KEGG   PATHWAY: rn00626
Entry
rn00626                     Pathway                                
Name
Naphthalene degradation
Class
Metabolism; Xenobiotics biodegradation and metabolism
Pathway map
rn00626  Naphthalene degradation
rn00626

Module
M00534  Naphthalene degradation, naphthalene => salicylate [PATH:rn00626]
M00638  Salicylate degradation, salicylate => gentisate [PATH:rn00626]
Other DBs
UMBBD: naph nphs 1mna npa 2mna 2mna2
Reaction
R00818  salicylate,NADH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
R02941  salicylaldehyde:NAD+ oxidoreductase
R02968  naphthalene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R04115  cis-1,2-dihydronaphthalene-1,2-diol:NAD+ 1,2-oxidoreductase
R04117  naphthalene-1,2-diol:oxygen oxidoreductase
R05136  (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate hydro-lyase
R05137  2-hydroxy-2H-chromene-2-carboxylate---(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate isomerase
R06898   
R06899   
R06900   
R06901   
R06902   
R06903   
R06904   
R06905   
R06906   
R06907   
R06908   
R06909  naphthalene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06910  cis-1,2-dihydronaphthalene-1,2-diol:NAD+ 1,2-oxidoreductase
R06911   
R06912   
R06913   
R06914   
R06915  salicylate,NADH:oxygen oxidoreductase (1-hydroxylating,decarboxylating)
R06916   
R06917  1-hydroxymethylnaphthalene:NAD+ oxidoreductase
R06918   
R06919   
R06920   
R06921   
R06922   
R06923   
R06924   
R06925   
R06926   
R06927  (2-naphthyl)methanol:NAD+ oxidoreductase
R06928   
R06929   
R06930  naphthalene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06931  cis-1,2-dihydronaphthalene-1,2-diol:NAD+ 1,2-oxidoreductase
R06932   
R06933   
R06934   
R06935   
R06936  salicylate,NADH:oxygen oxidoreductase (1-hydroxylating,decarboxylating)
R06937  naphthalene,NADH:oxygen oxidoreductase (1,2-hydroxylating)
R06938   
R06939  salicylate,NADH:oxygen oxidoreductase (1-hydroxylating,decarboxylating)
R07682  naphthalene disulfonate 1,2-dioxygenase
R07683  naphthalene disulfonate 1,2-dioxygenase
R07684   
R07685   
R07686   
R07698  naphthalene disulfonate 1,2-dioxygenase
R07699  naphthalene disulfonate 1,2-dioxygenase
R07709  salicylate,NADH:oxygen oxidoreductase (5-hydroxylating)
R07710  salicylate,NADPH:oxygen oxidoreductase (5-hydroxylating)
R07881   
Compound
C00090  Catechol
C00091  Succinyl-CoA
C00628  2,5-Dihydroxybenzoate
C00805  Salicylate
C00829  Naphthalene
C02909  (2-Naphthyl)methanol
C02923  2,3-Dihydroxytoluene
C03012  Naphthalene-1,2-diol
C03203  1-Hydroxy-2-naphthoate
C04314  cis-1,2-Dihydronaphthalene-1,2-diol
C06202  Salicylaldehyde
C06203  trans-o-Hydroxybenzylidenepyruvate
C06204  2-Hydroxychromene-2-carboxylate
C06730  4-Methylcatechol
C14082  1-Methylnaphthalene
C14083  cis-1,2-Dihydroxy-1,2-dihydro-8-methylnaphthalene
C14084  1,2-Dihydroxy-8-methylnaphthalene
C14085  2-Hydroxy-8-methylchromene-2-carboxylate
C14086  2-Hydroxy-3-methylbenzalpyruvate
C14087  3-Methylsalicylaldehyde
C14088  3-Methylsalicylate
C14089  1-Hydroxymethylnaphthalene
C14090  1-Naphthaldehyde
C14091  1-Naphthoic acid
C14092  cis-1,2-Dihydroxy-1,2-dihydro-8-carboxynaphthalene
C14093  1,2-Dihydroxy-8-carboxynaphthalene
C14094  2-Carboxy-2-hydroxy-8-carboxychromene
C14095  2-Hydroxy-3-carboxybenzalpyruvate
C14096  3-Formylsalicylic acid
C14097  2-Hydroxyisophthalic acid
C14098  2-Methylnaphthalene
C14099  2-Naphthaldehyde
C14100  4-Formylsalicylic acid
C14101  2-Naphthoic acid
C14102  cis-1,2-Dihydroxy-1,2-dihydro-7-methylnaphthalene
C14103  4-Methylsalicylate
C14104  cis-1,2-Dihydroxy-1,2-dihydro-7-hydroxymethylnaphthalene
C14105  1,2-Dihydroxy-7-hydroxymethylnaphthalene
C14106  2-Hydroxy-7-hydroxymethylchromene-2-carboxylate
C14107  2-Hydroxy-4-hydroxymethylbenzalpyruvate
C14108  4-Hydroxymethylsalicylaldehyde
C14109  4-Hydroxymethylsalicylate
C14110  4-Hydroxymethylcatechol
C14111  5,6,7,8-Tetrahydro-2-naphthoic acid
C14112  cis-2-Carboxycyclohexyl-acetic acid
C14113  Decahydro-2-naphthoic acid
C14114  Tetralin
C14115  2-Naphtylmethylsuccinic acid
C14116  Naphthyl-2-methyl-succinyl-CoA
C14117  Naphthyl-2-methylene-succinyl-CoA
C14118  Naphthyl-2-hydroxymethyl-succinyl CoA
C14119  Naphthyl-2-oxomethyl-succinyl-CoA
C14120  2-Naphthoyl-CoA
C16193  1,6-Naphthalenedisulfonic acid
C16194  2,6-Naphthalenedisulfonic acid
C16196  1,2-Dihydroxynaphthalene-6-sulfonate
C16198  (Z)-4-(2-Hydroxy-5-sulfonatophenyl)-2-oxo-3-butenoate
C16199  5-Sulfosalicylate
C16201  1-Naphthalenesulfonic acid
C16202  2-Naphthalenesulfonic acid
Reference
  Authors
Kim SJ, Kweon O, Freeman JP, Jones RC, Adjei MD, Jhoo JW, Edmondson RD, Cerniglia CE.
  Title
Molecular cloning and expression of genes encoding a novel dioxygenase involved in low- and high-molecular-weight polycyclic aromatic hydrocarbon degradation in Mycobacterium vanbaalenii PYR-1.
  Journal
Appl Environ Microbiol 72:1045-54 (2006)
DOI:10.1128/AEM.72.2.1045-1054.2006
Reference
PMID:8226631
  Authors
Denome SA, Stanley DC, Olson ES, Young KD
  Title
Metabolism of dibenzothiophene and naphthalene in Pseudomonas strains: complete DNA sequence of an upper naphthalene catabolic pathway.
  Journal
J Bacteriol 175:6890-901 (1993)
DOI:10.1128/JB.175.21.6890-6901.1993
Reference
PMID:1447127
  Authors
Eaton RW, Chapman PJ
  Title
Bacterial metabolism of naphthalene: construction and use of recombinant bacteria to study ring cleavage of 1,2-dihydroxynaphthalene and subsequent reactions.
  Journal
J Bacteriol 174:7542-54 (1992)
DOI:10.1128/JB.174.23.7542-7554.1992
Reference
PMID:8981987
  Authors
Morawski B, Eaton RW, Rossiter JT, Guoping S, Griengl H, Ribbons DW
  Title
2-Naphthoate catabolic pathway in Burkholderia strain JT 1500.
  Journal
J Bacteriol 179:115-21 (1997)
DOI:10.1128/JB.179.1.115-121.1997
Reference
  Authors
Safinowski M, Meckenstock RU
  Title
Enzymatic reactions in anaerobic 2-methylnaphthalene degradation by the sulphate-reducing enrichment culture N 47.
  Journal
FEMS Microbiol Lett 240:99-104 (2004)
DOI:10.1016/j.femsle.2004.09.014
Reference
  Authors
Annweiler E, Materna A, Safinowski M, Kappler A, Richnow HH, Michaelis W, Meckenstock RU
  Title
Anaerobic degradation of 2-methylnaphthalene by a sulfate-reducing enrichment culture.
  Journal
Appl Environ Microbiol 66:5329-33 (2000)
DOI:10.1128/AEM.66.12.5329-5333.2000
Reference
  Authors
Annweiler E, Michaelis W, Meckenstock RU
  Title
Identical ring cleavage products during anaerobic degradation of naphthalene, 2-methylnaphthalene, and tetralin indicate a new metabolic pathway.
  Journal
Appl Environ Microbiol 68:852-8 (2002)
DOI:10.1128/AEM.68.2.852-858.2002
Reference
  Authors
Aitken CM, Jones DM, Larter SR
  Title
Anaerobic hydrocarbon biodegradation in deep subsurface oil reservoirs.
  Journal
Nature 431:291-4 (2004)
DOI:10.1038/nature02922
Reference
  Authors
Selesi D, Jehmlich N, von Bergen M, Schmidt F, Rattei T, Tischler P, Lueders T, Meckenstock RU
  Title
Combined genomic and proteomic approaches identify gene clusters involved in anaerobic 2-methylnaphthalene degradation in the sulfate-reducing enrichment culture N47.
  Journal
J Bacteriol 192:295-306 (2010)
DOI:10.1128/JB.00874-09
Related
pathway
rn00350  Tyrosine metabolism
rn00362  Benzoate degradation
rn00622  Xylene degradation
KO pathway
ko00626   

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