KEGG   PATHWAY: rn00362
Entry
rn00362                     Pathway                                
Name
Benzoate degradation
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
rn00362  Benzoate degradation
rn00362

Module
M00540  Benzoate degradation, cyclohexanecarboxylic acid =>pimeloyl-CoA [PATH:rn00362]
M00541  Benzoyl-CoA degradation, benzoyl-CoA => 3-hydroxypimeloyl-CoA [PATH:rn00362]
M00547  Benzene/toluene degradation, benzene => catechol / toluene => 3-methylcatechol [PATH:rn00362]
M00548  Benzene degradation, benzene => catechol [PATH:rn00362]
M00551  Benzoate degradation, benzoate => catechol / methylbenzoate => methylcatechol [PATH:rn00362]
M00568  Catechol ortho-cleavage, catechol => 3-oxoadipate [PATH:rn00362]
M00569  Catechol meta-cleavage, catechol => acetyl-CoA / 4-methylcatechol => propanoyl-CoA [PATH:rn00362]
Other DBs
UMBBD: benz2 benz abs
GO: 0043639
Reaction
R00008  4-hydroxy-4-methyl-2-oxoglutarate pyruvate-lyase (pyruvate-forming)
R00228  acetaldehyde:NAD+ oxidoreductase (CoA-acetylating)
R00238  acetyl-CoA:acetyl-CoA C-acetyltransferase
R00350  4-carboxy-4-hydroxy-2-oxoadipate oxaloacetate-lyase (pyruvate-forming)
R00750  4-hydroxy-2-oxopentanoate pyruvate-lyase (acetaldehyde-forming)
R00812  cis-1,2-dihydrobenzene-1,2-diol:NAD+ oxidoreductase
R00813  (1R,6S)-1,6-dihydroxycyclohexa-2,4-diene-1-carboxylate:NAD+ oxidoreductase (decarboxylating)
R00816  catechol:oxygen 2,3-oxidoreductase (decyclizing)
R00817  Catechol:oxygen 1,2-oxidoreductase(decyclizing)
R00821  2,3-dihydroxybenzoate carboxy-lyase
R00822  3,4-dihydroxybenzoate carboxy-lyase (catechol-forming)
R00829  succinyl-CoA:acetyl-CoA C-acyltransferase
R01295  benzoate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
R01296  4-hydroxybenzoate,NADH:oxygen oxidoreductase (3-hydroxylating)
R01297  4-hydroxybenzoate,NADH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
R01298  4-hydroxybenzoate,NADPH:oxygen oxidoreductase (3-hydroxylating)
R01299  4-hydroxybenzoate,NADPH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
R01300  4-hydroxybenzoate:CoA ligase (AMP-forming)
R01301  4-Hydroxybenzoyl-CoA hydrolase
R01306  4-Methoxybenzoate,hydrogen-donor:oxygen oxidoreductase (O-demethylating)
R01422  benzoate:CoA ligase (AMP-forming)
R01427   
R01507  2,3-dihydroxybenzoate:oxygen 3,4-oxidoreductase (decyclizing)
R01508  3-Hydroxybenzoate, hydrogen-donor:oxygen oxidoreduxtase (2-hydroxylating)
R01628  3-hydroxybenzoate,NADPH:oxygen oxidoreductase (4-hydroxylating)
R01629  protocatechuate,NADH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
R01630  protocatechuate,NADPH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
R01631  Protocatechuate:oxygen 3,4-oxidoreductase (decyclizing)
R01632  protocatechuate:oxygen 4,5-oxidoreductase (decyclizing)
R01976  (S)-3-Hydroxybutanoyl-CoA:NADP+ oxidoreductase
R02451  cyclohexa-1,5-diene-1-carbonyl-CoA:ferredoxin oxidoreductase (aromatizing, ATP-forming)
R02488  glutaryl-CoA:electron-transfer flavoprotein 2,3-oxidoreductase (decarboxylating)
R02589  3-hydroxybenzoate,NADH:oxygen oxidoreductase (6-hydroxylating)
R02601  4-hydroxy-2-oxopentanoate hydro-lyase (2-oxopent-4-enoate-forming)
R02602  4-Oxalocrotonate carboxy-lyase
R02604  2-hydroxymuconate-semialdehyde formylhydrolase
R02762  2-hydroxymuconate semialdehyde:NAD+ 6-oxidoreductase
R02763   
R02988  3-oxoadipate:NAD+ oxidoreductase
R02989  3-oxoadipate:NADP+ oxidoreductase
R02990  Succinyl-CoA:3-oxoadipate CoA-transferase
R02991  4-carboxymethylbut-3-en-4-olide enol-lactonohydrolase
R03026  (S)-3-hydroxybutanoyl-CoA hydro-lyase
R03028  glutaconyl-1-CoA carboxy-lyase
R03307  2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing)
R03308  3-carboxy-2,5-dihydro-5-oxofuran-2-acetate lyase (decyclizing)
R03470  4-Carboxymuconolactone carboxy-lyase
R03543  benzene,NADH:oxygene 1,2-oxidoreductase
R03892   
R03966   
R04061  Benzene-1,2,4-triol:oxygen 1,2-oxidoreductase (decyclizing)
R04223   
R04277  2-pyrone-4,6-dicarboxylate lactonohydrolase
R04278  2-hydroxy-2-hydropyrone-4,6-dicarboxylate:NAD+ 6-oxidoreductase
R04279  4-carboxy-2-hydroxymuconate semialdehyde hemiacetal:NADP+ 2-oxidoreductase
R04478  2-hydroxy-4-oxobutane-1,2,4-tricarboxylate 2,3-hydro-lyase
R04488   
R04489   
R05078   
R05156  2-aminobenzenesulfonate, NADH:oxygen oxidoreductase (2,3-hydroxylating, ammonia-forming)
R05249  Resorcinol,NADPH:oxogen oxidoreductase (2-hydroxylating)
R05305  3-hydroxypimeloyl-CoA:NAD+ oxidoreductase
R05311  pimeloyl-CoA:NAD+ oxidoreductase
R05316  benzoyl-CoA:acceptor oxidoreductase
R05579  glutaryl-CoA:(acceptor) 2,3-oxidoreductase (non-decarboxylating)
R05581  6-hydroxycyclohex-1-ene-1-carbonyl-CoA:NAD+ 6-oxidoreductase
R05582   
R05586   
R05592   
R05594  6-oxocyclohex-1-ene-1-carbonyl-CoA hydrolase (decyclizing)
R05597  6-hydroxycyclohex-1-ene-1-carbonyl-CoA hydro-lyase (cyclohexa-1,5-diene-1-carbonyl-CoA-forming)
R05600   
R05601   
R05609   
R05610   
R05619   
R05620   
R05621   
R05622   
R06989  2,5-Dihydro-5-oxofuran-2-acetate lyase (decyclizing)
R06990  (S)-5-oxo-2,5-dihydrofuran-2-acetate delta3-delat2-isomerase
R07795  2,3-dihydroxybenzenesulfonate 2,3-dioxygenase
R07839  4-oxalomesaconate keto---enol-isomerase
R09252  cyclohex-1-ene-1-carbonyl-CoA:electron transfer flavoprotein oxidoreductase
R09554  3,4-didehydroadipyl-CoA semialdehyde:NADP+ oxidoreductase
R09555  benzoyl-CoA,NADPH:oxygen oxidoreductase (2,3-epoxydizing)
R09556  2,3-epoxy-2,3-dihydrobenzoyl-CoA (3Z)-6-oxohex-3-enoyl-CoA-lyase (formate-forming)
R10042  benzene,NADH:oxygen oxidoreductase
R10043  phenol,NADH:oxygen oxidoreductase (2-hydroxylating)
R10601  cyclohexane-1-carbonyl-CoA:electron transfer flavoprotein oxidoreductase
R10961   
R11347  resorcinol,NADH:oxygen oxidoreductase (4-hydroxylating)
R11348  resorcinol,FADH2:oxygen oxidoreductase (4-hydroxylating)
R11353  2,6-dihydroxybenzoate carboxy-lyase
R11769   
Compound
C00022  Pyruvate
C00024  Acetyl-CoA
C00036  Oxaloacetate
C00084  Acetaldehyde
C00090  Catechol
C00091  Succinyl-CoA
C00146  Phenol
C00156  4-Hydroxybenzoate
C00180  Benzoate
C00196  2,3-Dihydroxybenzoate
C00230  3,4-Dihydroxybenzoate
C00332  Acetoacetyl-CoA
C00512  Benzoyl-CoA
C00527  Glutaryl-CoA
C00530  Hydroquinone
C00587  3-Hydroxybenzoate
C00596  2-Hydroxy-2,4-pentadienoate
C00628  2,5-Dihydroxybenzoate
C00682  2-Hydroxymuconate semialdehyde
C00846  3-Oxoadipate
C00877  Crotonoyl-CoA
C01063  Pimeloyl-CoA
C01144  (S)-3-Hydroxybutanoyl-CoA
C01163  3-Carboxy-cis,cis-muconate
C01278  2-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
C01407  Benzene
C01751  Resorcinol
C02222  2-Maleylacetate
C02232  3-Oxoadipyl-CoA
C02411  Glutaconyl-1-CoA
C02480  cis,cis-Muconate
C02501  2-Hydroxymuconate
C02519  4-Methoxybenzoate
C02814  Benzene-1,2,4-triol
C02949  4-Hydroxybenzoyl-CoA
C03453  gamma-Oxalocrotonate
C03586  2-Oxo-2,3-dihydrofuran-5-acetate
C03589  4-Hydroxy-2-oxopentanoate
C03671  2-Pyrone-4,6-dicarboxylate
C03676  3-Hydroxy-cis,cis-muconate
C04091  cis-1,2-Dihydrobenzene-1,2-diol
C04115  4-Carboxy-4-hydroxy-2-oxoadipate
C04324  (1E,3E)-4-Hydroxybuta-1,3-diene-1,2,4-tricarboxylate
C04434  (1E)-4-Oxobut-1-ene-1,2,4-tricarboxylate
C04480  3-Carboxy-2-hydroxymuconate semialdehyde
C04484  4-Carboxy-2-hydroxymuconate semialdehyde
C04553  3-Carboxy-2,5-dihydro-5-oxofuran-2-acetate
C05375  2-Hydroxy-2-hydropyrone-4,6-dicarboxylate
C06033  Parapyruvate
C06035  4-Methylene-2-oxoglutarate
C06321  (1R,6S)-1,6-Dihydroxycyclohexa-2,4-diene-1-carboxylate
C06322  Cyclohexa-1,5-diene-1-carbonyl-CoA
C06333  2-Aminobenzenesulfonate
C06336  3-Sulfocatechol
C06714  3-Hydroxypimeloyl-CoA
C06715  3-Oxopimeloyl-CoA
C06723  6-Carboxyhex-2-enoyl-CoA
C06749  6-Hydroxycyclohex-1-ene-1-carbonyl-CoA
C09809  Cyclohex-2,5-diene-1-carboxyl-CoA
C09810  Cyclohex-1,4-diene-1-carboxyl-CoA
C09811  Cyclohex-1-ene-1-carboxyl-CoA
C09812  2-Hydroxycyclohexane-1-carboxyl-CoA
C09813  2-Ketocyclohexane-1-carboxyl-CoA
C09821  6-Oxocyclohex-1-ene-1-carbonyl-CoA
C09822  Cyclohexane-1-carboxylate
C09823  Cyclohexane-1-carboxyl-CoA
C14144  5-Carboxy-2-pentenoyl-CoA
C14610  (S)-5-Oxo-2,5-dihydrofuran-2-acetate
C19682  3,4-Didehydroadipyl-CoA
C19683  3,4-Didehydroadipyl-CoA semialdehyde
C19684  2,3-Epoxy-2,3-dihydrobenzoyl-CoA
C21298  2,6-Dihydroxybenzoate
Reference
  Authors
Carmona M, Zamarro MT, Blazquez B, Durante-Rodriguez G, Juarez JF, Valderrama JA, Barragan MJ, Garcia JL, Diaz E
  Title
Anaerobic catabolism of aromatic compounds: a genetic and genomic view.
  Journal
Microbiol Mol Biol Rev 73:71-133 (2009)
DOI:10.1128/MMBR.00021-08
Reference
  Authors
Hara H, Masai E, Miyauchi K, Katayama Y, Fukuda M.
  Title
Characterization of the 4-carboxy-4-hydroxy-2-oxoadipate aldolase gene and operon structure of the protocatechuate 4,5-cleavage pathway genes in Sphingomonas paucimobilis SYK-6.
  Journal
J Bacteriol 185:41-50 (2003)
DOI:10.1128/JB.185.1.41-50.2003
Reference
  Authors
Maruyama K, Shibayama T, Ichikawa A, Sakou Y, Yamada S, Sugisaki H.
  Title
Cloning and characterization of the genes encoding enzymes for the protocatechuate meta-degradation pathway of Pseudomonas ochraceae NGJ1.
  Journal
Biosci Biotechnol Biochem 68:1434-41 (2004)
DOI:10.1271/bbb.68.1434
Reference
  Authors
Mampel J, Ruff J, Junker F, Cook AM.
  Title
The oxygenase component of the 2-aminobenzenesulfonate dioxygenase system from Alcaligenes sp. strain O-1.
  Journal
Microbiology 145 ( Pt 11):3255-64 (1999)
DOI:10.1099/00221287-145-11-3255
Reference
PMID:8002948
  Authors
Junker F, Field JA, Bangerter F, Ramsteiner K, Kohler HP, Joannou CL, Mason JR, Leisinger T, Cook AM.
  Title
Oxygenation and spontaneous deamination of 2-aminobenzenesulphonic acid in Alcaligenes sp. strain O-1 with subsequent meta ring cleavage and spontaneous desulphonation to 2-hydroxymuconic acid.
  Journal
Biochem J 300 ( Pt 2):429-36 (1994)
DOI:10.1042/bj3000429
Reference
PMID:8990279
  Authors
Harwood CS, Gibson J.
  Title
Shedding light on anaerobic benzene ring degradation: a process unique to prokaryotes?
  Journal
J Bacteriol 179:301-9 (1997)
DOI:10.1128/JB.179.2.301-309.1997
Reference
  Authors
Peters F, Shinoda Y, McInerney MJ, Boll M.
  Title
Cyclohexa-1,5-diene-1-carbonyl-coenzyme A (CoA) hydratases of Geobacter metallireducens and Syntrophus aciditrophicus: Evidence for a common benzoyl-CoA degradation pathway in facultative and strict anaerobes.
  Journal
J Bacteriol 189:1055-60 (2007)
DOI:10.1128/JB.01467-06
Reference
  Authors
Cowles CE, Nichols NN, Harwood CS.
  Title
BenR, a XylS homologue, regulates three different pathways of aromatic acid degradation in Pseudomonas putida.
  Journal
J Bacteriol 182:6339-46 (2000)
DOI:10.1128/JB.182.22.6339-6346.2000
Reference
  Authors
Smith MA, Weaver VB, Young DM, Ornston LN.
  Title
Genes for chlorogenate and hydroxycinnamate catabolism (hca) are linked to functionally related genes in the dca-pca-qui-pob-hca chromosomal cluster of Acinetobacter sp. strain ADP1.
  Journal
Appl Environ Microbiol 69:524-32 (2003)
DOI:10.1128/AEM.69.1.524-532.2003
Reference
  Authors
Kuntze K, Shinoda Y, Moutakki H, McInerney MJ, Vogt C, Richnow HH, Boll M
  Title
6-Oxocyclohex-1-ene-1-carbonyl-coenzyme A hydrolases from obligately anaerobic bacteria: characterization and identification of its gene as a functional marker for aromatic compounds degrading anaerobes.
  Journal
Environ Microbiol 10:1547-56 (2008)
DOI:10.1111/j.1462-2920.2008.01570.x
Reference
  Authors
Pelletier DA, Harwood CS
  Title
2-Hydroxycyclohexanecarboxyl coenzyme A dehydrogenase, an enzyme characteristic of the anaerobic benzoate degradation pathway used by Rhodopseudomonas palustris.
  Journal
J Bacteriol 182:2753-60 (2000)
DOI:10.1128/JB.182.10.2753-2760.2000
Reference
  Authors
Elshahed MS, Bhupathiraju VK, Wofford NQ, Nanny MA, McInerney MJ
  Title
Metabolism of benzoate, cyclohex-1-ene carboxylate, and cyclohexane carboxylate by "Syntrophus aciditrophicus" strain SB in syntrophic association with H(2)-using microorganisms.
  Journal
Appl Environ Microbiol 67:1728-38 (2001)
DOI:10.1128/AEM.67.4.1728-1738.2001
Reference
  Authors
Nogales J, Canales A, Jimenez-Barbero J, Serra B, Pingarron JM, Garcia JL, Diaz E
  Title
Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida.
  Journal
Mol Microbiol 79:359-74 (2011)
DOI:10.1111/j.1365-2958.2010.07448.x
Related
pathway
rn00010  Glycolysis / Gluconeogenesis
rn00020  Citrate cycle (TCA cycle)
rn00350  Tyrosine metabolism
rn00360  Phenylalanine metabolism
rn00361  Chlorocyclohexane and chlorobenzene degradation
rn00627  Aminobenzoate degradation
rn00790  Folate biosynthesis
KO pathway
ko00362   
LinkDB

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