KEGG   PATHWAY: ko00621
Entry
ko00621                     Pathway                                
Name
Dioxin degradation
Description
Dioxins and dioxin-like compounds, including PCDDs, PCDFs and PCBs, are persistent organic pollutants (POPs) that are resistant to environmental degradation. However, POPs can be degraded by certain microorganisms with acquisition of a novel set of enzymes, such as biphenyl degradation by Paraburkholderia xenovorans LB400 involving four novel enzymes encoded in operon-like structures [MD:M00543]. DDT, another POP, and carbazol are also known to be degraded in similar pathways.
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
ko00621  Dioxin degradation
ko00621

Module
M00543  Biphenyl degradation, biphenyl => 2-oxopent-4-enoate + benzoate [PATH:ko00621]
M00544  Carbazole degradation, carbazole => 2-oxopent-4-enoate + anthranilate [PATH:ko00621]
Other DBs
UMBBD: dpd dbf bph cbp car ddt
Orthology
K14599  dibenzofuran dioxygenase subunit alpha [EC:1.14.12.-]
K14600  dibenzofuran dioxygenase subunit beta [EC:1.14.12.-]
K22715  dibenzofuran dioxygenase subunit alpha [EC:1.14.12.-]
K22716  dibenzofuran dioxygenase subunit beta [EC:1.14.12.-]
K15749  2,2',3-trihydroxybiphenyl dioxygenase [EC:1.13.11.-]
K22717  2-hydroxy-6-oxo-6-(2-hydroxyphenoxy)-hexa-2,4-dienoate hydrolase [EC:3.7.1.-]
K01821  4-oxalocrotonate tautomerase [EC:5.3.2.6]
K00480  salicylate hydroxylase [EC:1.14.13.1]
K01617  2-oxo-3-hexenedioate decarboxylase [EC:4.1.1.77]
K02554  2-keto-4-pentenoate hydratase [EC:4.2.1.80]
K18364  2-oxopent-4-enoate/cis-2-oxohex-4-enoate hydratase [EC:4.2.1.80 4.2.1.132]
K01666  4-hydroxy 2-oxovalerate aldolase [EC:4.1.3.39]
K18365  4-hydroxy-2-oxovalerate/4-hydroxy-2-oxohexanoate aldolase [EC:4.1.3.39 4.1.3.43]
K04073  acetaldehyde dehydrogenase [EC:1.2.1.10]
K18366  acetaldehyde/propanal dehydrogenase [EC:1.2.1.10 1.2.1.87]
K08689  biphenyl 2,3-dioxygenase subunit alpha [EC:1.14.12.18]
K15750  biphenyl 2,3-dioxygenase subunit beta [EC:1.14.12.18]
K18087  biphenyl 2,3-dioxygenase ferredoxin component
K18088  biphenyl 2,3-dioxygenase ferredoxin reductase component [EC:1.18.1.3]
K08690  cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase [EC:1.3.1.56]
K00462  biphenyl-2,3-diol 1,2-dioxygenase [EC:1.13.11.39]
K10222  2,6-dioxo-6-phenylhexa-3-enoate hydrolase [EC:3.7.1.8]
K15751  carbazole 1,9a-dioxygenase [EC:1.14.12.22]
K15752  carbazole 1,9a-dioxygenase ferredoxin component
K15753  carbazole 1,9a-dioxygenase ferredoxin reductase component
K15754  2'-aminobiphenyl-2,3-diol 1,2-dioxygenase, small subunit [EC:1.13.11.-]
K15755  2'-aminobiphenyl-2,3-diol 1,2-dioxygenase, large subunit [EC:1.13.11.-]
K15756  2-hydroxy-6-oxo-6-(2'-aminophenyl)hexa-2,4-dienoate hydrolase [EC:3.7.1.13]
K22678  DDT-dehydrochlorinase [EC:4.5.1.1]
K22676  cis-2,3-dihydrobiphenyl-2,3-diol/cis-2,3-dihydrodiol-DDE dehydrogenase [EC:1.3.1.-]
K22677  2,6-dioxo-6-phenylhexa-3-enoate/TCOA hydrolase [EC:3.7.1.-]
Compound
C00022  Pyruvate
C00024  Acetyl-CoA
C00084  Acetaldehyde
C00090  Catechol
C00108  Anthranilate
C00180  Benzoate
C00596  2-Hydroxy-2,4-pentadienoate
C00805  Salicylate
C01273  2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoate
C02370  4-Chlorobenzoate
C02501  2-Hydroxymuconate
C02526  Biphenyl-2,3-diol
C03077  4-Chlorophenylacetate
C03453  gamma-Oxalocrotonate
C03569  2,2',3-Trihydroxybiphenyl
C03589  4-Hydroxy-2-oxopentanoate
C04596  1,1-Dichloro-2,2-bis(4-chlorophenyl)ethylene
C04623  DDT
C06584  4-Chlorobiphenyl
C06585  cis-2,3-Dihydro-2,3-dihydroxy-4'-chlorobiphenyl
C06586  2,3-Dihydroxy-4'-chlorobiphenyl
C06587  2-Hydroxy-6-oxo-6-(4'-chlorophenyl)-hexa-2,4-dienoate
C06588  Biphenyl
C06589  cis-2,3-Dihydro-2,3-dihydroxybiphenyl
C06644  1,1-Dichloro-2-(dihydroxy-4'-chlorophenyl)-2-(4'-chlorophenyl)ethylene
C06645  6-Oxo-2-hydroxy-7-(4'-chlorophenyl)-3,8,8-trichloroocta-2E,4E,7E-trienoate
C06646  2-(4'-Chlorophenyl)-3,3-dichloropropenoate
C07557  2,3,7,8-Tetrachlorodibenzodioxin
C07729  Dibenzofuran
C07731  2-Hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate
C07732  Dibenzo-p-dioxin
C07733  2,2',3-Trihydroxydiphenylether
C07734  2-Hydroxy-6-oxo-6-(2-hydroxyphenoxy)-hexa-2,4-dienoate
C08060  Carbazole
C08061  2'-Aminobiphenyl-2,3-diol
C08062  2-Hydroxy-6-oxo-(2'-aminophenyl)-hexa-2,4-dienoate
C11057  3,4,3',4'-Tetrachlorobiphenyl
C11353  2-Hydroxy-3-chloropenta-2,4-dienoate
C14573  3,3',4,4',5-Pentachlorobiphenyl
C18099  1,2,3,7,8-Pentachlorodibenzodioxin
C18100  1,2,3,4,7,8-Hexachlorodibenzodioxin
C18101  1,2,3,6,7,8-Hexachlorodibenzodioxin
C18102  1,2,3,7,8,9-Hexachlorodibenzodioxin
C18103  1,2,3,4,6,7,8-Heptachlorodibenzodioxin
C18104  2,3,7,8-Tetrachlorodibenzofuran
C18105  1,2,3,7,8-Pentachlorodibenzofuran
C18106  2,3,4,7,8-Pentachlorodibenzofuran
C18107  1,2,3,4,7,8-Hexachlorodibenzofuran
C18108  1,2,3,7,8,9-Hexachlorodibenzofuran
C18109  1,2,3,6,7,8-Hexachlorodibenzofuran
C18110  2,3,4,6,7,8-Hexachlorodibenzofuran
C18111  1,2,3,4,6,7,8-Heptachlorodibenzofuran
C18112  1,2,3,4,7,8,9-Heptachlorodibenzofuran
C18113  1,2,3,4,6,7,8,9-Octachlorodibenzofuran
C18114  3,4,4',5-Tetrachlorobiphenyl
C18115  3,4,5,3',4',5'-Hexachlorobiphenyl
C18116  2,3,4,3',4'-Pentachlorobiphenyl
C18117  2,3,4,4',5-Pentachlorobiphenyl
C18118  2,3',4,4',5-Pentachlorobiphenyl
C18119  2,3',4,4',5'-Pentachlorobiphenyl
C18120  2,3,3',4,4',5-Hexachlorobiphenyl
C18121  2,3,3',4,4',5'-Hexachlorobiphenyl
C18122  2,3',4,4',5,5'-Hexachlorobiphenyl
C18123  2,3,3',4,4',5,5'-Heptachlorobiphenyl
C18180  1,2,3,4,6,7,8,9-Octachlorodibenzo-p-dioxin
C21859  cis-3-[2,2-Dichloro-1-(4-chlorophenyl)vinyl]-6-chlorocyclohexa-3,5-diene-1,2-diol
Reference
  Authors
Nojiri H, Omori T.
  Title
Molecular bases of aerobic bacterial degradation of dioxins: involvement of angular dioxygenation.
  Journal
Biosci Biotechnol Biochem 66:2001-16 (2002)
DOI:10.1271/bbb.66.2001
Reference
  Authors
Jin S, Zhu T, Xu X, Xu Y.
  Title
Biodegradation of dibenzofuran by Janibacter terrae strain XJ-1.
  Journal
Curr Microbiol 53:30-6 (2006)
DOI:10.1007/s00284-005-0180-1
Reference
  Authors
Nojiri H, Habe H, Omori T.
  Title
Bacterial degradation of aromatic compounds via angular dioxygenation.
  Journal
J Gen Appl Microbiol 47:279-305 (2001)
DOI:10.2323/jgam.47.279
Reference
  Authors
Kasuga K, Habe H, Chung JS, Yoshida T, Nojiri H, Yamane H, Omori T.
  Title
Isolation and characterization of the genes encoding a novel oxygenase component of angular dioxygenase from the gram-positive dibenzofuran-degrader Terrabacter sp. strain DBF63.
  Journal
Biochem Biophys Res Commun 283:195-204 (2001)
DOI:10.1006/bbrc.2001.4763
Reference
  Authors
Vezina J, Barriault D, Sylvestre M
  Title
Family shuffling of soil DNA to change the regiospecificity of Burkholderia xenovorans LB400 biphenyl dioxygenase.
  Journal
J Bacteriol 189:779-88 (2007)
DOI:10.1128/JB.01267-06
Reference
  Authors
Ouchiyama N, Miyachi S, Omori T
  Title
Cloning and nucleotide sequence of carbazole catabolic genes from Pseudomonas stutzeri strain OM1, isolated from activated sludge.
  Journal
J Gen Appl Microbiol 44:57-63 (1998)
DOI:10.2323/jgam.44.57
Reference
PMID:9244273
  Authors
Sato SI, Ouchiyama N, Kimura T, Nojiri H, Yamane H, Omori T
  Title
Cloning of genes involved in carbazole degradation of Pseudomonas sp. strain CA10: nucleotide sequences of genes and characterization of meta-cleavage enzymes and hydrolase.
  Journal
J Bacteriol 179:4841-9 (1997)
DOI:10.1128/JB.179.15.4841-4849.1997
Reference
  Authors
Nguyen PA, Trinh TH, Fukumitsu Y, Shimodaira J, Miyauchi K, Tokuda M, Kasai D, Masai E, Fukuda M
  Title
Gene cluster and regulation system for 1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene (DDE) degradation in Janibacter sp.  TYM3221.
  Journal
J Biosci Bioeng 116:91-100 (2013)
DOI:10.1016/j.jbiosc.2013.01.007
Related
pathway
ko00020  Citrate cycle (TCA cycle)
ko00350  Tyrosine metabolism
ko00362  Benzoate degradation
ko00364  Fluorobenzoate degradation
ko00620  Pyruvate metabolism
ko00627  Aminobenzoate degradation
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