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(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH
-
best substrate, stereospecific for the (1R,2S)-enantiomer, no activity with the (1S,2R)-enantiomer
-
-
?
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
(1S,2R)-1,2-dihydroxy-3-methylcyclohexa-3,5-diene + NAD+
?
-
-
-
-
?
(1S,2R)-1,2-dihydroxy-3-phenylcyclohexa-3,5-diene + NAD+
?
-
-
-
-
?
(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene + NAD+
?
-
stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
-
-
?
(1S,2S)-1,2-dihydroxy-3-chlorocyclohexa-3,5-diene + NAD+
?
-
stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
-
-
?
(1S,2S)-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene + NAD+
?
-
stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
-
-
?
(1S,2S)-1,2-dihydroxy-3-iodocyclohexa-3,5-diene + NAD+
?
-
stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
-
-
?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
2,3-dihydroxy-2,3-dihydrobiphenyl + NAD+
2,3-dihydroxybiphenyl + NADH + H+
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
anthracene 1,2-dihydrodiol + NAD+
anthracene 1,2-diol + NADH + H+
benzo(a)anthracene 1,2-dihydrodiol + NAD+
benzo(a)anthracene 1,2-diol + NADH + H+
benzo(a)pyrene-9,10-dihydrodiol + NAD+
9,10-dihydroxy-benzo(a)pyrene + NADH + H+
chrysene 3,4-dihydrodiol + NAD+
chrysene 3,4-diol + NADH + H+
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
cis-1,2-dihydrobenzene-1,2-diol + NAD+
benzene-1,2-diol + NADH
-
-
-
-
?
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH
-
-
-
-
?
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
cis-2,3-dihydro-2,3-dihydroxybiphenyl + NAD+
cis-2,3-dihydroxybiphenyl + NADH
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
fluoranthene 2,3-dihydrodiol + NAD+
2,3-dihydroxyfluoranthene + NADH + H+
-
-
-
-
?
naphthalene-1,2-dihydrodiol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
-
?
phenanthrene 3,4-dihydrodiol + NAD+
phenanthrene 3,4-diol + NADH + H+
-
-
-
-
?
pyrene 4,5-dihydrodiol + NAD+
4,5-dihydroxypyrene + NADH + H+
-
-
-
-
?
additional information
?
-
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
-
?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
-
substrate preference for the cis-naphthalene over the trans-naphthalene
-
-
?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
-
substrate preference for the cis-naphthalene over the trans-naphthalene
-
-
?
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
-
substrate preference for the cis-naphthalene over the trans-naphthalene
-
-
?
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
-
substrate preference for the cis-naphthalene over the trans-naphthalene
-
-
?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
-
-
-
?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
-
-
-
?
2,3-dihydroxy-2,3-dihydrobiphenyl + NAD+
2,3-dihydroxybiphenyl + NADH + H+
-
-
-
-
?
2,3-dihydroxy-2,3-dihydrobiphenyl + NAD+
2,3-dihydroxybiphenyl + NADH + H+
-
-
-
-
?
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
-
-
-
?
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
-
-
-
?
anthracene 1,2-dihydrodiol + NAD+
anthracene 1,2-diol + NADH + H+
-
-
-
-
?
anthracene 1,2-dihydrodiol + NAD+
anthracene 1,2-diol + NADH + H+
-
-
-
-
?
benzo(a)anthracene 1,2-dihydrodiol + NAD+
benzo(a)anthracene 1,2-diol + NADH + H+
-
-
-
-
?
benzo(a)anthracene 1,2-dihydrodiol + NAD+
benzo(a)anthracene 1,2-diol + NADH + H+
-
-
-
-
?
benzo(a)pyrene-9,10-dihydrodiol + NAD+
9,10-dihydroxy-benzo(a)pyrene + NADH + H+
-
-
-
-
?
benzo(a)pyrene-9,10-dihydrodiol + NAD+
9,10-dihydroxy-benzo(a)pyrene + NADH + H+
-
-
-
-
?
chrysene 3,4-dihydrodiol + NAD+
chrysene 3,4-diol + NADH + H+
-
-
-
-
?
chrysene 3,4-dihydrodiol + NAD+
chrysene 3,4-diol + NADH + H+
-
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
i.e. cis-naphthalene dihydrodiol, specific for (+)-isomers
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
-
?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
-
-
-
-
?
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
-
r
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
-
r
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
-
r
cis-2,3-dihydro-2,3-dihydroxybiphenyl + NAD+
cis-2,3-dihydroxybiphenyl + NADH
-
-
-
?
cis-2,3-dihydro-2,3-dihydroxybiphenyl + NAD+
cis-2,3-dihydroxybiphenyl + NADH
-
-
-
?
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
-
-
-
?
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
-
-
-
?
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
-
56% of activity with cis-naphthalene dihydrodiol
-
?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
-
-
-
-
?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
-
-
-
-
?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
-
-
-
?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
-
-
-
?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
-
4% of activity with cis-naphthalene dihydrodiol
-
?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
-
43% of activity with cis-naphthalene dihydrodiol
-
?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
-
48% of activity with cis-naphthalene dihydrodiol
-
?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
-
-
-
?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
-
-
-
?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
-
53% of activity with cis-naphtalene dihydrodiol
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
-
-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
-
26% of activity with cis-naphthalene dihydrodiol
-
?
additional information
?
-
-
substrate specificity and stereoselectivity, no oxidation of any vicinal alkene diol substrate
-
-
?
additional information
?
-
-
the enzyme is involved in coal depolymerisation processes
-
-
?
additional information
?
-
-
the enzyme is involved in coal depolymerisation processes
-
-
?
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0.0041
-
recombinant enzyme expressed in Escherichia coli
0.007
-
activity in extracts of cells grown on succinate, substrate cis-benzene diol
0.008
-
activity in extracts of cells grown on succinate, substrate 1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol
0.012
-
activity in extracts of cells grown on succinate, substrate cis-toluene diol
0.015 - 0.03
-
recombinant enzyme expressed in Escherichia coli
0.03
-
recombinant enzyme expressed in Escherichia coli, induction with salicylate
0.032
-
enzyme activity in crude extracts of strain PL6 grown on medium containing arginine and salicylate
0.036
-
activity in extracts of cells grown on tetralin, substrate cis-benzene diol
0.041
-
activity in extracts of cells grown on o-xylene, substrate cis-benzene diol
0.067
-
activity in extracts of cells grown on tetralin, substrate 1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol
0.084
-
activity in extracts of cells grown on o-xylene, substrate 1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol
0.09 - 0.182
-
recombinant enzyme expressed in Pseudomonas putida
0.096
-
activity in extracts of cells grown on o-xylene, substrate cis-toluene diol
0.103
-
activity in extracts of cells grown on tetralin, substrate cis-toluene diol
0.14
-
enzyme activity in crude extracts of strain C84-15
0.19
-
activity in crude extracts
0.205
-
enzyme activity in crude extracts of strain NP
0.21
-
enzyme activity in crude extracts of strain NCIB 9816
0.25
-
activity in crude extracts of strain NP
0.39
-
recombinant enzyme expressed in Pseudomonas putida strain AC10
0.42
-
activity in crude extracts of strain NCIB
0.62
-
activity in crude extracts of strain biotype A grown on benzene
0.94
-
activity in crude extracts of strain biotype A grown on toluene
12
-
purified enzyme, substrate (1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol
16
-
purified enzyme, substrate (1S,2R)-1,2-dihydroxy-3-phenylcyclohexa-3,5-diene
19
-
purified enzyme, substrate (1S,2S)-1,2-dihydroxy-3-chlorocyclohexa-3,5-diene
20
-
purified enzyme, substrate (1S,2S)-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene
20.6
-
purified enzyme, substrate (1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene
21.4
-
purified enzyme, substrate (1S,2S)-1,2-dihydroxy-3-iodocyclohexa-3,5-diene
22
-
purified enzyme, substrate (1S,2R)-1,2-dihydroxy-3-methylcyclohexa-3,5-diene
26
-
purified enzyme, substrate cis-1,2-dihydrobenzene-1,2-diol
additional information
-
-
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Barriault, D.; Vedadi, M.; Powlowski, J.; Sylvestre, M.
cis-2,3-Dihydro-2,3-dihydroxybiphenyl dehydrogenase and cis-1,2-dihydro-1,2-dihydroxynaphathalene dehydrogenase catalyze dehydrogenation of the same range of substrates
Biochem. Biophys. Res. Commun.
260
181-187
1999
Pseudomonas putida, Pseudomonas putida G7
brenda
Schell, M.A.
Cloning and expression in Escherichia coli of the naphthalene degradation genes from plasmid NAH7
J. Bacteriol.
153
822-829
1983
Pseudomonas putida
brenda
Serdar, C.M.; Gibson, D.T.
Isolation and characterization of altered plasmids in mutant strains of Pseudomonas putida NCIB 9816
Biochem. Biophys. Res. Commun.
164
764-771
1989
Pseudomonas putida
brenda
Serdar, C.M.; Gibson, D.T.
Studies of nucleotide sequence homology between naphthalene-utilizing strains of bacteria
Biochem. Biophys. Res. Commun.
164
772-779
1989
Pseudomonas putida
brenda
Durham, D.R.; Roehl, R.A.; Flickinger, J.L.; Gifford, J.E.; Wattam, R.E.
Genetic engineering in Pseudomonas: cloning and expression of catabolic genes
Dev. Ind. Microbiol.
25
163-174
1984
Pseudomonas putida
-
brenda
Patel, T.R.; Gibson, D.T.
Purification and properties of (plus)-cis-naphthalene dihydrodiol dehydrogenase of Pseudomonas putida
J. Bacteriol.
119
879-888
1974
Pseudomonas putida
brenda
Patel, T.R.; Gibson, D.T.
Bacterial cis-dihydrodiol dehydrogenases: comparison of physicochemical and immunological protperties
J. Bacteriol.
128
842-850
1976
Nocardia sp., Pseudomonas putida
brenda
Sikkema, J.; De Bont, J.A.M.
Metabolism of tetralin (1,2,3,4-tetrahydronaphthalene) in Corynebacterium sp. strain C125
Appl. Environ. Microbiol.
59
567-572
1993
Corynebacterium sp., Corynebacterium sp. C125
brenda
Kulakov, L.A.; Allen, C.C.R.; Lipscomb, D.A.; Larkin, M.J.
Cloning and characterization of a novel cis-naphthalene dihydrodiol dehydrogenase gene (narB) from Rhodococcus sp. NCIMB120381
FEMS Microbiol. Lett.
182
327-331
2000
Rhodococcus sp., Rhodococcus sp. NCIMB12038
brenda
Allen, C.C.R.; Walker, C.E.; Sharma, N.D.; Kerley, N.A.; Boyd, D.R.; Dalton, H.
Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates
Biocatal. Biotransform.
20
257-264
2002
Pseudomonas putida, Pseudomonas putida 8859
-
brenda
Jouanneau, Y.; Meyer, C.
Purification and characterization of an arene cis-dihydrodiol dehydrogenase endowed with broad substrate specificity toward polycyclic aromatic hydrocarbon dihydrodiols
Appl. Environ. Microbiol.
72
4726-4734
2006
Novosphingobium aromaticivorans, Novosphingobium aromaticivorans CHY-1
brenda
Silva-Stenico, M.E.; Vengadajellum, C.J.; Janjua, H.A.; Harrison, S.T.; Burton, S.G.; Cowan, D.A.
Degradation of low rank coal by Trichoderma atroviride ES11
J. Ind. Microbiol. Biotechnol.
34
625-631
2007
Trichoderma atroviride, Trichoderma atroviride ES11
brenda
Sello, G.; Bernasconi, S.; Orsini, F.; Mattavelli, P.; Di Gennaro, P.; Bestetti, G.
Biocatalyst expressing cis-naphthalene dihydrodiol dehydrogenase from Pseudomonas fluorescens N3 catalyzes alcohol and 1,2-diol dehydrogenase reactions
J. Mol. Catal. B
52-53
67-73
2008
Pseudomonas fluorescens, Pseudomonas fluorescens N3
-
brenda
Costa, D.M.; Costa, M.A.; Guimaraes, S.L.; Coitinho, J.B.; Gomez, S.V.; Brandao, T.A.; Nagem, R.A.
A combined approach for enhancing the stability of recombinant cis-dihydrodiol naphthalene dehydrogenase from Pseudomonas putida G7 allowed for the structural and kinetic characterization of the enzyme
Protein Expr. Purif.
132
50-59
2017
Pseudomonas putida (Q9R9Y8), Pseudomonas putida G7 (Q9R9Y8), Pseudomonas putida G7
brenda
Copado, J.; Sandoval, R.; Castellanos, A.; Padilla-Vaca, F.; Franco, B.
A protein complex bearing an oxidase with napthalene dihydrodiol dehydrogenase activity is induced in Mucor circinelloides strain YR-1 during growth on polycyclic aromatic compounds
Antonie van Leeuwenhoek
111
297-309
2018
Mucor circinelloides, Mucor circinelloides YR-1
brenda
Park, A.K.; Kim, H.; Kim, I.S.; Roh, S.J.; Shin, S.C.; Lee, J.H.; Park, H.; Kim, H.W.
Crystal structure of cis-dihydrodiol naphthalene dehydrogenase (NahB) from Pseudomonas sp. MC1 Insights into the early binding process of the substrate
Biochem. Biophys. Res. Commun.
491
403-408
2017
Pseudomonas sp. MC1 (G9G7I7)
brenda
Miyazawa, D.; Thanh, L.T.H.; Tani, A.; Shintani, M.; Loc, N.H.; Hatta, T.; Kimbara, K.
Isolation and characterization of genes responsible for naphthalene degradation from thermophilic naphthalene degrader, Geobacillus sp. JF8
Microorganisms
8
44
2019
Geobacillus genomosp. 3
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