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1.14.17.1: dopamine beta-monooxygenase

This is an abbreviated version!
For detailed information about dopamine beta-monooxygenase, go to the full flat file.

Word Map on EC 1.14.17.1

Reaction

dopamine
+ 2 ascorbate +
O2
=
noradrenaline
 + 2 monodehydroascorbate +
H2O

Synonyms

3,4-dihydroxy-phenylethylamine, ascorbate: oxygen oxidoreductase (3-hydroxylating), 3,4-dihydroxyphenethylamine beta-oxidase, 3,4-dihydroxyphenylethylamine beta-hydoxylase, 4-(2-aminoethyl)pyrocatechol beta-oxidase, DbetaH, DbetaM, DBH, DBM, Dopa beta-hydroxylase, dopamine beta hydroxylase, dopamine beta-hydrolase, dopamine beta-hydroxylase, dopamine beta-mono-oxygenase, dopamine beta-monooxygenase, dopamine beta-oxidase, dopamine hydroxylase, dopamine(3,4-dihydroxyphenethylamine)beta-mono-oxygenase, dopamine-B-hydroxylase, dopamine-beta hydroxylase, dopamine-beta-hydroxylase, dopamine-beta-monooxygenase, EC 1.14.2.1, gDBH, LvDBH, MDBH, oxygenase, dopamine beta-mono-, pDbetaH, phenylamine beta-hydroxylase, plasma DbetaH activity, plasma dopamine beta-hydroxylase, plDbetaH, SDBH, TBetaM, tyramine beta-monooxygenase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.17 With reduced ascorbate as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.17.1 dopamine beta-monooxygenase

Substrates Products

Substrates Products on EC 1.14.17.1 - dopamine beta-monooxygenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-(4-hydroxybenzyl)imidazole + ascorbate + O2
4-hydroxybenzaldehyde + dehydroascorbate + H2O + ?
show the reaction diagram
-
-
-
?
1-(4-hydroxybenzyl)imidazole + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
1-phenyl-1-aminomethylethene + ascorbate + O2
2,3-dihydroxy-2-phenylpropylamine + dehydroascorbate + H2O + ?
show the reaction diagram
-
ascorbate and ferrocyanide can function as a electron donors
-
?
1-phenylethylamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-(4-hydroxyphenyl)prop-2-enylamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-aminoindane + ascorbate + O2
trans-(1S,2S)-2-amino-1-indanol + H2O
show the reaction diagram
-
Stereochemistry is in contrast to the stereochemical course of pro-R hydroxylation of the DBH/phenethylamine reaction. Studies with stereospecifically deuterium labelled substrate show that the production of (1S)-aminoindanol ir the result of sterospecific pro-S hydrogen abstraction followed by the oxygen binding with overall retention of configuration
-
?
2-bromo-3-(p-hydroxyphenyl)-1-propene + ascorbate + O2
2-bromo-3-hydroxy-3-(p-hydroxyphenyl)-1-propene + H2O
show the reaction diagram
-
-
-
?
2-chlorophenethylamine + ascorbate + O2
2-amino-1-chloro-1-phenylethanol + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
2-hydroxyphenethylamine + ascorbate + O2
2-amino-1-phenylethane-1,1-diol + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
2-phenylethylamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-phenylprop-2-enylamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3,4-dihydroxyphenethylamine + ascorbate + O2
noradrenaline + dehydroascorbate + H2O
show the reaction diagram
3-phenylpropylamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-hydroxy-alpha-methylstyrene + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-hydroxybenzyl cyanide + ascorbate + O2
4-hydroxymandelonitrile + dehydroascorbate + H2O
show the reaction diagram
-
and benzyl cyanide analogs
-
?
4-hydroxyphenyl-2-aminoethyl sulfide + ascorbate + O2
4-hydroxyphenyl-2-aminoethyl sulfoxide + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
4-hydroxyphenyl-2-aminopropyl selenide + ascorbate + O2
4-hydroxyphenyl-2-aminopropyl selenoxide + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
beta,beta-dideuterated tyramine + ascorbate + O2
octopamine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
dopamine + ascorbate + O2
noradrenaline + dehydroascorbate + H2O
show the reaction diagram
dopamine + ascorbate + O2
norepinephrine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
dopamine + D-araboascorbic acid + O2
?
show the reaction diagram
-
-
-
-
r
dopamine + D-xyloascorbic acid + O2
?
show the reaction diagram
-
-
-
-
r
dopamine + L-araboascorbic acid + O2
?
show the reaction diagram
-
-
-
-
r
N-phenylethylenediamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
octopamine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
phenyl 2-aminoethyl sulfide + ascorbate + O2
phenyl-2-aminoethyl sulfoxide + dehydroascorbate + H2O
show the reaction diagram
phenylacetaldehyde + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
phenylaminoethyl sulfide + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
phenylethylamine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
tyramine + ascorbate + ferrocyanide
octopamine + dehydroascorbate + ?
show the reaction diagram
-
-
-
-
?
tyramine + ascorbate + N,N,N',N'-tetramethyl-p-phenylenediamine
octopamine + dehydroascorbate + ?
show the reaction diagram
-
-
-
-
?
tyramine + ascorbate + N,N-dimethyl-p-phenylenediamine
octopamine + dehydroascorbate + ?
show the reaction diagram
-
-
-
-
?
tyramine + ascorbate + O2
octopamine + dehydroascorbate + H2O
show the reaction diagram
tyramine + N-(4-chlorophenyl)-N'-hydroxyguanidine + O2
octopamine + 1-(4-chlorophenyl)urea + (4-chlorophenyl)cyanamide + 1-oxo-2-(4-chlorophenyl)guanidine + H2O
show the reaction diagram
-
-
-
-
?
tyramine + N-(4-isopropylphenyl)-N'-hydroxyguanidine + O2
octopamine + 1-(4-isopropylphenyl)urea + (4-isopropylphenyl)cyanamide + 1-oxo-2-(4-isopropylphenyl)guanidine + H2O
show the reaction diagram
-
33% of the activity with N-(4-methoxyphenyl)-N‘-hydroxyguanidine
-
-
?
tyramine + N-(4-methoxyphenyl)-N'-hydroxyguanidine + O2
octopamine + 1-(4-methoxyphenyl)urea + (4-methoxyphenyl)cyanamide + 1-oxo-2-(4-methoxyphenyl)guanidine + H2O
show the reaction diagram
-
-
-
-
?
tyramine + N-(4-methylphenyl)-N'-hydroxyguanidine + O2
octopamine + 1-(4-methylphenyl)urea + (4-methylphenyl)cyanamide + 1-oxo-2-(4-methylphenyl)guanidine + H2O
show the reaction diagram
-
116% of the activity with N-(4-methoxyphenyl)-N‘-hydroxyguanidine
-
-
?
tyramine + N-(4-trifluoromethylphenyl)-N'-hydroxyguanidine + O2
octopamine + 1-(4-trifluoromethylphenyl)urea + (4-trifluoromethylphenyl)cyanamide + 1-oxo-2-(4-trifluoromethylphenyl)guanidine + H2O
show the reaction diagram
-
16% of the activity with N-(4-methoxyphenyl)-N‘-hydroxyguanidine
-
-
?
additional information
?
-