New branches in the degradation pathway of monochlorocatechols by Aspergillus nidulans: A metabolomics analysis

•One of the few studies on mono-chlorophenols/chlorocatechols degradation by fungi.•Aspergillus nidulans showed major dechlorination paths and conjugation reactions.•3-Chlorodienelactone and catechol are key intermediates in unknown degradation paths.•The new fungal degradation paths might avoid kno...

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Published inJournal of hazardous materials Vol. 268; pp. 264 - 272
Main Authors Martins, Tiago M., Núñez, Oscar, Gallart-Ayala, Hector, Leitão, Maria Cristina, Galceran, Maria Teresa, Silva Pereira, Cristina
Format Journal Article
LanguageEnglish
Published Kidlington Elsevier B.V 15.03.2014
Elsevier
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Abstract •One of the few studies on mono-chlorophenols/chlorocatechols degradation by fungi.•Aspergillus nidulans showed major dechlorination paths and conjugation reactions.•3-Chlorodienelactone and catechol are key intermediates in unknown degradation paths.•The new fungal degradation paths might avoid known bacterial dead-ends. A collective view of the degradation of monochlorocatechols in fungi is yet to be attained, though these compounds are recognised as key degradation intermediates of numerous chlorinated aromatic hydrocarbons, including monochlorophenols. In the present contribution we have analysed the degradation pathways of monochlorophenols in Aspergillus nidulans using essentially metabolomics. Degradation intermediates herein identified included those commonly reported (e.g. 3-chloro-cis,cis-muconate) but also compounds never reported before in fungi revealing for 4-chlorocatechol and for 3-chlorocatechol unknown degradation paths yielding 3-chlorodienelactone and catechol, respectively. A different 3-chlorocatechol degradation path led to accumulation of 2-chloromuconates (a potential dead-end), notwithstanding preliminary evidence of chloromuconolactones and protoanemonin simultaneous formation. In addition, some transformation intermediates, of which sulfate conjugates of mono-chlorophenols/chlorocatechols were the most common, were also identified. This study provides critical information for understanding the role of fungi in the degradation of chlorinated aromatic hydrocarbons; furthering their utility in the development of innovative bioremediation strategies.
AbstractList A collective view of the degradation of monochlorocatechols in fungi is yet to be attained, though these compounds are recognised as key degradation intermediates of numerous chlorinated aromatic hydrocarbons, including monochlorophenols. In the present contribution we have analysed the degradation pathways of monochlorophenols in Aspergillus nidulans using essentially metabolomics. Degradation intermediates herein identified included those commonly reported (e.g. 3-chloro-cis,cis-muconate) but also compounds never reported before in fungi revealing for 4-chlorocatechol and for 3-chlorocatechol unknown degradation paths yielding 3-chlorodienelactone and catechol, respectively. A different 3-chlorocatechol degradation path led to accumulation of 2-chloromuconates (a potential dead-end), notwithstanding preliminary evidence of chloromuconolactones and protoanemonin simultaneous formation. In addition, some transformation intermediates, of which sulfate conjugates of mono-chlorophenols/chlorocatechols were the most common, were also identified. This study provides critical information for understanding the role of fungi in the degradation of chlorinated aromatic hydrocarbons; furthering their utility in the development of innovative bioremediation strategies.
•One of the few studies on mono-chlorophenols/chlorocatechols degradation by fungi.•Aspergillus nidulans showed major dechlorination paths and conjugation reactions.•3-Chlorodienelactone and catechol are key intermediates in unknown degradation paths.•The new fungal degradation paths might avoid known bacterial dead-ends. A collective view of the degradation of monochlorocatechols in fungi is yet to be attained, though these compounds are recognised as key degradation intermediates of numerous chlorinated aromatic hydrocarbons, including monochlorophenols. In the present contribution we have analysed the degradation pathways of monochlorophenols in Aspergillus nidulans using essentially metabolomics. Degradation intermediates herein identified included those commonly reported (e.g. 3-chloro-cis,cis-muconate) but also compounds never reported before in fungi revealing for 4-chlorocatechol and for 3-chlorocatechol unknown degradation paths yielding 3-chlorodienelactone and catechol, respectively. A different 3-chlorocatechol degradation path led to accumulation of 2-chloromuconates (a potential dead-end), notwithstanding preliminary evidence of chloromuconolactones and protoanemonin simultaneous formation. In addition, some transformation intermediates, of which sulfate conjugates of mono-chlorophenols/chlorocatechols were the most common, were also identified. This study provides critical information for understanding the role of fungi in the degradation of chlorinated aromatic hydrocarbons; furthering their utility in the development of innovative bioremediation strategies.
A collective view of the degradation of monochlorocatechols in fungi is yet to be attained, though these compounds are recognised as key degradation intermediates of numerous chlorinated aromatic hydrocarbons, including monochlorophenols. In the present contribution we have analysed the degradation pathways of monochlorophenols in Aspergillus nidulans using essentially metabolomics. Degradation intermediates herein identified included those commonly reported (e.g. 3-chloro-cis,cis-muconate) but also compounds never reported before in fungi revealing for 4-chlorocatechol and for 3- chlorocatechol unknown degradation paths yielding 3-chlorodienelactone and catechol, respectively. A different 3-chlorocatechol degradation path led to accumulation of 2- chloromuconates (a potential dead-end), notwithstanding preliminary evidence of chloromuconolactones and protoanemonin simultaneous formation. In addition, some transformation intermediates, of which sulfate conjugates of monochlorophenols/ chlorocatechols were the most common, were also identified. This study provides critical information for understanding the role of fungi in the degradation of chlorinated aromatic hydrocarbons; furthering their utility in the development of innovative bioremediation strategies.
Author Leitão, Maria Cristina
Martins, Tiago M.
Silva Pereira, Cristina
Galceran, Maria Teresa
Núñez, Oscar
Gallart-Ayala, Hector
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Cites_doi 10.1128/jb.176.6.1718-1728.1994
10.1021/es00101a013
10.1016/j.jhazmat.2008.12.076
10.1246/bcsj.42.1098
10.1042/bj1850783
10.1128/AEM.60.1.264-270.1994
10.1007/BF00114628
10.1007/s11157-007-9124-5
10.1016/0045-2068(88)90025-9
10.1016/S0045-6535(97)00025-8
10.1021/bi00173a045
10.1128/jb.172.9.5119-5129.1990
10.1128/AEM.47.2.395-402.1984
10.1021/ja01216a024
10.1021/jo00093a036
10.1016/j.chemosphere.2011.04.009
10.1016/S0045-6535(98)00125-8
10.1016/j.ijfoodmicro.2009.07.004
10.1074/jbc.270.49.29229
10.1021/es990838q
10.1038/nrmicro2519
10.1042/bj1220509
10.1021/es035076k
10.1016/j.chemosphere.2005.10.050
10.1016/0045-6535(94)90252-6
10.1038/nsb866
10.1039/p19960001153
10.1021/jo00297a016
10.1128/JB.180.19.5159-5164.1998
10.1039/b823225c
10.1128/JB.183.15.4551-4561.2001
10.1016/j.jhazmat.2011.10.021
10.1128/JB.180.2.400-402.1998
10.1128/AEM.63.2.427-434.1997
10.1042/bj1920331
10.1186/gb-2006-7-11-r108
10.1016/j.trac.2010.10.014
10.1016/S0960-8524(97)00022-9
10.1128/JB.184.5.1466-1470.2002
10.1111/j.1432-1033.1996.00357.x
10.1007/BF00173932
10.1002/jobm.3620340306
10.1111/j.1462-2920.2009.02022.x
10.1016/j.ibiod.2012.12.005
10.1128/AEM.62.12.4323-4328.1996
10.1046/j.1462-2920.1999.00023.x
10.1128/AEM.64.9.3290-3299.1998
10.1093/nar/gkr875
10.1128/JB.184.19.5402-5409.2002
10.1111/j.1432-1033.1973.tb02851.x
10.1016/S0040-4020(01)90156-5
10.1128/JB.137.1.13-21.1979
10.1128/AEM.63.11.4567-4572.1997
10.1007/BF00124493
10.1039/c3nj00167a
10.1128/EC.00226-06
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Keywords Biodegradation
Chlorinated aromatic hydrocarbons
Metabolic pathway
Aspergillus nidulans
Monochlorocatechols
Monochlorophenols
Hydrocarbon
Pollutant behavior
Sulfates
Fungi
Aspergillus
Utilities
Decontamination
Aromatic compound
Fungi Imperfecti
Bioremediation
Organic compounds
Language English
License CC BY 4.0
Copyright © 2014 Elsevier B.V. All rights reserved.
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References Petkovic, Ferguson, Bohn, Trindade, Martins, Carvalho, Leitão, Rodrigues, Garcia, Ferreira, Seddon, Rebelo, Silva Pereira (bib0150) 2009; 11
Neujahr, Gaal (bib0215) 1973; 35
de Jong, Field, Spinnler, Wijnberg, de Bont (bib0020) 1994; 60
Vashon, Schwab (bib0205) 1982; 16
Blasco, Mallavarapu, Wittich, Timmis, Pieper (bib0035) 1997; 63
Svenson, Hynning (bib0025) 1997; 34
Polnisch, Kneifel, Franzke, Hofmann (bib0110) 1991; 2
Gaal, Neujahr (bib0250) 1980; 185
Tronchoni, Gamero, Arroyo-López, Barrio, Querol (bib0170) 2009; 134
Vollmer, Hoier, Hecht, Schell, Gröning, Goldman, Schlömann (bib0190) 1998; 64
Blasco, Wittich, Mallavarapu, Timmis, Pieper (bib0200) 1995; 270
Chen, Kirby, Rao, Cain (bib0290) 1996; 1
Arnaud, Cerqueira, Inglis, Skrzypek, Binkley, Chibucos, Crabtree, Howarth, Orvis, Shah (bib0275) 2012; 40
Benoit, Barriuso, Calvet (bib0115) 1998; 37
David, Hofmann, Oliveira, Jarmer, Nielsen (bib0210) 2006; 7
Reddy, Gelpke, Gold (bib0265) 1998; 180
Skiba, Hecht, Pieper (bib0185) 2002; 184
Marr, Kremer, Sterner, Anke (bib0105) 1989; 7
Pelz, Tesar, Wittich, Moore, Timmis, Abraham (bib0255) 1999; 1
Prucha, Wray, Pieper (bib0235) 1996; 237
Pieken, Kozarich (bib0135) 1990; 55
Mazur, Henzel, Mattoo, Kozarich (bib0230) 1994; 176
Pérez, Benito, Miranda (bib0090) 1997; 60
Wunder, Kremer, Sterner, Anke (bib0280) 1994; 42
Harms, Schlosser, Wick (bib0070) 2011; 9
Brückmann, Blasco, Timmis, Pieper (bib0260) 1998; 180
Reineke, Knackmuss (bib0140) 1984; 47
Olaniran, Igbinosa (bib0005) 2011; 83
Hollender, Hopp, Dott (bib0180) 1997; 63
Field, Sierra-Alvarez (bib0010) 2008; 7
Kaulmann, Kaschabek, Schlömann (bib0050) 2001; 183
Mazur, Pieken, Budihas, Williams, Wong, Kozarich (bib0225) 1994; 33
Dai, Vaillancourt, Maaroufi, Drouin, Neau, Snieckus, Bolin, Eltis (bib0065) 2002; 9
Schlömann, Fischer, Schmidt, Knackmuss (bib0125) 1990; 172
Shiu, Ma, Varhaníčková, Mackay (bib0155) 1994; 29
Mobley, Finkbeiner, Lockwood, Spivack (bib0040) 1993; 49
Schmidt, Remberg, Knackmuss (bib0055) 1980; 192
Ferrer-Sevillano, Fernandez-Canon (bib0245) 2006; 6
Basak, Bhunia, Dutta, Dey (bib0080) 2013; 78
Hartmann, Silva Pereira (bib0145) 2013; 37
Seltzer, Hane (bib0270) 1988; 16
Sugiyama, Kataoka, Kashima, Yamada (bib0120) 1969; 42
Marco-Urrea, Pérez-Trujillo, Caminal, Vicent (bib0095) 2009; 166
Lee, Seltzer (bib0240) 1989; 18
Evans, Smith, Moss, Fernley (bib0195) 1971; 122
Kaschabek, Reineke (bib0175) 1994; 59
Sietmann, Gesell, Hammer, Schauer (bib0045) 2006; 64
Takada, Nakamura, Matsueda, Kondo, Sakai (bib0100) 1996; 62
Jordan, Harnisch, Borchers, Le Guern, Shinohara (bib0015) 2000; 34
Hofrichter, Bublitz, Fritsche (bib0085) 1994; 34
Pieper, Pollmann, Nikodem, Gonzalez, Wray (bib0060) 2002; 184
Gaal, Neujahr (bib0220) 1979; 137
Furuno, Päzolt, Rabe, Neu, Harms, Wick (bib0075) 2009; 12
Shaw (bib0130) 1946; 68
Martins, Garcia, Varela, Leitão, Planchon, Renaut, Leitão, Rebelo, Silva Pereira (bib0165) 2013
Prasad, Garg, Takwani, Singh (bib0285) 2011; 30
Bláha, Klánová, Klán, Janošek, Škarek, Ruzička (bib0030) 2004; 38
Carvalho, Tavares, Medeiros, Núñez, Gallart-Ayala, Leitão, Galceran, Hursthouse, Silva Pereira (bib0160) 2011; 198
Mazur (10.1016/j.jhazmat.2014.01.024_bib0225) 1994; 33
Pieken (10.1016/j.jhazmat.2014.01.024_bib0135) 1990; 55
Neujahr (10.1016/j.jhazmat.2014.01.024_bib0215) 1973; 35
Wunder (10.1016/j.jhazmat.2014.01.024_bib0280) 1994; 42
Chen (10.1016/j.jhazmat.2014.01.024_bib0290) 1996; 1
Mazur (10.1016/j.jhazmat.2014.01.024_bib0230) 1994; 176
Evans (10.1016/j.jhazmat.2014.01.024_bib0195) 1971; 122
Blasco (10.1016/j.jhazmat.2014.01.024_bib0035) 1997; 63
Marr (10.1016/j.jhazmat.2014.01.024_bib0105) 1989; 7
Sietmann (10.1016/j.jhazmat.2014.01.024_bib0045) 2006; 64
Shiu (10.1016/j.jhazmat.2014.01.024_bib0155) 1994; 29
Kaschabek (10.1016/j.jhazmat.2014.01.024_bib0175) 1994; 59
Jordan (10.1016/j.jhazmat.2014.01.024_bib0015) 2000; 34
Schmidt (10.1016/j.jhazmat.2014.01.024_bib0055) 1980; 192
Reineke (10.1016/j.jhazmat.2014.01.024_bib0140) 1984; 47
Skiba (10.1016/j.jhazmat.2014.01.024_bib0185) 2002; 184
Dai (10.1016/j.jhazmat.2014.01.024_bib0065) 2002; 9
Ferrer-Sevillano (10.1016/j.jhazmat.2014.01.024_bib0245) 2006; 6
Basak (10.1016/j.jhazmat.2014.01.024_bib0080) 2013; 78
Seltzer (10.1016/j.jhazmat.2014.01.024_bib0270) 1988; 16
de Jong (10.1016/j.jhazmat.2014.01.024_bib0020) 1994; 60
Pérez (10.1016/j.jhazmat.2014.01.024_bib0090) 1997; 60
Pieper (10.1016/j.jhazmat.2014.01.024_bib0060) 2002; 184
Kaulmann (10.1016/j.jhazmat.2014.01.024_bib0050) 2001; 183
Gaal (10.1016/j.jhazmat.2014.01.024_bib0250) 1980; 185
Prucha (10.1016/j.jhazmat.2014.01.024_bib0235) 1996; 237
Svenson (10.1016/j.jhazmat.2014.01.024_bib0025) 1997; 34
Bláha (10.1016/j.jhazmat.2014.01.024_bib0030) 2004; 38
Marco-Urrea (10.1016/j.jhazmat.2014.01.024_bib0095) 2009; 166
Petkovic (10.1016/j.jhazmat.2014.01.024_bib0150) 2009; 11
Pelz (10.1016/j.jhazmat.2014.01.024_bib0255) 1999; 1
Lee (10.1016/j.jhazmat.2014.01.024_bib0240) 1989; 18
Hartmann (10.1016/j.jhazmat.2014.01.024_bib0145) 2013; 37
Martins (10.1016/j.jhazmat.2014.01.024_bib0165) 2013
David (10.1016/j.jhazmat.2014.01.024_bib0210) 2006; 7
Arnaud (10.1016/j.jhazmat.2014.01.024_bib0275) 2012; 40
Takada (10.1016/j.jhazmat.2014.01.024_bib0100) 1996; 62
Olaniran (10.1016/j.jhazmat.2014.01.024_bib0005) 2011; 83
Hollender (10.1016/j.jhazmat.2014.01.024_bib0180) 1997; 63
Vashon (10.1016/j.jhazmat.2014.01.024_bib0205) 1982; 16
Reddy (10.1016/j.jhazmat.2014.01.024_bib0265) 1998; 180
Mobley (10.1016/j.jhazmat.2014.01.024_bib0040) 1993; 49
Polnisch (10.1016/j.jhazmat.2014.01.024_bib0110) 1991; 2
Field (10.1016/j.jhazmat.2014.01.024_bib0010) 2008; 7
Blasco (10.1016/j.jhazmat.2014.01.024_bib0200) 1995; 270
Shaw (10.1016/j.jhazmat.2014.01.024_bib0130) 1946; 68
Carvalho (10.1016/j.jhazmat.2014.01.024_bib0160) 2011; 198
Tronchoni (10.1016/j.jhazmat.2014.01.024_bib0170) 2009; 134
Prasad (10.1016/j.jhazmat.2014.01.024_bib0285) 2011; 30
Sugiyama (10.1016/j.jhazmat.2014.01.024_bib0120) 1969; 42
Vollmer (10.1016/j.jhazmat.2014.01.024_bib0190) 1998; 64
Benoit (10.1016/j.jhazmat.2014.01.024_bib0115) 1998; 37
Brückmann (10.1016/j.jhazmat.2014.01.024_bib0260) 1998; 180
Hofrichter (10.1016/j.jhazmat.2014.01.024_bib0085) 1994; 34
Gaal (10.1016/j.jhazmat.2014.01.024_bib0220) 1979; 137
Furuno (10.1016/j.jhazmat.2014.01.024_bib0075) 2009; 12
Schlömann (10.1016/j.jhazmat.2014.01.024_bib0125) 1990; 172
Harms (10.1016/j.jhazmat.2014.01.024_bib0070) 2011; 9
References_xml – volume: 42
  start-page: 1098
  year: 1969
  end-page: 1100
  ident: bib0120
  article-title: Photochemistry of β-acylacrylic acids and their esters
  publication-title: Bull. Chem. Soc. Jpn.
  contributor:
    fullname: Yamada
– volume: 9
  start-page: 177
  year: 2011
  end-page: 192
  ident: bib0070
  article-title: Untapped potential: exploiting fungi in bioremediation of hazardous chemicals
  publication-title: Nat. Rev. Microbiol.
  contributor:
    fullname: Wick
– volume: 37
  start-page: 1271
  year: 1998
  end-page: 1282
  ident: bib0115
  article-title: Biosorption characterization of herbicides, 2,4-D and atrazine, and two chlorophenols on fungal mycelium
  publication-title: Chemosphere
  contributor:
    fullname: Calvet
– volume: 1
  start-page: 1153
  year: 1996
  end-page: 1156
  ident: bib0290
  article-title: Stereochemistry of the enzymic lactonisation of
  publication-title: J. Chem. Soc., Perkin Trans.
  contributor:
    fullname: Cain
– volume: 59
  start-page: 4001
  year: 1994
  end-page: 4003
  ident: bib0175
  article-title: Synthesis of bacterial metabolites from haloaromatic degradation. 1. Fe (III)-catalyzed peracetic acid oxidation of halocatechols, a facile entry to
  publication-title: J. Org. Chem.
  contributor:
    fullname: Reineke
– volume: 78
  start-page: 17
  year: 2013
  end-page: 23
  ident: bib0080
  article-title: Enhanced biodegradation of 4-chlorophenol by
  publication-title: Int. Biodeterior. Biodegrad.
  contributor:
    fullname: Dey
– volume: 60
  start-page: 207
  year: 1997
  end-page: 213
  ident: bib0090
  article-title: Chlorophenol degradation by
  publication-title: Bioresour. Technol.
  contributor:
    fullname: Miranda
– volume: 34
  start-page: 1122
  year: 2000
  end-page: 1124
  ident: bib0015
  article-title: Volcanogenic halocarbons
  publication-title: Environ. Sci. Technol.
  contributor:
    fullname: Shinohara
– volume: 34
  start-page: 163
  year: 1994
  end-page: 172
  ident: bib0085
  article-title: Unspecific degradation of halogenated phenols by the soil fungus
  publication-title: J. Basic Microbiol.
  contributor:
    fullname: Fritsche
– volume: 62
  start-page: 4323
  year: 1996
  end-page: 4328
  ident: bib0100
  article-title: Degradation of polychlorinated dibenzo-
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: Sakai
– volume: 184
  start-page: 5402
  year: 2002
  end-page: 5409
  ident: bib0185
  article-title: Formation of protoanemonin from 2-chloro-
  publication-title: J. Bacteriol.
  contributor:
    fullname: Pieper
– volume: 2
  start-page: 193
  year: 1991
  end-page: 199
  ident: bib0110
  article-title: Degradation and dehalogenation of monochlorophenols by the phenol-assimilating yeast
  publication-title: Biodegradation
  contributor:
    fullname: Hofmann
– volume: 49
  start-page: 3273
  year: 1993
  end-page: 3280
  ident: bib0040
  article-title: Synthesis of 3-arylmuconolactones using biphenyl metabolism in
  publication-title: Tetrahedron
  contributor:
    fullname: Spivack
– volume: 7
  start-page: R108
  year: 2006
  ident: bib0210
  article-title: Metabolic network driven analysis of genome-wide transcription data from
  publication-title: Genome Biol.
  contributor:
    fullname: Nielsen
– volume: 137
  start-page: 13
  year: 1979
  end-page: 21
  ident: bib0220
  article-title: Metabolism of phenol and resorcinol in
  publication-title: J. Bacteriol.
  contributor:
    fullname: Neujahr
– volume: 34
  start-page: 1685
  year: 1997
  end-page: 1692
  ident: bib0025
  article-title: Increased aquatic toxicity following photolytic conversion of an organochlorine pollutant
  publication-title: Chemosphere
  contributor:
    fullname: Hynning
– volume: 198
  start-page: 133
  year: 2011
  end-page: 142
  ident: bib0160
  article-title: Degradation pathway of pentachlorophenol by
  publication-title: J. Hazard. Mater.
  contributor:
    fullname: Silva Pereira
– volume: 38
  start-page: 2873
  year: 2004
  end-page: 2878
  ident: bib0030
  article-title: Toxicity increases in ice containing monochlorophenols upon photolysis: environmental consequences
  publication-title: Environ. Sci. Technol.
  contributor:
    fullname: Ruzička
– volume: 270
  start-page: 29229
  year: 1995
  end-page: 29235
  ident: bib0200
  article-title: From xenobiotic to antibiotic, formation of protoanemonin from 4-chlorocatechol by enzymes of the 3-oxoadipate pathway
  publication-title: J. Biol. Chem.
  contributor:
    fullname: Pieper
– volume: 33
  start-page: 1961
  year: 1994
  end-page: 1970
  ident: bib0225
  article-title: -Muconate lactonizing enzyme from
  publication-title: Biochemistry
  contributor:
    fullname: Kozarich
– volume: 172
  start-page: 5119
  year: 1990
  end-page: 5129
  ident: bib0125
  article-title: Enzymatic formation, stability, and spontaneous reactions of 4-fluoromuconolactone, a metabolite of the bacterial degradation of 4-fluorobenzoate
  publication-title: J. Bacteriol.
  contributor:
    fullname: Knackmuss
– volume: 64
  start-page: 672
  year: 2006
  end-page: 685
  ident: bib0045
  article-title: Oxidative ring cleavage of low chlorinated biphenyl derivatives by fungi leads to the formation of chlorinated lactone derivatives
  publication-title: Chemosphere
  contributor:
    fullname: Schauer
– volume: 166
  start-page: 1141
  year: 2009
  end-page: 1147
  ident: bib0095
  article-title: Dechlorination of 1,2,3- and 1,2,4-trichlorobenzene by the white-rot fungus
  publication-title: J. Hazard. Mater.
  contributor:
    fullname: Vicent
– volume: 185
  start-page: 783
  year: 1980
  end-page: 786
  ident: bib0250
  article-title: Maleylacetate reductase from
  publication-title: Biochem. J.
  contributor:
    fullname: Neujahr
– year: 2013
  ident: bib0165
  article-title: Investigating
  publication-title: J. Proteomics
  contributor:
    fullname: Silva Pereira
– volume: 192
  start-page: 331
  year: 1980
  end-page: 337
  ident: bib0055
  article-title: Chemical structure and biodegradability of halogenated aromatic compounds. Halogenated muconic acids as intermediates
  publication-title: Biochem. J.
  contributor:
    fullname: Knackmuss
– volume: 29
  start-page: 1155
  year: 1994
  end-page: 1224
  ident: bib0155
  article-title: Chlorophenols and alkylphenols: a review and correlation of environmentally relevant properties and fate in an evaluative environment
  publication-title: Chemosphere
  contributor:
    fullname: Mackay
– volume: 7
  start-page: 165
  year: 1989
  end-page: 171
  ident: bib0105
  article-title: Transformation and mineralization of halophenols by
  publication-title: Biodegradation
  contributor:
    fullname: Anke
– volume: 83
  start-page: 1297
  year: 2011
  end-page: 1306
  ident: bib0005
  article-title: Chlorophenols and other related derivatives of environmental concern: properties, distribution and microbial degradation processes
  publication-title: Chemosphere
  contributor:
    fullname: Igbinosa
– volume: 30
  start-page: 360
  year: 2011
  end-page: 387
  ident: bib0285
  article-title: Metabolite identification by liquid chromatography-mass spectrometry
  publication-title: Trends Anal. Chem.
  contributor:
    fullname: Singh
– volume: 1
  start-page: 167
  year: 1999
  end-page: 174
  ident: bib0255
  article-title: Towards elucidation of microbial community metabolic pathways: unravelling the network of carbon sharing in a pollutant degrading bacterial consortium by immunocapture and isotopic ratio mass spectrometry
  publication-title: Environ. Microbiol.
  contributor:
    fullname: Abraham
– volume: 122
  start-page: 509
  year: 1971
  end-page: 517
  ident: bib0195
  article-title: Bacterial metabolism of 4-chlorophenoxyacetate
  publication-title: Biochem. J.
  contributor:
    fullname: Fernley
– volume: 180
  start-page: 400
  year: 1998
  end-page: 402
  ident: bib0260
  article-title: Detoxification of protoanemonin by dienelactone hydrolase
  publication-title: J. Bacteriol.
  contributor:
    fullname: Pieper
– volume: 63
  start-page: 427
  year: 1997
  end-page: 434
  ident: bib0035
  article-title: Evidence that formation of protoanemonin from metabolites of 4-chlorobiphenyl degradation negatively affects the survival of 4-chlorobiphenyl-cometabolizing microorganisms
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: Pieper
– volume: 47
  start-page: 395
  year: 1984
  end-page: 402
  ident: bib0140
  article-title: Microbial metabolism of haloaromatics: isolation and properties of a chlorobenzene-degrading bacterium
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: Knackmuss
– volume: 18
  start-page: 91
  year: 1989
  end-page: 97
  ident: bib0240
  article-title: -β-Acetylacrylate is a substrate for maleylacetoacetate
  publication-title: Biochem. Int.
  contributor:
    fullname: Seltzer
– volume: 9
  start-page: 934
  year: 2002
  end-page: 939
  ident: bib0065
  article-title: Identification and analysis of a bottleneck in PCB biodegradation
  publication-title: Nat. Struct. Mol. Biol.
  contributor:
    fullname: Eltis
– volume: 35
  start-page: 386
  year: 1973
  end-page: 400
  ident: bib0215
  article-title: Phenol hydroxylase from yeast. Purification and properties of the enzyme from
  publication-title: Eur. J. Biochem.
  contributor:
    fullname: Gaal
– volume: 16
  start-page: 433
  year: 1982
  end-page: 436
  ident: bib0205
  article-title: Mineralization of linear alcohol ethoxylates and linear alcohol ethoxy sulfates at trace concentrations in estuarine water
  publication-title: Environ. Sci. Technol.
  contributor:
    fullname: Schwab
– volume: 134
  start-page: 237
  year: 2009
  end-page: 243
  ident: bib0170
  article-title: Differences in the glucose and fructose consumption profiles in diverse
  publication-title: Int. J. Food Microbiol.
  contributor:
    fullname: Querol
– volume: 184
  start-page: 1466
  year: 2002
  end-page: 1470
  ident: bib0060
  article-title: Monitoring key reactions in degradation of chloroaromatics by in situ
  publication-title: J. Bacteriol.
  contributor:
    fullname: Wray
– volume: 42
  start-page: 636
  year: 1994
  end-page: 641
  ident: bib0280
  article-title: Metabolism of the polycyclic aromatic hydrocarbon pyrene by
  publication-title: Appl. Microbiol. Biotechnol.
  contributor:
    fullname: Anke
– volume: 7
  start-page: 211
  year: 2008
  end-page: 241
  ident: bib0010
  article-title: Microbial degradation of chlorinated phenols
  publication-title: Rev. Environ. Sci. Bio-Technol.
  contributor:
    fullname: Sierra-Alvarez
– volume: 183
  start-page: 4551
  year: 2001
  end-page: 4561
  ident: bib0050
  article-title: Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-
  publication-title: J. Bacteriol.
  contributor:
    fullname: Schlömann
– volume: 12
  start-page: 1391
  year: 2009
  end-page: 1398
  ident: bib0075
  article-title: Fungal mycelia allow chemotactic dispersal of polycyclic aromatic hydrocarbon-degrading bacteria in water-unsaturated systems
  publication-title: Environ. Microbiol.
  contributor:
    fullname: Wick
– volume: 237
  start-page: 357
  year: 1996
  end-page: 366
  ident: bib0235
  article-title: Metabolism of 5-chlorosubstituted muconolactones
  publication-title: Eur. J. Biochem.
  contributor:
    fullname: Pieper
– volume: 37
  start-page: 1569
  year: 2013
  end-page: 1577
  ident: bib0145
  article-title: A molecular analysis of the toxicity of alkyltributylphosphonium chlorides in
  publication-title: New J. Chem.
  contributor:
    fullname: Silva Pereira
– volume: 16
  start-page: 394
  year: 1988
  end-page: 407
  ident: bib0270
  article-title: Maleylacetoacetate
  publication-title: Bioorganic. Chem.
  contributor:
    fullname: Hane
– volume: 180
  start-page: 5159
  year: 1998
  end-page: 5164
  ident: bib0265
  article-title: Degradation of 2,4,6-trichlorophenol by
  publication-title: J. Bacteriol.
  contributor:
    fullname: Gold
– volume: 63
  start-page: 4567
  year: 1997
  end-page: 4572
  ident: bib0180
  article-title: Degradation of 4-chlorophenol via the meta cleavage pathway by
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: Dott
– volume: 6
  start-page: 514
  year: 2006
  end-page: 520
  ident: bib0245
  article-title: Novel
  publication-title: Eukaryot. Cell
  contributor:
    fullname: Fernandez-Canon
– volume: 60
  start-page: 264
  year: 1994
  end-page: 270
  ident: bib0020
  article-title: Significant biogenesis of chlorinated aromatics by fungi in natural environments
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: de Bont
– volume: 68
  start-page: 2510
  year: 1946
  end-page: 2513
  ident: bib0130
  article-title: A synthesis of protoanemonin. The tautomerism of acetylacrylic acid and of penicillic acid
  publication-title: J. Am. Chem. Soc.
  contributor:
    fullname: Shaw
– volume: 55
  start-page: 3029
  year: 1990
  end-page: 3035
  ident: bib0135
  article-title: Lactonization of
  publication-title: J. Org. Chem.
  contributor:
    fullname: Kozarich
– volume: 11
  start-page: 889
  year: 2009
  end-page: 894
  ident: bib0150
  article-title: Exploring fungal activity in the presence of ionic liquids
  publication-title: Green Chem.
  contributor:
    fullname: Silva Pereira
– volume: 64
  start-page: 3290
  year: 1998
  end-page: 3299
  ident: bib0190
  article-title: Substrate specificity of and product formation by muconate cycloisomerases: an analysis of wild-type enzymes and engineered variants
  publication-title: Appl. Environ. Microbiol.
  contributor:
    fullname: Schlömann
– volume: 176
  start-page: 1718
  year: 1994
  end-page: 1728
  ident: bib0230
  article-title: 3-Carboxy-
  publication-title: J. Bacteriol.
  contributor:
    fullname: Kozarich
– volume: 40
  start-page: D653
  year: 2012
  end-page: D659
  ident: bib0275
  article-title: The
  publication-title: Nucleic Acids Res.
  contributor:
    fullname: Shah
– volume: 176
  start-page: 1718
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0230
  article-title: 3-Carboxy-cis,cis-muconate lactonizing enzyme from Neurospora crassa: an alternate cycloisomerase motif
  publication-title: J. Bacteriol.
  doi: 10.1128/jb.176.6.1718-1728.1994
  contributor:
    fullname: Mazur
– volume: 16
  start-page: 433
  year: 1982
  ident: 10.1016/j.jhazmat.2014.01.024_bib0205
  article-title: Mineralization of linear alcohol ethoxylates and linear alcohol ethoxy sulfates at trace concentrations in estuarine water
  publication-title: Environ. Sci. Technol.
  doi: 10.1021/es00101a013
  contributor:
    fullname: Vashon
– year: 2013
  ident: 10.1016/j.jhazmat.2014.01.024_bib0165
  article-title: Investigating Aspergillus nidulans secretome during colonisation of cork cell walls
  publication-title: J. Proteomics
  contributor:
    fullname: Martins
– volume: 166
  start-page: 1141
  year: 2009
  ident: 10.1016/j.jhazmat.2014.01.024_bib0095
  article-title: Dechlorination of 1,2,3- and 1,2,4-trichlorobenzene by the white-rot fungus Trametes versicolor
  publication-title: J. Hazard. Mater.
  doi: 10.1016/j.jhazmat.2008.12.076
  contributor:
    fullname: Marco-Urrea
– volume: 42
  start-page: 1098
  year: 1969
  ident: 10.1016/j.jhazmat.2014.01.024_bib0120
  article-title: Photochemistry of β-acylacrylic acids and their esters
  publication-title: Bull. Chem. Soc. Jpn.
  doi: 10.1246/bcsj.42.1098
  contributor:
    fullname: Sugiyama
– volume: 185
  start-page: 783
  year: 1980
  ident: 10.1016/j.jhazmat.2014.01.024_bib0250
  article-title: Maleylacetate reductase from Trichosporon cutaneum
  publication-title: Biochem. J.
  doi: 10.1042/bj1850783
  contributor:
    fullname: Gaal
– volume: 60
  start-page: 264
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0020
  article-title: Significant biogenesis of chlorinated aromatics by fungi in natural environments
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.60.1.264-270.1994
  contributor:
    fullname: de Jong
– volume: 7
  start-page: 165
  year: 1989
  ident: 10.1016/j.jhazmat.2014.01.024_bib0105
  article-title: Transformation and mineralization of halophenols by Penicillium simplicissimum SK9117
  publication-title: Biodegradation
  doi: 10.1007/BF00114628
  contributor:
    fullname: Marr
– volume: 7
  start-page: 211
  year: 2008
  ident: 10.1016/j.jhazmat.2014.01.024_bib0010
  article-title: Microbial degradation of chlorinated phenols
  publication-title: Rev. Environ. Sci. Bio-Technol.
  doi: 10.1007/s11157-007-9124-5
  contributor:
    fullname: Field
– volume: 16
  start-page: 394
  year: 1988
  ident: 10.1016/j.jhazmat.2014.01.024_bib0270
  article-title: Maleylacetoacetate cis-trans isomerase: one-step double cis-trans isomerization of monomethyl muconate and the enzyme's probable role in benzene metabolism
  publication-title: Bioorganic. Chem.
  doi: 10.1016/0045-2068(88)90025-9
  contributor:
    fullname: Seltzer
– volume: 34
  start-page: 1685
  year: 1997
  ident: 10.1016/j.jhazmat.2014.01.024_bib0025
  article-title: Increased aquatic toxicity following photolytic conversion of an organochlorine pollutant
  publication-title: Chemosphere
  doi: 10.1016/S0045-6535(97)00025-8
  contributor:
    fullname: Svenson
– volume: 33
  start-page: 1961
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0225
  article-title: cis,cis-Muconate lactonizing enzyme from Trichosporon cutaneum: evidence for a novel class of cycloisomerases in eucaryotes
  publication-title: Biochemistry
  doi: 10.1021/bi00173a045
  contributor:
    fullname: Mazur
– volume: 172
  start-page: 5119
  year: 1990
  ident: 10.1016/j.jhazmat.2014.01.024_bib0125
  article-title: Enzymatic formation, stability, and spontaneous reactions of 4-fluoromuconolactone, a metabolite of the bacterial degradation of 4-fluorobenzoate
  publication-title: J. Bacteriol.
  doi: 10.1128/jb.172.9.5119-5129.1990
  contributor:
    fullname: Schlömann
– volume: 47
  start-page: 395
  year: 1984
  ident: 10.1016/j.jhazmat.2014.01.024_bib0140
  article-title: Microbial metabolism of haloaromatics: isolation and properties of a chlorobenzene-degrading bacterium
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.47.2.395-402.1984
  contributor:
    fullname: Reineke
– volume: 68
  start-page: 2510
  year: 1946
  ident: 10.1016/j.jhazmat.2014.01.024_bib0130
  article-title: A synthesis of protoanemonin. The tautomerism of acetylacrylic acid and of penicillic acid
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja01216a024
  contributor:
    fullname: Shaw
– volume: 59
  start-page: 4001
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0175
  article-title: Synthesis of bacterial metabolites from haloaromatic degradation. 1. Fe (III)-catalyzed peracetic acid oxidation of halocatechols, a facile entry to cis,cis-2-halo-2,4-hexadienedioic acids and 3-halo-5-oxo-2(5H)-furanylideneacetic acids
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00093a036
  contributor:
    fullname: Kaschabek
– volume: 83
  start-page: 1297
  year: 2011
  ident: 10.1016/j.jhazmat.2014.01.024_bib0005
  article-title: Chlorophenols and other related derivatives of environmental concern: properties, distribution and microbial degradation processes
  publication-title: Chemosphere
  doi: 10.1016/j.chemosphere.2011.04.009
  contributor:
    fullname: Olaniran
– volume: 37
  start-page: 1271
  year: 1998
  ident: 10.1016/j.jhazmat.2014.01.024_bib0115
  article-title: Biosorption characterization of herbicides, 2,4-D and atrazine, and two chlorophenols on fungal mycelium
  publication-title: Chemosphere
  doi: 10.1016/S0045-6535(98)00125-8
  contributor:
    fullname: Benoit
– volume: 134
  start-page: 237
  year: 2009
  ident: 10.1016/j.jhazmat.2014.01.024_bib0170
  article-title: Differences in the glucose and fructose consumption profiles in diverse Saccharomyces wine species and their hybrids during grape juice fermentation
  publication-title: Int. J. Food Microbiol.
  doi: 10.1016/j.ijfoodmicro.2009.07.004
  contributor:
    fullname: Tronchoni
– volume: 270
  start-page: 29229
  year: 1995
  ident: 10.1016/j.jhazmat.2014.01.024_bib0200
  article-title: From xenobiotic to antibiotic, formation of protoanemonin from 4-chlorocatechol by enzymes of the 3-oxoadipate pathway
  publication-title: J. Biol. Chem.
  doi: 10.1074/jbc.270.49.29229
  contributor:
    fullname: Blasco
– volume: 34
  start-page: 1122
  year: 2000
  ident: 10.1016/j.jhazmat.2014.01.024_bib0015
  article-title: Volcanogenic halocarbons
  publication-title: Environ. Sci. Technol.
  doi: 10.1021/es990838q
  contributor:
    fullname: Jordan
– volume: 9
  start-page: 177
  year: 2011
  ident: 10.1016/j.jhazmat.2014.01.024_bib0070
  article-title: Untapped potential: exploiting fungi in bioremediation of hazardous chemicals
  publication-title: Nat. Rev. Microbiol.
  doi: 10.1038/nrmicro2519
  contributor:
    fullname: Harms
– volume: 122
  start-page: 509
  year: 1971
  ident: 10.1016/j.jhazmat.2014.01.024_bib0195
  article-title: Bacterial metabolism of 4-chlorophenoxyacetate
  publication-title: Biochem. J.
  doi: 10.1042/bj1220509
  contributor:
    fullname: Evans
– volume: 38
  start-page: 2873
  year: 2004
  ident: 10.1016/j.jhazmat.2014.01.024_bib0030
  article-title: Toxicity increases in ice containing monochlorophenols upon photolysis: environmental consequences
  publication-title: Environ. Sci. Technol.
  doi: 10.1021/es035076k
  contributor:
    fullname: Bláha
– volume: 64
  start-page: 672
  year: 2006
  ident: 10.1016/j.jhazmat.2014.01.024_bib0045
  article-title: Oxidative ring cleavage of low chlorinated biphenyl derivatives by fungi leads to the formation of chlorinated lactone derivatives
  publication-title: Chemosphere
  doi: 10.1016/j.chemosphere.2005.10.050
  contributor:
    fullname: Sietmann
– volume: 29
  start-page: 1155
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0155
  article-title: Chlorophenols and alkylphenols: a review and correlation of environmentally relevant properties and fate in an evaluative environment
  publication-title: Chemosphere
  doi: 10.1016/0045-6535(94)90252-6
  contributor:
    fullname: Shiu
– volume: 9
  start-page: 934
  year: 2002
  ident: 10.1016/j.jhazmat.2014.01.024_bib0065
  article-title: Identification and analysis of a bottleneck in PCB biodegradation
  publication-title: Nat. Struct. Mol. Biol.
  doi: 10.1038/nsb866
  contributor:
    fullname: Dai
– volume: 1
  start-page: 1153
  year: 1996
  ident: 10.1016/j.jhazmat.2014.01.024_bib0290
  article-title: Stereochemistry of the enzymic lactonisation of cis,cis-muconic and 3-methyl-cis,cis-muconic acid
  publication-title: J. Chem. Soc., Perkin Trans.
  doi: 10.1039/p19960001153
  contributor:
    fullname: Chen
– volume: 55
  start-page: 3029
  year: 1990
  ident: 10.1016/j.jhazmat.2014.01.024_bib0135
  article-title: Lactonization of cis,cis-3-halomuconates: influence of pH and halo substituent on the regiochemistry
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00297a016
  contributor:
    fullname: Pieken
– volume: 180
  start-page: 5159
  year: 1998
  ident: 10.1016/j.jhazmat.2014.01.024_bib0265
  article-title: Degradation of 2,4,6-trichlorophenol by Phanerochaete chrysosporium: involvement of reductive dechlorination
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.180.19.5159-5164.1998
  contributor:
    fullname: Reddy
– volume: 11
  start-page: 889
  year: 2009
  ident: 10.1016/j.jhazmat.2014.01.024_bib0150
  article-title: Exploring fungal activity in the presence of ionic liquids
  publication-title: Green Chem.
  doi: 10.1039/b823225c
  contributor:
    fullname: Petkovic
– volume: 183
  start-page: 4551
  year: 2001
  ident: 10.1016/j.jhazmat.2014.01.024_bib0050
  article-title: Mechanism of chloride elimination from 3-chloro- and 2,4-dichloro-cis,cis-muconate: new insight obtained from analysis of muconate cycloisomerase variant CatB-K169A
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.183.15.4551-4561.2001
  contributor:
    fullname: Kaulmann
– volume: 198
  start-page: 133
  year: 2011
  ident: 10.1016/j.jhazmat.2014.01.024_bib0160
  article-title: Degradation pathway of pentachlorophenol by Mucor plumbeus involves phase II conjugation and oxidation–reduction reactions
  publication-title: J. Hazard. Mater.
  doi: 10.1016/j.jhazmat.2011.10.021
  contributor:
    fullname: Carvalho
– volume: 180
  start-page: 400
  year: 1998
  ident: 10.1016/j.jhazmat.2014.01.024_bib0260
  article-title: Detoxification of protoanemonin by dienelactone hydrolase
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.180.2.400-402.1998
  contributor:
    fullname: Brückmann
– volume: 63
  start-page: 427
  year: 1997
  ident: 10.1016/j.jhazmat.2014.01.024_bib0035
  article-title: Evidence that formation of protoanemonin from metabolites of 4-chlorobiphenyl degradation negatively affects the survival of 4-chlorobiphenyl-cometabolizing microorganisms
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.63.2.427-434.1997
  contributor:
    fullname: Blasco
– volume: 192
  start-page: 331
  year: 1980
  ident: 10.1016/j.jhazmat.2014.01.024_bib0055
  article-title: Chemical structure and biodegradability of halogenated aromatic compounds. Halogenated muconic acids as intermediates
  publication-title: Biochem. J.
  doi: 10.1042/bj1920331
  contributor:
    fullname: Schmidt
– volume: 7
  start-page: R108
  year: 2006
  ident: 10.1016/j.jhazmat.2014.01.024_bib0210
  article-title: Metabolic network driven analysis of genome-wide transcription data from Aspergillus nidulans
  publication-title: Genome Biol.
  doi: 10.1186/gb-2006-7-11-r108
  contributor:
    fullname: David
– volume: 30
  start-page: 360
  year: 2011
  ident: 10.1016/j.jhazmat.2014.01.024_bib0285
  article-title: Metabolite identification by liquid chromatography-mass spectrometry
  publication-title: Trends Anal. Chem.
  doi: 10.1016/j.trac.2010.10.014
  contributor:
    fullname: Prasad
– volume: 60
  start-page: 207
  year: 1997
  ident: 10.1016/j.jhazmat.2014.01.024_bib0090
  article-title: Chlorophenol degradation by Phanerochaete chrysosporium
  publication-title: Bioresour. Technol.
  doi: 10.1016/S0960-8524(97)00022-9
  contributor:
    fullname: Pérez
– volume: 184
  start-page: 1466
  year: 2002
  ident: 10.1016/j.jhazmat.2014.01.024_bib0060
  article-title: Monitoring key reactions in degradation of chloroaromatics by in situ 1H nuclear magnetic resonance: solution structures of metabolites formed from cis-dienelactone
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.184.5.1466-1470.2002
  contributor:
    fullname: Pieper
– volume: 237
  start-page: 357
  year: 1996
  ident: 10.1016/j.jhazmat.2014.01.024_bib0235
  article-title: Metabolism of 5-chlorosubstituted muconolactones
  publication-title: Eur. J. Biochem.
  doi: 10.1111/j.1432-1033.1996.00357.x
  contributor:
    fullname: Prucha
– volume: 42
  start-page: 636
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0280
  article-title: Metabolism of the polycyclic aromatic hydrocarbon pyrene by Aspergillus niger SK 9317
  publication-title: Appl. Microbiol. Biotechnol.
  doi: 10.1007/BF00173932
  contributor:
    fullname: Wunder
– volume: 34
  start-page: 163
  year: 1994
  ident: 10.1016/j.jhazmat.2014.01.024_bib0085
  article-title: Unspecific degradation of halogenated phenols by the soil fungus Penicillium frequentans Bi 7/2
  publication-title: J. Basic Microbiol.
  doi: 10.1002/jobm.3620340306
  contributor:
    fullname: Hofrichter
– volume: 12
  start-page: 1391
  year: 2009
  ident: 10.1016/j.jhazmat.2014.01.024_bib0075
  article-title: Fungal mycelia allow chemotactic dispersal of polycyclic aromatic hydrocarbon-degrading bacteria in water-unsaturated systems
  publication-title: Environ. Microbiol.
  doi: 10.1111/j.1462-2920.2009.02022.x
  contributor:
    fullname: Furuno
– volume: 78
  start-page: 17
  year: 2013
  ident: 10.1016/j.jhazmat.2014.01.024_bib0080
  article-title: Enhanced biodegradation of 4-chlorophenol by Candida tropicalis PHB5 via optimization of physicochemical parameters using Taguchi orthogonal array approach
  publication-title: Int. Biodeterior. Biodegrad.
  doi: 10.1016/j.ibiod.2012.12.005
  contributor:
    fullname: Basak
– volume: 62
  start-page: 4323
  year: 1996
  ident: 10.1016/j.jhazmat.2014.01.024_bib0100
  article-title: Degradation of polychlorinated dibenzo-p-dioxins and polychlorinated dibenzofurans by the white rot fungus Phanerochaete sordida YK-624
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.62.12.4323-4328.1996
  contributor:
    fullname: Takada
– volume: 1
  start-page: 167
  year: 1999
  ident: 10.1016/j.jhazmat.2014.01.024_bib0255
  article-title: Towards elucidation of microbial community metabolic pathways: unravelling the network of carbon sharing in a pollutant degrading bacterial consortium by immunocapture and isotopic ratio mass spectrometry
  publication-title: Environ. Microbiol.
  doi: 10.1046/j.1462-2920.1999.00023.x
  contributor:
    fullname: Pelz
– volume: 64
  start-page: 3290
  year: 1998
  ident: 10.1016/j.jhazmat.2014.01.024_bib0190
  article-title: Substrate specificity of and product formation by muconate cycloisomerases: an analysis of wild-type enzymes and engineered variants
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.64.9.3290-3299.1998
  contributor:
    fullname: Vollmer
– volume: 40
  start-page: D653
  year: 2012
  ident: 10.1016/j.jhazmat.2014.01.024_bib0275
  article-title: The Aspergillus Genome Database (AspGD): recent developments in comprehensive multispecies curation, comparative genomics and community resources
  publication-title: Nucleic Acids Res.
  doi: 10.1093/nar/gkr875
  contributor:
    fullname: Arnaud
– volume: 184
  start-page: 5402
  year: 2002
  ident: 10.1016/j.jhazmat.2014.01.024_bib0185
  article-title: Formation of protoanemonin from 2-chloro-cis,cis-muconate by the combined action of muconate cycloisomerase and muconolactone isomerase
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.184.19.5402-5409.2002
  contributor:
    fullname: Skiba
– volume: 35
  start-page: 386
  year: 1973
  ident: 10.1016/j.jhazmat.2014.01.024_bib0215
  article-title: Phenol hydroxylase from yeast. Purification and properties of the enzyme from Trichosporon cutaneum
  publication-title: Eur. J. Biochem.
  doi: 10.1111/j.1432-1033.1973.tb02851.x
  contributor:
    fullname: Neujahr
– volume: 49
  start-page: 3273
  year: 1993
  ident: 10.1016/j.jhazmat.2014.01.024_bib0040
  article-title: Synthesis of 3-arylmuconolactones using biphenyl metabolism in Aspergillus
  publication-title: Tetrahedron
  doi: 10.1016/S0040-4020(01)90156-5
  contributor:
    fullname: Mobley
– volume: 18
  start-page: 91
  year: 1989
  ident: 10.1016/j.jhazmat.2014.01.024_bib0240
  article-title: cis-β-Acetylacrylate is a substrate for maleylacetoacetate cis-trans isomerase. Mechanistic implications
  publication-title: Biochem. Int.
  contributor:
    fullname: Lee
– volume: 137
  start-page: 13
  year: 1979
  ident: 10.1016/j.jhazmat.2014.01.024_bib0220
  article-title: Metabolism of phenol and resorcinol in Trichosporon cutaneum
  publication-title: J. Bacteriol.
  doi: 10.1128/JB.137.1.13-21.1979
  contributor:
    fullname: Gaal
– volume: 63
  start-page: 4567
  year: 1997
  ident: 10.1016/j.jhazmat.2014.01.024_bib0180
  article-title: Degradation of 4-chlorophenol via the meta cleavage pathway by Comamonas testosteroni JH5
  publication-title: Appl. Environ. Microbiol.
  doi: 10.1128/AEM.63.11.4567-4572.1997
  contributor:
    fullname: Hollender
– volume: 2
  start-page: 193
  year: 1991
  ident: 10.1016/j.jhazmat.2014.01.024_bib0110
  article-title: Degradation and dehalogenation of monochlorophenols by the phenol-assimilating yeast Candida maltosa
  publication-title: Biodegradation
  doi: 10.1007/BF00124493
  contributor:
    fullname: Polnisch
– volume: 37
  start-page: 1569
  year: 2013
  ident: 10.1016/j.jhazmat.2014.01.024_bib0145
  article-title: A molecular analysis of the toxicity of alkyltributylphosphonium chlorides in Aspergillus nidulans
  publication-title: New J. Chem.
  doi: 10.1039/c3nj00167a
  contributor:
    fullname: Hartmann
– volume: 6
  start-page: 514
  year: 2006
  ident: 10.1016/j.jhazmat.2014.01.024_bib0245
  article-title: Novel phacB-encoded cytochrome P450 monooxygenase from Aspergillus nidulans with 3-hydroxyphenylacetate 6-hydroxylase and 3,4-dihydroxyphenylacetate 6-hydroxylase activities
  publication-title: Eukaryot. Cell
  doi: 10.1128/EC.00226-06
  contributor:
    fullname: Ferrer-Sevillano
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Snippet •One of the few studies on mono-chlorophenols/chlorocatechols degradation by fungi.•Aspergillus nidulans showed major dechlorination paths and conjugation...
A collective view of the degradation of monochlorocatechols in fungi is yet to be attained, though these compounds are recognised as key degradation...
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StartPage 264
SubjectTerms Applied sciences
Aspergillus nidulans
Aspergillus nidulans - growth & development
Aspergillus nidulans - metabolism
Biodegradació
Biodegradation
Biodegradation, Environmental
Biotransformation
Catechols - chemistry
Catechols - isolation & purification
Catechols - metabolism
Chlorinated aromatic hydrocarbons
Environmental Pollutants - chemistry
Environmental Pollutants - isolation & purification
Environmental Pollutants - metabolism
Exact sciences and technology
Fongs
Fungi
Hydrocarbons, Chlorinated - chemistry
Hydrocarbons, Chlorinated - isolation & purification
Hydrocarbons, Chlorinated - metabolism
Metabolic Networks and Pathways
Metabolic pathway
Metabolomics
Molecular Structure
Monochlorocatechols
Monochlorophenols
Mycelium - growth & development
Mycelium - metabolism
Pollution
Title New branches in the degradation pathway of monochlorocatechols by Aspergillus nidulans: A metabolomics analysis
URI https://dx.doi.org/10.1016/j.jhazmat.2014.01.024
https://www.ncbi.nlm.nih.gov/pubmed/24509097
https://search.proquest.com/docview/1501834646
https://recercat.cat/handle/2072/262230
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