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 25°C
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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 25°C
0.0368 - 0.0665
Dimethylamine
0.004
dimethylethylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
0.303
dipropylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
4.16
ethyl-n-propylamine
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at pH 6.8 and 28°C
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0.041
ethylamine
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at pH 6.8 and 28°C
0.125
ethylbutylarnine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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0.833
ethylpropylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
0.63
methyl-n-propylamine
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at pH 6.8 and 28°C
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0.0294
methylbutylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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0.093
methylerhylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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0.654
Methylethanolamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
0.278
methylisopropylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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0.0704
methyloctylarnine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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0.08
Methylpropylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
5.4
n-butylmethylamine
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at pH 6.8 and 28°C
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0.75
N-Methylethanolamine
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at pH 6.8 and 28°C
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 25°C
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0.00444
triethylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
0.00118
trimethylamine
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with NADH as cosubstrate, at pH 7.0 and 25°C
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 23°C
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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