeper study of fungal intracellular processes. In this work, proteins that were identified through a shotgun proteomic approach in fungal microsomes under various culture conditions are reviewed. However, further research is still needed to fully understand the role of microsomes in fungal biodegradation and biotransformation reactions.

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References

  • Aoyama Y, Yoshida Y, Sonoda Y, Sato Y (1991) Role of the side-chain of lanosterol in substrate recognition and catalytic activity of lanosterol 14-alpha-demethylase (cytochrome-P-450(14DM) of yeast. Biochim Biophys Acta 1081(3):262–266

    Article  PubMed  CAS  Google Scholar 

  • Bezalel L, Hadar Y, Cerniglia CE (1997) Enzymatic mechanisms involved in phenanthrene degradation by the white fungus Pleurotus ostreatus. Appl Environ Microbiol 63(7):2495–2501

    PubMed  CAS  Google Scholar 

  • Braaksma M, Martens-Uzunova ES, Punt PJ, Schaap PJ (2010) An inventory of the Aspergillus niger secretome by combining in silico predictions with shotgun proteomics data. BMC Genomics 11:584

    Article  PubMed  Google Scholar 

  • Breskvar K, Ferencak Z, Hudnik-Plevnik T (1995) The role of cytochrome P450(11-alpha) in detoxification of steroids in the filamentous fungus Rhizopus nigricans. J Steroid Biochem Mol Biol 52(3):271–275

    Article  PubMed  CAS  Google Scholar 

  • Cajthaml T, Erbanová P, Kollmann A, Novotný Č, Šašek V, Mougin C (2008) Degradation of PAHs by ligninolytic enzymes of Irpex lacteus. Folia Microbiol 53(4):289–294

    Article  CAS  Google Scholar 

  • Chigu NL, Hirosue S, Nakamura C, Teramoto H, Ichinose H, Wariishi H (2010) Cytochrome P450 monooxygenases involved in anthracene metabolism by the white-rot basidiomycete Phanerochaete chrysosporium. Appl Microbiol Biotechnol 87:1907–1916

    Article  PubMed  CAS  Google Scholar 

  • Cinti DL, Moldeus P, Schenkman JB (1972) Kinetic parametrs of drug-metabolizing enzymes in Ca2+-sedimented microsomes from rat liver. Biochem Pharmacol 21:3249–3256

    Article  PubMed  CAS  Google Scholar 

  • Covino S, Svobodová K, Křesinová Z, Petruccioli M, Federici F, D’Annibale A, Čvančarová M, Cajthaml T (2010) In vivo and in vitro polycyclic aromatic hydrocarbons degradation by Lentinus (Panus) tigrinus CBS 277.79. Bioresour Technol 101(9):3004–3012

    Article  PubMed  CAS  Google Scholar 

  • Črešnar B, Petrič Š (2011) Cytochrome P450 enzymes in the fungal kingdom. Biochim Biophys Acta Proteins Proteomics 1814:29–35

    Article  Google Scholar 

  • Čvančarová M, Křesinová Z, Filipová A, Covino S, Cajthaml T (2012) Biodegradation of PCBs by ligninolytic fungi and characterization of the degradation products. Chemosphere 88(11):1317–1323

    Article  PubMed  Google Scholar 

  • Del Carratore R, Gervasi PG, Contini MP, Beffy P, Maserti BE, Giovannetti G, Brondolo A, Longo V (2011) Expression and characterization of two new alkane-inducible cytochrome P450s from Trichoderma harzianum. Biotechnol Lett 33:1201–1206

    Article  PubMed  Google Scholar 

  • DeOliveira JMPF, VanPassel MWJ, Schaap PJ, DeGraaff LH (2010) Shotgun proteomics of Aspergillus niger microsomes upon d-xylose induction. Appl Environ Microbiol 76(13):4421–4429

    Article  Google Scholar 

  • DeOliveira JMPF, VanPassel MWJ, Schaap PJ, DeGraaff LH (2011) Proteomic analysis of the secretory response of Aspergillus niger to d-maltose and d-xylose. PLoS ONE 6(6):e20865

    Article  Google Scholar 

  • Doddapaneni H, Yadav JS (2005) Microarray-based global differential expression profiling of P450 monooxygenases and regulatory proteins for signal transduction pathways in the white rot fungus Phanerochaete chrysosporium. Mol Gen Genomics 274:454–466

    Article  CAS  Google Scholar 

  • Doddapaneni H, Subramanian V, Yadav JS (2005) Physiological regulation, xenobiotic induction, and heterologous expression of P450 monooxygenase gene pc-3 (CYP63A3), a new member of the CYP63 gene cluster in the white-rot fungus Phanerochaete chrysosporium. Curr Microbiol 50:292–298

    Article  PubMed  CAS  Google Scholar 

  • Ehrlich KC, Chang PK, Yu J, Cotty PJ (2004) Aflatoxin biosynthesis cluster gene cypA is required for G aflatoxin formation. Appl Environ Microbiol 70:6518–6524

    Article  PubMed  CAS  Google Scholar 

  • Eilers A, Rungeling E, Stundl UM, Gottschalk G (1999) Metabolism of 2,4,6-trinitrotoluene by the white-rot fungus Bjerkandera adusta DSM 3375 depends on cytochrome P-450. Appl Microbiol Biotechnol 53(1):75–80

    Article  CAS  Google Scholar 

  • Faber BW, VanGorcom RFM, Duine JA (2001) Purification and characterization of benzoate-para-hydroxylase, a cytochrome P450 (CYP53A1), from Aspergillus niger. Arch Biochem Biophys 394(2):245–254

    Article  PubMed  CAS  Google Scholar 

  • Galeva N, Altermann M (2002) Comparison of one-dimensional and two-dimensional gel electrophoresis as a separation tool for proteomic analysis of rat liver microsomes: cytochromes P450 and other membrane proteins. Proteomics 2:713–722

    Article  PubMed  CAS  Google Scholar 

  • Ghosh D, Beavis RC, Wilkins JA (2008) The identification and characterization of membranome components. J Proteome Res 7(4):1572–1583

    Article  PubMed  CAS  Google Scholar 

  • Gouka RJ, Punt PJ, VanDenHondel CAMJJ (1997) Efficient production of secreted proteins by Aspergillus: progress, limitations and prospects. Appl Microbiol Biotechnol 47:1–11

    Article  PubMed  CAS  Google Scholar 

  • Guengerich FP (2001) Common and uncommon cytochrome P450 reactions to metabolism and chemical toxicity. Chem Res Toxicol 14(6):611–650

    Article  PubMed  CAS  Google Scholar 

  • Hannemann F, Bichet A, Ewen KM, Bernhardt R (2007) Cytochrome P450 systems—biological variations of electron transport chains. Biochim Biophys Acta Gen Subj 1770(3):330–344

    Article  CAS  Google Scholar 

  • Hasemann CA, Kurumbail RG, Boddupalli SS, Peterson JA, Deisenhofer J (1995) Structure and function of cytochromes P450: a comparative analysis of three crystal structures. Structure 2:41–62

    Article  Google Scholar 

  • Hilario VC, Carrao DB, Barth T, Borges KB, Furtado NAJC, Pupo MT, de Oliveira ARM (2012) Assessment of the stereoselective fungal biotransformation of albendazole and its analysis by HPLC in polar organic mode. J Pharm Biomed Anal 61:100–107

    Article  PubMed  CAS  Google Scholar 

  • Hiratsuka N, Oyadomari M, Shinohara H, Tanaka H, Wariishi H (2005) Metabolic mechanisms involved in hydroxylation reactions of diphenyl compounds by the lignin-degrading basidiomycete Phanerochaete chrysosporium. Bichem Eng J 23:241–246

    Article  CAS  Google Scholar 

  • Hongsthong A, Subudhi S, Sirijuntarut M, Kurdrid P, Cheevadhanarak S, Tanticharoen M (2006) Revealing the complementation of ferredoxin by cytochrome b(5) in the Spirulina-delta(6)-desaturation reaction by N-terminal fusion and co-expression of the fungal-cytochrome b(5) domain and Spirulina-delta(6)-acyl-lipid desaturase. Appl Microbiol Biotechnol 72(6):1192–1201

    Article  PubMed  CAS  Google Scholar 

  • Huang JZ, Jiang XZ, Xia XF, Yu AQ, Mao RY, Chen XF, Tian BY (2011) Cloning and functional identification of delta 5 fatty acid desaturase gene and its 5′-upstream region from marine fungus Thraustochytrium sp. FJN-10. Mar Biotechnol 13(1):12–21

    Article  PubMed  CAS  Google Scholar 

  • Husson F, Pagot Y, Kermasha S, Belin JM (1998) Fusarium proliferatum: induction and intracellular location of a lipoxygenase. Enzym Microb Technol 23(1–2):42–48

    Article  CAS  Google Scholar 

  • Ichinose H (2013) Cytochrome P450 of wood-rotting basidiomycetes and biotechnological applications. Biotechnol Appl Biochem 60(1SI):71–81

    Article  PubMed  CAS  Google Scholar 

  • Ichinose H, Wariishi H (2012) Heterologous expression and mechanistic investigation of a fungal cytochrome P450 (CYP5150A2): involvement of alternative redox partners. Arch Biochem Biophys 518:8–15

    Article  PubMed  CAS  Google Scholar 

  • Jacobs ME, DeSouza LV, Samaranayake H, Pearlman RE, Siu KW, Klobutcher LA (2006) The Tetrahymena thermophila phagosome proteome. Eukaryot Cell 5:1990–2000

    Article  PubMed  CAS  Google Scholar 

  • Jauregui J, Valderrama B, Albores A, Vazquez-Duhalt R (2003) Microsomal transformation of organophosphorus pesticides by white rot fungi. Biodegradation 14:397–406

    Article  PubMed  CAS  Google Scholar 

  • Kamei I, Takagi K, Kondo R (2010) Bioconversion of dieldrin by wood-rotting fungi and metabolite detection. Pest Manag Sci 66:888–891

    PubMed  CAS  Google Scholar 

  • Kasai N, Ikushiro S, Shinkyo R, Yasuda K, Hirosue S, Arisawa A, Ichinose H, Wariishi H, Sakaki T (2010) Metabolism of mono- and dichloro-dibenzo-p-dioxins by Phanerochaete chrysosporium cytochromes P450. Appl Microbiol Biotechnol 86:773–780

    Article  PubMed  CAS  Google Scholar 

  • Kislinger T, Cox B, Kannan A, Chung C, Hu P, Ignatchenko A, Scott MS, Gramolini AO, Morris Q, Hallett MT, Rossant J, Hughes TR, Frey B, Emili A (2006) Global survey of organ and organelle protein expression in mouse: combined proteomic and transcriptomic profiling. Cell 125:173–186

    Article  PubMed  CAS  Google Scholar 

  • Koen YM, Hanzlik RP (2002) Identification of seven proteins in the endoplasmic reticulum as targets for reactive metabolites of bromobenzene. Chem Res Toxicol 15:699–706

    Article  PubMed  CAS  Google Scholar 

  • Koen YM, Sarma D, Hajovsky H, Galeva NA, Williams TD, Staudinger JL, Hanzlik RP (2013) Protein targets of thioacetamide metabolites in rat hepatocytes. Chem Res Toxicol 26:564–574

    Article  CAS  Google Scholar 

  • Křesinová Z, Moeder M, Ezechiáš M, Svobodová K, Cajthaml T (2012) Mechanistic study of 17α-ethinylestradiol biodegradation by Pleurotus ostreatus: tracking of extracellular and intracellular degradation mechanisms. Environ Sci Technol 46:13377–13385

    Article  PubMed  Google Scholar 

  • Krings U, Lehnert N, Fraatz MA, Hardebusch B, Zorn H, Berger RG (2009) Autooxidation versus biotransformation of alpha-pinene to flavors with Pleurotus sapidus: regioselective hydroperoxidation of alpha-pinene and stereoselective dehydrogenation of verbenol. J Agric Food Chem 57(21):9944–9950

    Article  PubMed  CAS  Google Scholar 

  • Kullman SW, Matsumura F (1996) Metabolic pathways utilized by Phanerochaete chrysosporium for degradation of the cyclodiene pesticide endosulfan. Appl Environ Microbiol 62(2):593–600

    PubMed  CAS  Google Scholar 

  • Kunic B, Truan G, Breskvar K, Pompon D (2001) Functional cloning, based on azole resistance in Saccharomyces cerevisiae, and characterization of Rhizopus nigricans redox carriers that are differentially involved in the P450-dependent response to progesterone stress. Mol Gen Genomics 265(5):930–940

    Article  CAS  Google Scholar 

  • Lah L, Kraševec N, Trontelj P, Komel R (2008) High diversity and complex evolution of fungal cytochrome P450 reductase: cytochrome P450 systems. Fung Genet Biol 45:446–458

    Article  CAS  Google Scholar 

  • Lah L, Podobnik B, Novak M, Korošec B, Berne S, Vogelsang M, Kraševec N, Zupanec N, Stojan J, Bohlmann J, Komel R (2011) The versatility of the fungal cytochrome P450 monooxygenase systém is instrumental in xenobiotic detoxification. Mol Microbiol 81(5):1374–1389

    Article  PubMed  CAS  Google Scholar 

  • Machida S, Saito M (1993) Purification and characterisation of membrane-bound chitin synthase. J Biol Chem 268(3):1702–1707

    PubMed  CAS  Google Scholar 

  • Makovec T, Breskvar K (1998) Purification and characterization of NADPH-cytochrome P450 reductase from filamentous fungus Rhizopus nigricans. Arch Biochem Biophys 357(2):310–316

    Article  PubMed  CAS  Google Scholar 

  • Makovec T, Breskvar K (2000) Purification of cytochrome P450 from filamentous fungus Rhizopus nigricans. Pflugers Arch-Eur J Physiol 439(3):R111–R112

    CAS  Google Scholar 

  • Makovec T, Breskvar K (2002) Catalytic and immunochemical properties of NADPH-cytochrome P450 reductase from fungus Rhizopus nigricans. J Steroid Biochem Mol Biol 82(1):89–96

    Article  PubMed  CAS  Google Scholar 

  • Masaphy S, Levanon D, Henis Y, Venkateswarlu K, Kelly SL (1996a) Evidence for cytochrome P450 and P450-mediated benzo(a)pyrene hydroxylation in the white rot fungus Phanerochaete chrysosporium. FEMS Microbiol Lett 135(1):51–55

    Article  PubMed  CAS  Google Scholar 

  • Masaphy S, Henis Y, Levanon D (1996b) Manganese-enhanced biotransformation of atrazine by the white rot fungus Pleurotus pulmonarius and its correlation with oxidation activity. Appl Environ Microbiol 62(10):3587–3593

    PubMed  CAS  Google Scholar 

  • Maspahy S, Lamb DC, Kelly SL (1999) Purification and characterization of a benzo(a)pyrene hydroxylase from Pleurotus pulmonarius. Biochem Biophys Res Commun 266(2):326–329

    Article  PubMed  CAS  Google Scholar 

  • Matsuda T, Sakaguchi K, Kobayashi T, Abe E, Kurano N, Sato A, Okita Y, Sugimoto S, Hama Y, Hayashi M, Okino N, Ito M (2011) Molecular cloning of a Pinguiochrysis pyriformis oleate-specific microsomal delta12-fatty acid desaturase and functional analysis in yeasts and thraustochytrids. J Biochem 150(4):375–383

    Article  PubMed  CAS  Google Scholar 

  • Matsuzaki F, Wariishi H (2005) Molecular characterization of cytochrome P450 catalyzing hydroxylation of benzoates from the white-rot fungus Phanerochaete chrysosporium. Biochem Biophys Res Commun 334:1184–1190

    Article  PubMed  CAS  Google Scholar 

  • Matsuzaki F, Shimizu M, Wariishi H (2008) Proteomic and metabolomic analyses of the white-rot fungus Phanerochaete chrysosporium exposed to exogenous benzoic acid. J Prot Res 7(6):2342–2350

    Article  CAS  Google Scholar 

  • Meesapyodsuk D, Qiu X (2012) The front-end desaturase: structure, function, evolution and biotechnological use. Lipids 47:227–237

    Article  PubMed  CAS  Google Scholar 

  • Meisrimler CN, Luthje S (2012) IPG-strips versus off-gel fractionation: advantages and limits of two-dimensional PAGE in separation of microsomal fractions of frequently used plant species and tissues. J Proteom 75(9):2550–2562

    Article  CAS  Google Scholar 

  • Messina A, Nencioni S, Gervasi PG, Gotlinger KH, Schwartzman ML, Longo V (2010) Molecular cloning and enzymatic characterization of sheep CYP2J. Xenobiotica 40(2):109–118

    Article  PubMed  CAS  Google Scholar 

  • Mougin C, Pericaud C, Malosse C, Laugero C, Asther M (1996) Biotransformation of the insecticide lindane by the white rot basidiomycete Phanerochaete chrysosporium. Pestic Sci 47(1):51–59

    Article  CAS  Google Scholar 

  • Mougin C, Laugero C, Asther M, Chaplain V (1997) Biotransformation of s-triazine herbicides and related degradation products in liquid cultures by the white rot fungus Phanerochaete chrysosporium. Pestic Sci 49:169–177

    Article  CAS  Google Scholar 

  • Nazir KHMNH, Ichinose H, Wariishi H (2010) Molecular characterization and isolation of cytochrome P450 genes from the filamentous fungus Aspergillus oryzae. Arch Microbiol 192:395–408

    Article  Google Scholar 

  • Ning D, Wang H (2012) Involvement of cytochrome P450 in pentachlorophenol transformation in a white rot fungus Phanerochaete chrysosporium. PLoS ONE 7(9):e45887

    Article  PubMed  CAS  Google Scholar 

  • Ning D, Wang H, Ding Ch LH (2010a) Novel evidence of cytochrome P450-catalyzed oxidation of phenanthrene in Phanerochaete chrysosporium under ligninolytic conditions. Biodegradation 21:889–901

    Article  PubMed  CAS  Google Scholar 

  • Ning D, Wang H, Zhuang Y (2010b) Induction of functional cytochrome P450 and its involvement in degradation of benzoic acid by Phanerochaete chrysosporium. Biodegradation 21:297–308

    Article  PubMed  CAS  Google Scholar 

  • Ohba M, Sato R, Yoshida Y, Bieglmayer C, Ruis H (1979) Mutant and immunochemical studies on the involvement of cytochrome-b5 in fatty-acid desaturation by yeast microsomes. Biochim Biophys Acta 572(2):352–362

    Article  PubMed  CAS  Google Scholar 

  • Otey CR, Bandara G, Lalonde J, Takahashi K, Arnold FH (2006) Preparation of human metabolites of propranolol using laboratory-evolved bacterial cytochromes P450. Biotechnol Bioeng 93:494–499

    Article  PubMed  CAS  Google Scholar 

  • Park J, Lee S, Choi J, Ahn K, Park B, Park J, Kang S, Lee YH (2008) Fungal cytochrome P450 database. BMC Genomics 9:402

    Article  PubMed  Google Scholar 

  • Peng RH, Xiong AS, Xue Y, Fu XY, Gao F, Zhao W, Tian YS, Yao QH (2008) Microbial biodegradation of polyaromatic hydrocarbons. FEMS Microbiol Rev 32:927–955

    Article  PubMed  CAS  Google Scholar 

  • Petráčková D, Šemberová L, Halada P, Svoboda P, Svobodová J (2010) Stress proteins in the cytoplasmic membrane fraction of Bacillus subtilis. Folia Microbiol 55(5):427–434

    Article  Google Scholar 

  • Poraj-Kobielska M, Kinne M, Ullrich R, Scheibner K, Kayser G, Hammel KE, Hofrichter M (2011) Preparation of human drug metabolites using fungal peroxygenases. Biochem Pharmacol 82:789–796

    Article  PubMed  CAS  Google Scholar 

  • Prieto A, Moeder M, Rodil R, Adrian L, Marco-Urrea E (2011) Degradation of the antibiotics norfloxacin and ciprofloxacin by a white-rot fungus and identification of degradation products. Bioresour Technol 102:10987–10995

    Article  PubMed  CAS  Google Scholar 

  • Sakuradani E, Murata S, Kanamaru H, Shimizu S (2008) Functional analysis of a fatty acid elongase from arachidonic-producing Mortierella alpina 1S-4. Appl Microbiol Biotechnol 81(3):497–503

    Article  PubMed  CAS  Google Scholar 

  • Sakuradani E, Nojiri M, Suzuki H, Shimizu S (2009) Identification of a novel fatty acid elongase with a wide substrate specificity from arachidonic acid-producing fungus Mortierella alpina 1S-4. Appl Microbiol Biotechnol 84(4):709–716

    Article  PubMed  CAS  Google Scholar 

  • Sandoval M, Luarte A, Herrera-Molina R, Varas-Godoy M, Santibanez M, Rubio FJ, Smit AB, Gundelfinger ED, Li KW, Smalla KH, Wyneken U (2013) The glycolytic enzyme aldolase C is up-regulated in rat forebrain microsomes and in the cerebrospinal fluid after repetitive fluoxetine treatment. Brain Res 1520:1–14

    Article  PubMed  CAS  Google Scholar 

  • Shary S, Kapich AN, Panisko EA, Magnuson JK, Cullen D, Hammel KE (2008) Differential expression in Phanerochaete chrysosporium of membrane-associated proteins relevant to lignin degradation. Appl Environ Microbiol 74(23):7252–7257

    Article  PubMed  CAS  Google Scholar 

  • Štefanič S, Palm D, Svard SG, Hehl AB (2006) Organelle proteomics reveals cargo maturation mechanisms associated with Golgi-like encystation vesicles in the early-diverged protozoan Giardia lamblia. J Biol Chem 281:7595–7604

    Article  PubMed  Google Scholar 

  • Subramanian V, Yadav JS (2008) Regulation and heterologous expression of P450 enzyme system components of the white rot fungus Phanerochaete chrysosporium. Enzym Microb Technol 43:205–213

    Article  CAS  Google Scholar 

  • Subramanian V, Yadav JS (2009) Role of P450 monooxygenases in the degradation of the endocrine-disrupting chemical nonylphenol by the white rot fungus Phanerochaete chrysosporium. Appl Environ Microbiol 75(17):5570–5580

    Article  PubMed  CAS  Google Scholar 

  • Syed K, Doddapaneni H, Subramanian V, Lam YW, Yadav JS (2010) Genome-to-function characterization of novel fungal P450 monooxygenases oxidizing polycyclic aromatic hydrocarbons (PAHs). Biochem Biophys Res Commun 399:492–497

    Article  PubMed  CAS  Google Scholar 

  • Syed K, Porollo A, Lam YW, Yadav JS (2011) A fungal P450 (CYP5136A3) capable of oxidizing polycyclic aromatic hydrocarbons and endocrine disrupting alkylphenols: role of Trp129 and Leu324. PLoS ONE 6(12):e28286

    Article  PubMed  CAS  Google Scholar 

  • Tamura Y, Yoshida Y, Sato R, Kumaoka H (1976) Fatty-acid desaturase system of yeast microsomes—involvement of cytochrome b5-containing electron-transport chain. Arch Biochem Biophys 175(1):284–294

    Article  PubMed  CAS  Google Scholar 

  • Tan L, Meesapyodsuk D, Qiu X (2011) Molecular analysis of Delta 6 desaturase and Delta 6 elongase from Conidiobolus obscurus in the biosynthesis of eicosatetraenoic acid, an omega 3 fatty acid with nutraceutical potentials. Appl Microbiol Biotechnol 90(2):591–601

    Article  PubMed  CAS  Google Scholar 

  • Teramoto H, Tanaka H, Wariishi H (2004a) Fungal cytochrome P450s catalyzing hydroxylation of substituted toluenes to form their hydroxymethyl derivatives. FEMS Microbiol Lett 234:255–260

    Article  PubMed  CAS  Google Scholar 

  • Teramoto H, Tanaka H, Wariishi H (2004b) Degradation of 4-nitrophenol by the lignin-degrading basidiomycete Phanerochaete chrysosporium. Appl Microbiol Biotechnol 66:312–317

    Article  PubMed  CAS  Google Scholar 

  • Thomas A, Klein MS, Stevens AP, Reinders Y, Hellerbrand C, Dettmer K, Gronwald W, Oefner PJ, Reinders J (2013) Changes in the hepatic mitochondrial and membrane proteome in mice fed a non-alcoholic steatohepatitis inducing diet. J Proteome 80:107–122

    Article  CAS  Google Scholar 

  • Uzura A, Suzuki T, Katsuragi T, Tani Y (2001) Involvement of cytochrome P450 in hydroxylation of propylbenzene by Fusarium moniliforme strain MS31. J Biosci Bioeng 92(6):580–584

    PubMed  CAS  Google Scholar 

  • Van den Brink JM, van den Hondel CAMJJ, van Gorcom RFM (1996) Optimization of the benzoate inducible benzoate p-hydroxylase cytochrome P450 enzyme system in Aspergillus niger. Appl Microbiol Biotechnol 46(4):360–364

    Article  PubMed  Google Scholar 

  • Van Hamme JD, Wong ET, Dettman H, Gray MR, Pickard MA (2003) Dibenzyl sulfide metabolism by white rot fungi. Appl Environ Microbiol 69(2):1320–1324

    Article  PubMed  Google Scholar 

  • Vatsyayan P, Kumar AK, Goswami P, Goswami P (2008) Broad substrate cytochrome P450 monooxygenase activity in the cells of Aspergillus terreus MTCC 6324. Bioresour Technol 99:68–75

    Article  PubMed  CAS  Google Scholar 

  • Yabe K, Chihaya N, Hatabayashi H, Kito M, Hoshino S, Zeng H, Cai JJ, Nakajima H (2012) Production of M-/MG-group aflatoxins catalyzed by the OrdA enzyme in aflatoxin biosynthesis. Fungal Genet Biol 49:744–754

    Article  PubMed  CAS  Google Scholar 

  • Yang M, Cheng CR, Yang JL, Guo DA (2012) Metabolite profiling and characterization for medicinal herbal remedies. Curr Drug Metab 13(5):535–557

    Article  PubMed  CAS  Google Scholar 

  • Yildirim K (2011) Biotransformation of (−)-verbenone by some fungi. J Chem Res 3:133–134

    Article  Google Scholar 

  • Yoshida Y (1988) Cytochrome P450 of fungi: primary target for azole antifungal agents. Curr Top Med Mycolog 2:388–418

    Article  CAS  Google Scholar 

  • Yoshida T, Kato Y, Asada Y, Nakajima T (2000) Filamentous fungus Aspergillus oryzae has two types of alpha-1,2-mannosidases, one of which is a microsomal enzyme that removes a single mannose residue from Man(9)GlcNAc(2). Glycoconj J 17(11):745–748

    Article  PubMed  CAS  Google Scholar 

  • Zeng HM, Hatabayashi H, Nakagawa H, Cai JJ, Suzuki R, Sakuno E, Tanaka T, Ito Y, Ehrlich KC, Nakajima H, Yabe K (2011) Conversion of 11-hydroxy-O-methylsterigmatocystin to aflatoxin G(1) in Aspergillus parasiticus. Appl Microbiol Biotechnol 90(2):635–650

    Article  PubMed  CAS  Google Scholar 

  • Zhang DL, Yang YF, Leakey JEA, Cerniglia CE (1996) Phase I and phase II enzymes produces by Cunninghamella elegans for the metabolism of xenobiotics. FEMS Microbiol Lett 138(2–3):221–226

    Article  PubMed  CAS  Google Scholar 

  • Zhang DL, Hansen EB, Deck J, Heinze TM, Henderson A, Korfmacher WA, Cerniglia CE (1997) Fungal transformations of antihistamines: metabolism of cyproheptadine hydrochloride by Cunninghamella elegans. Xenobiotica 27(3):301–315

    Article  PubMed  CAS  Google Scholar 

  • Zhang S, Sakuradani E, Ito K, Shimizu S (2007) Identification of a novel bifunctional delta 12/delta 15 fatty acid desaturase from a basidiomycete, Coprinus cinereus TD#822-2. FEBS Lett 581:315–319

    Article  PubMed  CAS  Google Scholar 

  • Zhang R, Zhu Y, Ren L, Zhou P, Hu J, Yu L (2013) Identification of a fatty acid a delta(6)-desaturase gene from the eicosapentaenoic acid-producing fungus Pythium splendens RBB-5. Biotechnol Lett 35(3):431–438

    Article  PubMed  CAS  Google Scholar 

  • Zuobi-Hasona K, Crowley PJ, Hasona A, Bleiweis AS, Brady LJ (2005) Solubilization of cellular membrane proteins from Streptococcus mutans for two-dimensional gel electrophoresis. Electrophoresis 26:1200–1205

    Article  PubMed  CAS  Google Scholar 

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Acknowledgments

This work was supported by the projects DAAD A/13/07824, TE01020218 of the Czech Technology Agency and the Institutional Research Concept RVO: 61388971.

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Correspondence to Kateřina Svobodová.

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Svobodová, K., Mikesková, H. & Petráčková, D. Fungal microsomes in a biotransformation perspective: protein nature of membrane-associated reactions. Appl Microbiol Biotechnol 97, 10263–10273 (2013). https://doi.org/10.1007/s00253-013-5347-2

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