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Information on EC 1.3.1.29 - cis-1,2-dihydro-1,2-dihydroxynaphthalene dehydrogenase
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1.3.1.29 cis-1,2-dihydro-1,2-dihydroxynaphthalene dehydrogenaseIUBMB Comments
Also acts, at half the rate, on cis-anthracene dihydrodiol and cis-phenanthrene dihydrodiol.
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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
naphthalene dihydrodiol dehydrogenase, 1,2-dihydro-1,2-dihydroxynaphthalene dehydrogenase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(+)-cis-naphthalene dihydrodiol dehydrogenase
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-
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1,2-dihydro-1,2-dihydroxynaphthalene dehydrogenase
arene cis-dihydrodiol dehydrogenase
cis-1,2-dihydroxy-1,2-dihydronaphthalene dehydrogenase
cis-dihydrodiol naphthalene dehydrogenase
cis-naphthalene dihydrodiol dehydrogenase
dehydrogenase, 1,2-dihydro-1,2-dihydroxynaphthalene
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-
-
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NahB
naphthalene cis-dihydrodiol dehydrogenase
naphthalene dihydrodiol dehydrogenase
ncd
NDDH
NDDPI
PDDH
polycyclic aromatic hydrocarbons dihydrodiol dehydrogenase
1,2-dihydro-1,2-dihydroxynaphthalene dehydrogenase
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cis-dihydrodiol naphthalene dehydrogenase
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cis-naphthalene dihydrodiol dehydrogenase
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naphthalene dihydrodiol dehydrogenase
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polycyclic aromatic hydrocarbons dihydrodiol dehydrogenase
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polycyclic aromatic hydrocarbons dihydrodiol dehydrogenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+ = naphthalene-1,2-diol + NADH + H+
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY SOURCE
PATHWAYS
KEGG
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SYSTEMATIC NAME
IUBMB Comments
cis-1,2-dihydronaphthalene-1,2-diol:NAD+ 1,2-oxidoreductase
Also acts, at half the rate, on cis-anthracene dihydrodiol and cis-phenanthrene dihydrodiol.
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CAS REGISTRY NUMBER
COMMENTARY
53986-49-5
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH
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best substrate, stereospecific for the (1R,2S)-enantiomer, no activity with the (1S,2R)-enantiomer
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-
?
(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene + NAD+
?
-
stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
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-
?
(1S,2S)-1,2-dihydroxy-3-chlorocyclohexa-3,5-diene + NAD+
?
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stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
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-
?
(1S,2S)-1,2-dihydroxy-3-fluorocyclohexa-3,5-diene + NAD+
?
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stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
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-
?
(1S,2S)-1,2-dihydroxy-3-iodocyclohexa-3,5-diene + NAD+
?
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stereospecific for the (1S,2S)-enantiomer, no activity with the (1R,2R)-enantiomer
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-
?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH
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-
-
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?
fluoranthene 2,3-dihydrodiol + NAD+
2,3-dihydroxyfluoranthene + NADH + H+
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?
naphthalene-1,2-dihydrodiol + NAD+
naphthalene-1,2-diol + NADH + H+
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-
-
-
?
phenanthrene 3,4-dihydrodiol + NAD+
phenanthrene 3,4-diol + NADH + H+
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-
-
-
?
pyrene 4,5-dihydrodiol + NAD+
4,5-dihydroxypyrene + NADH + H+
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?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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-
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?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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-
?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
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substrate preference for the cis-naphthalene over the trans-naphthalene
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?
(1R,2S)-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
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substrate preference for the cis-naphthalene over the trans-naphthalene
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?
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
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substrate preference for the cis-naphthalene over the trans-naphthalene
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-
?
(1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol + NADP+
naphthalene-1,2-diol + NADH + H+
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substrate preference for the cis-naphthalene over the trans-naphthalene
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-
?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
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?
1,2,5,6,7,8-hexahydro-cis-1,2-naphthalene diol + NAD+
5,6,7,8-tetrahydro-1,2-naphthalene diol + NADH + H+
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?
2,3-dihydroxy-2,3-dihydrobiphenyl + NAD+
2,3-dihydroxybiphenyl + NADH + H+
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?
2,3-dihydroxy-2,3-dihydrobiphenyl + NAD+
2,3-dihydroxybiphenyl + NADH + H+
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?
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
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?
3,4-dihydro-3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NAD+
3,4-dihydroxy-2,2',5,5'-tetrachlorobiphenyl + NADH
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?
anthracene 1,2-dihydrodiol + NAD+
anthracene 1,2-diol + NADH + H+
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?
anthracene 1,2-dihydrodiol + NAD+
anthracene 1,2-diol + NADH + H+
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?
benzo(a)anthracene 1,2-dihydrodiol + NAD+
benzo(a)anthracene 1,2-diol + NADH + H+
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?
benzo(a)anthracene 1,2-dihydrodiol + NAD+
benzo(a)anthracene 1,2-diol + NADH + H+
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?
benzo(a)pyrene-9,10-dihydrodiol + NAD+
9,10-dihydroxy-benzo(a)pyrene + NADH + H+
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?
benzo(a)pyrene-9,10-dihydrodiol + NAD+
9,10-dihydroxy-benzo(a)pyrene + NADH + H+
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?
chrysene 3,4-dihydrodiol + NAD+
chrysene 3,4-diol + NADH + H+
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?
chrysene 3,4-dihydrodiol + NAD+
chrysene 3,4-diol + NADH + H+
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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i.e. cis-naphthalene dihydrodiol, specific for (+)-isomers
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene + NAD+
1,2-dihydroxynaphthalene + NADH
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?
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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r
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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r
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH + H+
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r
cis-2,3-dihydro-2,3-dihydroxybiphenyl + NAD+
cis-2,3-dihydroxybiphenyl + NADH
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?
cis-2,3-dihydro-2,3-dihydroxybiphenyl + NAD+
cis-2,3-dihydroxybiphenyl + NADH
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?
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
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-
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?
cis-anthracene dihydrodiol + NAD+
1,2-dihydroxyanthracene + NADH
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56% of activity with cis-naphthalene dihydrodiol
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?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
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?
cis-benzene dihydrodiol + NAD+
1,2-dihydroxybenzene + NADH
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4% of activity with cis-naphthalene dihydrodiol
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?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-biphenyl dihydrodiol + NAD+
3-phenyl-1,2-dihydroxybenzene + NADH
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43% of activity with cis-naphthalene dihydrodiol
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?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
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-
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?
cis-ethylbenzene dihydrodiol + NAD+
3-ethyl-1,2-dihydroxybenzene + NADH
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48% of activity with cis-naphthalene dihydrodiol
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?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
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-
-
?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
-
-
-
?
cis-phenanthrene dihydrodiol + NAD+
3,4-dihydroxyphenanthrene + NADH
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53% of activity with cis-naphtalene dihydrodiol
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?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
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-
-
?
cis-toluene dihydrodiol + NAD+
3-methyl-1,2-dihydroxybenzene + NADH
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26% of activity with cis-naphthalene dihydrodiol
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?
additional information
?
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substrate specificity and stereoselectivity, no oxidation of any vicinal alkene diol substrate
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?
additional information
?
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the enzyme is involved in coal depolymerisation processes
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?
additional information
?
-
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the enzyme is involved in coal depolymerisation processes
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?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
cis-1,2-dihydronaphthalene-1,2-diol + NAD+
naphthalene-1,2-diol + NADH
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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 + NAD+
naphthalene-1,2-diol + NADH + H+
-
-
-
?
additional information
?
-
-
the enzyme is involved in coal depolymerisation processes
-
-
?
additional information
?
-
-
the enzyme is involved in coal depolymerisation processes
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.16
NAD+
-
at pH 7.0, with biphenyl 2,3-dihydrodiol as substrate
12.74
NADP+
-
pH 8.5, 25°C, cosubstrate: (1R,2S)-cis-1,2-dihydronaphthalene-1,2-diol
23.55
NADP+
-
pH 8.5, 25°C, cosubstrate: (1R,2S)-trans-1,2-dihydronaphthalene-1,2-diol
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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
0.03
-
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
0.096
-
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
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
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE