Information on EC 1.14.13.238 - dimethylamine monooxygenase

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
1.14.13.238
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RECOMMENDED NAME
GeneOntology No.
dimethylamine monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
dimethylamine + NADPH + H+ + O2 = methylamine + formaldehyde + NADP+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
trimethylamine degradation
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SYSTEMATIC NAME
IUBMB Comments
dimethylamine,NADPH:oxygen oxidoreductase (formaldehyde-forming)
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
dibutylamine + NADH + H+ + O2
butylamine + acetaldehyde + NAD+ + H2O
show the reaction diagram
diethylamine + NADH + H+ + O2
ethylamine + acetaldehyde + NAD+ + H2O
show the reaction diagram
diethylmethylamine + NADH + H+ + O2
?
show the reaction diagram
dimethylamine + NADH + H+ + O2
methylamine + formaldehyde + NAD+ + H2O
show the reaction diagram
dimethylamine + NADPH + H+ + O2
methylamine + formaldehyde + NADP+ + H2O
show the reaction diagram
dimethylethylamine + NADH + H+ + O2
?
show the reaction diagram
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?
dipropylamine + NADH + H+ + O2
propylamine + acetaldehyde + NAD+ + H2O
show the reaction diagram
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?
ethyl-n-propylamine + NADH + H+ + O2
?
show the reaction diagram
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22% activity compared to dimethylamine
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?
ethylamine + NADH + H+ + O2
?
show the reaction diagram
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65% activity compared to dimethylamine
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?
ethylbutylarnine + NADH + H+ + O2
?
show the reaction diagram
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?
ethylpropylamine + NADH + H+ + O2
?
show the reaction diagram
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?
methyl-n-propylamine + NADH + H+ + O2
?
show the reaction diagram
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87% activity compared to dimethylamine
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?
methylbutylamine + NADH + H+ + O2
?
show the reaction diagram
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?
methylerhylamine + NADH + H+ + O2
?
show the reaction diagram
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?
methylethanolamine + NADH + H+ + O2
?
show the reaction diagram
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?
methylisopropylamine + NADH + H+ + O2
?
show the reaction diagram
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?
methyloctylarnine + NADH + H+ + O2
?
show the reaction diagram
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?
methylpropylamine + NADH + H+ + O2
?
show the reaction diagram
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?
n-butylmethylamine + NADH + H+ + O2
?
show the reaction diagram
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54% activity compared to dimethylamine
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?
n-methylethanolamine + NADH + H+ + O2
?
show the reaction diagram
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19% activity compared to dimethylamine
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?
propylbutylamine + NADH + H+ + O2
?
show the reaction diagram
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?
triethylamine + NADH + H+ + O2
?
show the reaction diagram
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?
trimethylamine + NADH + H+ + O2
?
show the reaction diagram
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
dimethylamine + NADPH + H+ + O2
methylamine + formaldehyde + NADP+ + H2O
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,2'-bipyridyl
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12.7% inhibition at 0.5 mM
carbon monoxide
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complete inhibition at 30 s bubbling
Cuprizone
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4.9% inhibition at 12.5 mM
Dimethylamine
EDTA
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9.8% inhibition at 2.5 mM
hydroxylammonium chloride
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99% inhibition at 0.5 mM
Lilly 53325
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65.6% inhibition at 0.5 mM
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mercaptoethanol
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67.3% inhibition at 0.5 mM
pargyline hydrochloride
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15.7% inhibition at 1.16 mM
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potassium cyanide
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78.7% inhibition at 0.5 mM
Proadifen hydrochloride
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71.7% inhibition at 0.5 mM
Sodium azide
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14.6% inhibition at 5 mM
Sodium mersalyl
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96.4% inhibition at 0.5 mM
sodium p-hydroxymercuribenzoate
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94.1% inhibition at 0.2 mM
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Tetramethylammonium chloride
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20.7% inhibition at 5 mM
trans-2-phenylcyclopropylamine
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60.6% inhibition at 0.25 mM
additional information
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0283
dibutylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.0217 - 0.345
Diethylamine
0.000833
diethylmethylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
0.0368 - 0.0665
Dimethylamine
0.004
dimethylethylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
0.303
dipropylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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4.16
ethyl-n-propylamine
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at pH 6.8 and 28C
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0.041
ethylamine
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at pH 6.8 and 28C
0.125
ethylbutylarnine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.833
ethylpropylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
0.63
methyl-n-propylamine
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at pH 6.8 and 28C
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0.0294
methylbutylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.093
methylerhylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.654
Methylethanolamine
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with NADH as cosubstrate, at pH 7.0 and 25C
0.278
methylisopropylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.0704
methyloctylarnine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.08
Methylpropylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
5.4
n-butylmethylamine
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at pH 6.8 and 28C
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0.75
N-Methylethanolamine
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at pH 6.8 and 28C
0.0065 - 0.0285
NADH
0.0132 - 0.166
NADPH
0.8
propylbutylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
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0.00444
triethylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
0.00118
trimethylamine
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with NADH as cosubstrate, at pH 7.0 and 25C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
23
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the enzyme remains stable after 6 h at 23C
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate precipitation and DEAE-cellulose column chromatography
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partial purification
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Sepharose 2B column chromatography and 4-aminobutyl-Sepharose 4B column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BLR(DE3)pLysS cells
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