1.4.3.4: monoamine oxidase
This is an abbreviated version!
For detailed information about monoamine oxidase, go to the full flat file.
Word Map on EC 1.4.3.4
-
1.4.3.4
-
dopamine
-
antidepressant
-
parkinsonism
-
platelet
-
dopaminergic
-
neurotransmitter
-
tricyclic
-
norepinephrine
-
pargyline
-
reuptake
-
deprenyl
-
deamination
-
clorgyline
-
catecholamine
-
noradrenaline
-
5-hydroxytryptamine
-
neuroprotective
-
serotonergic
-
striatal
-
anxiety
-
psychiatric
-
l-dopa
-
fluoxetine
-
catechol-o-methyltransferase
-
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine
-
biogenic
-
levodopa
-
mood
-
reserpine
-
imipramine
-
monoaminergic
-
tryptamine
-
3,4-dihydroxyphenylacetic
-
benzodiazepine
-
mpp+
-
amphetamine
-
nigrostriatal
-
homovanillic
-
5-hydroxyindoleacetic
-
noradrenergic
-
dopac
-
5-hydroxytryptophan
-
1-methyl-4-phenylpyridinium
-
paroxetine
-
desipramine
-
electroconvulsive
-
panic
-
mptp-induced
-
anticholinergic
-
antidepressant-like
-
drug development
-
analysis
-
synthesis
-
medicine
- 1.4.3.4
- dopamine
-
antidepressant
- parkinsonism
- platelet
-
dopaminergic
-
neurotransmitter
-
tricyclic
- norepinephrine
- pargyline
-
reuptake
- deprenyl
-
deamination
- clorgyline
- catecholamine
- noradrenaline
- 5-hydroxytryptamine
-
neuroprotective
-
serotonergic
- striatal
-
anxiety
-
psychiatric
- l-dopa
- fluoxetine
- catechol-o-methyltransferase
- 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine
-
biogenic
- levodopa
-
mood
- reserpine
- imipramine
-
monoaminergic
- tryptamine
-
3,4-dihydroxyphenylacetic
- benzodiazepine
- mpp+
- amphetamine
-
nigrostriatal
-
homovanillic
-
5-hydroxyindoleacetic
-
noradrenergic
-
dopac
- 5-hydroxytryptophan
- 1-methyl-4-phenylpyridinium
- paroxetine
- desipramine
-
electroconvulsive
-
panic
-
mptp-induced
-
anticholinergic
-
antidepressant-like
- drug development
- analysis
- synthesis
- medicine
Reaction
Synonyms
adrenaline oxidase, amine-oxygen oxidoreductase, C-MAO, EC 1.4.3.9, epinephrine oxidase, MAO, MAO A, MAO B, MAO type B, MAO-A, MAO-B, MAO-N, MAO-N-D5, MAOA, MAOB, monoamine oxidase, monoamine oxidase A, monoamine oxidase B, monoamine oxidase N, monoamine oxidase type B, monoamine oxidase-A, monoamine oxidase-B, monoamine oxidaseA, monoamine oxidases A, monoamine oxidases B, monoamine-oxidase-A, monoamine: O2-oxidoreductase, deaminated, monoamine: O2-oxidoreductase, deaminating, monoamine: O2-oxidoreductase: deaminating, monoamine:O2 oxidoreductase (deaminating), monoamine:O2 oxidoreductase, deaminating, monoamine:O2-oxidoreductase deaminating, monoaminoxidase B, More, semicarbazide-sensitive amine oxidase, serotonin deaminase, SSAO, tyraminase, tyramine oxidase, zMAO
ECTree
1.4.3.4 monoamine oxidaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 1.4.3.4 - monoamine oxidase
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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
(1E)-1-phenylhexa-1,5-dien-3-amine + H2O + O2
-1-phenylhexa-1,5-dien-3-one + NH3 + H2O2
3% relative activity, enzyme variant D9
-
-
?
(1R,6S)-3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane + H2O + O2
?
MAO-B catalyzed ring alpha-carbon oxidation of 3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane is enantioselective with an almost 5fold preference for the (1R,6S) enantiomer based on Vmax/Km values
-
-
?
(1S,6R)-3-methyl-6-phenyl-3-azabicyclo[4.1.0]heptane + H2O + O2
?
MAO-B catalyzed ring alpha-carbon oxidation of 3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane is enantioselective with an almost 5fold preference for the (1R,6S) enantiomer based on Vmax/Km values
-
-
?
(S)-1,2,3,4-tetrahydro-1-methylisoquinoline + H2O + O2
? + H2O2
-
-
-
?
1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
1-(2,4-difluorophenyl)ethan-1-amine + H2O + O2
1-(2,4-difluorophenyl)ethan-1-one + NH3 + H2O2
148% relative activity, enzyme variant D9
-
-
?
1-(2,6-difluorophenyl)ethan-1-amine + H2O + O2
1-(2,6-difluorophenyl)ethan-1-one + NH3 + H2O2
48% relative activity, enzyme variant D9
-
-
?
1-(2-aminoethyl)pyrrolidine + H2O + O2
2,5,6,7-tetrahydro-3H-pyrrolo[1,2-a]imidazole + NH3 + H2O2
-
-
-
-
?
1-(2-bromo-4-fluorophenyl)ethan-1-amine + H2O + O2
1-(2-bromo-4-fluorophenyl)ethan-1-one + NH3 + H2O2
28% relative activity, enzyme variant D9
-
-
?
1-(2-chloro-4-fluorophenyl)ethan-1-amine + H2O + O2
1-(2-chloro-4-fluorophenyl)ethan-1-one + NH3 + H2O2
96% relative activity, enzyme variant D9
-
-
?
1-(2-chlorophenyl)ethan-1-amine + H2O + O2
1-(2-chlorophenyl)ethan-1-one + NH3 + H2O2
19% relative activity, enzyme variant D9
-
-
?
1-(2-fluorophenyl)ethan-1-amine + H2O + O2
1-(2-fluorophenyl)ethan-1-one + NH3 + H2O2
175% relative activity, enzyme variant D9
-
-
?
1-(2-fluorophenyl)propan-2-amine + H2O + O2
1-(2-fluorophenyl)propan-2-one + NH3 + H2O2
16% relative activity, enzyme variant D9
-
-
?
1-(2-methoxyphenyl)ethan-1-amine + H2O + O2
1-(2-methoxyphenyl)ethan-1-one + NH3 + H2O2
59% relative activity, enzyme variant D9
-
-
?
1-(2-methylphenyl)ethan-1-amine + H2O + O2
1-(2-methylphenyl)ethan-1-one + NH3 + H2O2
23% relative activity, enzyme variant D9
-
-
?
1-(3,5-difluorophenyl)ethan-1-amine + H2O + O2
1-(3,5-difluorophenyl)ethan-1-one + NH3 + H2O2
8% relative activity, enzyme variant D9
-
-
?
1-(3-fluorophenyl)ethan-1-amine + H2O + O2
1-(3-fluorophenyl)ethan-1-one + NH3 + H2O2
30% relative activity, enzyme variant D9
-
-
?
1-(3-methylphenyl)but-3-en-1-amine + H2O + O2
1-(3-methylphenyl)but-3-en-1-one + NH3 + H2O2
9% relative activity, enzyme variant D9
-
-
?
1-(4-bromo-3-fluorophenyl)but-3-en-1-amine + H2O + O2
1-(4-bromo-3-fluorophenyl)but-3-en-1-one + NH3 + H2O2
16% relative activity, enzyme variant D9
-
-
?
1-(4-bromophenyl)ethan-1-amine + H2O + O2
1-(4-bromophenyl)ethan-1-one + NH3 + H2O2
147% relative activity, enzyme variant D9
-
-
?
1-(4-chlorophenyl)but-3-en-1-amine + H2O + O2
1-(4-chlorophenyl)but-3-en-1-one + NH3 + H2O2
20% relative activity, enzyme variant D9
-
-
?
1-(4-chlorophenyl)ethan-1-amine + H2O + O2
1-(4-chlorophenyl)ethan-1-one + NH3 + H2O2
246% relative activity, enzyme variant D9
-
-
?
1-(4-fluoro-2-methylphenyl)ethan-1-amine + H2O + O2
1-(4-fluoro-2-methylphenyl)ethan-1-one + NH3 + H2O2
19% relative activity, enzyme variant D9
-
-
?
1-(4-fluoro-3-methylphenyl)ethan-1-amine + H2O + O2
1-(4-fluoro-3-methylphenyl)ethan-1-one + NH3 + H2O2
74% relative activity, enzyme variant D9
-
-
?
1-(4-fluorophenyl)ethan-1-amine + H2O + O2
1-(4-fluorophenyl)ethan-1-one + NH3 + H2O2
123% relative activity, enzyme variant D9
-
-
?
1-(4-iodophenyl)ethan-1-amine + H2O + O2
1-(4-iodophenyl)ethan-1-one + NH3 + H2O2
39% relative activity, enzyme variant D9
-
-
?
1-(4-methoxyphenyl)ethan-1-amine + H2O + O2
1-(4-methoxyphenyl)ethan-1-one + NH3 + H2O2
111% relative activity, enzyme variant D9
-
-
?
1-(4-methylphenyl)ethan-1-amine + H2O + O2
1-(4-methylphenyl)ethan-1-one + NH3 + H2O2
211% relative activity, enzyme variant D9
-
-
?
1-(5,6,7,8-tetrahydronaphthalen-2-yl)propan-1-amine + H2O + O2
1-(5,6,7,8-tetrahydrynaphthalen-2-yl)ethan-1-one + NH3 + H2O2
18% relative activity, enzyme variant D9
-
-
?
1-(6-methoxynaphthalen-2-yl)ethan-1-amine + H2O + O2
1-(6-methoxynaphthalen-2-yl)ethan-1-one + NH3 + H2O2
4% relative activity, enzyme variant D9
-
-
?
1-(adamantan-1-yl)ethan-1-amine + H2O + O2
1-(adamantan-1-yl)ethan-1-one + NH3 + H2O2
50% relative activity, enzyme variant D9
-
-
?
1-(furan-2-yl)ethan-1-amine + H2O + O2
1-(furan-2-yl)ethan-1-one + NH3 + H2O2
9% relative activity, enzyme variant D9
-
-
?
1-(naphthalen-2-yl)but-3-en-1-amine + H2O + O2
1-(naphthalen-2-yl)but-3-en-1-one + NH3 + H2O2
22% relative activity, enzyme variant D9
-
-
?
1-(pyridin-4-yl)but-3-en-1-amine + H2O + O2
1-(pyridin-4-yl)but-3-en-1-one + NH3 + H2O2
28% relative activity, enzyme variant D9
-
-
?
1-(pyrimidin-4-yl)ethan-1-amine + H2O + O2
1-(pyrimidin-4-yl)ethan-1-one + NH3 + H2O2
11% relative activity, enzyme variant D9
-
-
?
1-(thiophen-2-yl)ethan-1-amine + H2O + O2
1-(thiophen-2-yl)ethan-1-one + NH3 + H2O2
10% relative activity, enzyme variant D9
-
-
?
1-cyclohexylethan-1-amine + H2O + O2
1-cyclohexylethan-1-one + NH3 + H2O2
202% relative activity, enzyme variant D9
-
-
?
1-cyclopropyl-1-(4-fluorophenyl)methanamine + H2O + O2
cyclopropyl(4-fluorophenyl)methanone + NH3 + H2O2
184% relative activity, enzyme variant D9
-
-
?
1-methyl-4-(1-methyl-1H-pyrrol-2-yl)-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
-
-
?
1-methyl-4-(1-methylpyrrol-2-yl)1,2,3,6-tetrahydropyridine + H2O + O2
?
-
-
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 2 O2
1-methyl-4-phenylpyridinium + 3 H2O2
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + O2
1-methyl-4-phenyl-2,3-dihydropyridinium + H2O2
-
-
-
-
?
1-methylhistamine + H2O + O2
1-methyl-1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
reaction with MAO-B at 1 mM substrate, no activity at 0.1 mM substrate
-
-
?
1-methylhistamine + H2O + O2
?
reaction with MAO-A at 1 mM substrate, no activity at 0.1 mM substrate
-
-
?
1-methylhistamine + O2 + H2O
1-methyl-1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
-
-
-
?
1-phenylbut-3-en-1-amine + H2O + O2
1-phenylbut-3-en-1-one + NH3 + H2O2
5% relative activity, enzyme variant D9
-
-
?
1-phenylethan-1-amine + H2O + O2
1-phenylethan-1-one + NH3 + H2O2
100% relative activity, enzyme variant D9
-
-
?
1-phenylpropan-1-amine + H2O + O2
1-phenylpropan-1-one + NH3 + H2O2
34% relative activity, enzyme variant D9
-
-
?
1-phenylpropan-2-amine + H2O + O2
1-phenylpropan-2-one+ NH3 + H2O2
22% relative activity, enzyme variant D9
-
-
?
1-[4-(trifluoromethyl)phenyl]ethan-1-amine + H2O + O2
1-(4-trifluoromethylphenyl)ethan-1-one + NH3 + H2O2
125% relative activity, enzyme variant D9
-
-
?
1-[4-(trifluoromethyl)phenyl]methanamine + H2O + O2
4-(trifluoromethyl)benzaldehyde + NH3 + H2O2
2 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 3 O2
1-methyl-4-phenyl-2,3-dihydropyridinium + 1-methyl-4-phenylpyridinium + 4 H2O2
2,3-dihydro-1H-benzo[b]cyclopenta[d]thiophen-1-amine + H2O + O2
2,3-dihydro-1H-benzo[b]cyclopenta[d]thiophen-1-one + NH3 + H2O2
12% relative activity, enzyme variant D9
-
-
?
2,3-dihydro-1H-inden-1-amine + H2O + O2
2,3-dihydro-1H-inden-1-one + NH3 + H2O2
199% relative activity, enzyme variant D9
-
-
?
2,3-dihydro-1H-inden-1-one + NH3 + H2O2
2,3-dihydro-1H-inden-1-amine + H2O + O2
165% relative activity, enzyme variant D11
-
-
?
2-methyl-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
2-methyl-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
4% relative activity, enzyme variant D9
-
-
?
2-phenylethylamine + H2O + O2
2-phenylacetaldehyde + NH3 + H2O2
-
the enzyme shows high substrate specificity for phenethylamine (100% activity)
-
-
?
3,4-dihydro-2H-1-benzopyran-4-amine + H2O + O2
2,3-dihydro-4H-1-benzopyran-4-one + NH3 + H2O2
22% relative activity, enzyme variant D9
-
-
?
3-(2,3-dihydro-1H-indole-1-yl)propan-1-amine + H2O + O2
2,3,4,10-tetrahydropyrimido[1,2-a]indole + NH3 + H2O2
-
-
-
-
?
3-(4-(3-aminopropoxy)butoxy)-N-(thiophen-2-ylmethyl)propan-1-amine + H2O + O2
3-(4-[3-[(thiophen-2-ylmethyl)amino]propoxy]butoxy)propanal + NH3 + H2O2
-
-
-
?
3-azabicyclo[3,3,0]octane + H2O + O2
3-azabicyclo-[3,3,0]oct-2-ene + NH3 + H2O2
-
-
-
-
?
3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane + H2O + O2
?
-
MAO-B selective substrate, no activity with MAO-A
-
-
?
3-phenyl-3-pyrroline + H2O + O2
4-phenyl-2H-pyrrole + ?
-
4-phenyl-2H-pyrrole rapidly tautomerizes to 5-phenyl-2H-pyrrole
-
?
3-pyrroline + 2,4,5-trihydroxyphenylalanine quinone + H2O + O2
? + H2O2 + NH3
3-pyrrolines are mechanism-based inactivators of the quinone-dependent amine oxidases but only substrates of the flavin-dependent amine oxidases
-
-
?
4-bromo-2,3-dihydro-1H-inden-1-amine + H2O + O2
4-bromo-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
4% relative activity, enzyme variant D9
-
-
?
4-chloro-2,3-dihydro-1H-inden-1-amine + H2O + O2
4-chloro-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
3% relative activity, enzyme variant D9
-
-
?
4-dimethylaminophenethylamine + H2O + O2
?
substrate of MAO-B
-
-
?
4-fluoro-2,3-dihydro-1H-inden-1-amine + H2O + O2
4-fluoro-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
101% relative activity, enzyme variant D9
-
-
?
4-methyl-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
4-methyl-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
5% relative activity, enzyme variant D9
-
-
?
4-methylpentan-2-amine + H2O + O2
4-methylpentan-2-one + NH3 + H2O2
69% relative activity, enzyme variant D9
-
-
?
4-phenylbutylamine + H2O + O2
4-phenylbutanal + NH3 + H2O2
proposed pathways for amine oxidation: the amine substrate may bind to oxidised enzyme (E/FADox), leading to the release of product imine via a binary (1) or ternary (2) pathway. The relative contributions of these pathways cannot be determined directly by steady-state approaches. In following pathway 1, the unoccupied reduced enzyme (E/FADred) is generated, to which substrate may also bind. Reoxidation of the E/FADredS species (pathway 3) bypasses direct regeneration of E/FADox, with the consequence that imine released subsequent to this step, whether through the binary or ternary pathways leading from E/FADredimine, is a product of substrate binding to a second enzyme species
-
-
?
5,6-dihydro-4H-cyclopenta[b]thiophen-4-amine + H2O + O2
6-dihydro-4H-cyclopenta[b]thiophen-4-one + NH3 + H2O2
33% relative activity, enzyme variant D9
-
-
?
5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile + H2O + O2
5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile + NH3 + H2O2
103% relative activity, enzyme variant D9
-
-
?
5-fluoro-2,3-dihydro-1H-inden-1-amine + H2O + O2
5-fluoro-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
242% relative activity, enzyme variant D9
-
-
?
5-hydroxytryptamine + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
5-methyl-2,3-dihydro-1H-inden-1-amine + H2O + O2
5-methyl-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
61% relative activity, enzyme variant D9
-
-
?
5-methyl-4,5,6,7-tetrahydro-1-benzofuran-4-amine + H2O + O2
5-methyl-4,5,6,7-tetrahydro-1-benzofuran-4-one + NH3 + H2O2
214% relative activity, enzyme variant D9
-
-
?
5-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulene + H2O + O2
6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one + methylamine + H2O2
6% relative activity, enzyme variant D9
-
-
?
6-chloro-2,3-dihydro-1H-inden-1-amine + H2O + O2
6-chloro-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
103% relative activity, enzyme variant D9
-
-
?
6-fluoro-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
6-fluoro-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
155% relative activity, enzyme variant D9
-
-
?
6-fluoro-2,3-dihydro-1H-inden-1-amine + H2O + O2
6-fluoro-2,3-dihydro-1H-inden-1-one + NH3 + H2O2
143% relative activity, enzyme variant D9
-
-
?
6-methoxy-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
49% relative activity, enzyme variant D9
-
-
?
6-methylhept-1-en-4-amine + H2O + O2
6-methylhept-1-en-4-one + NH3 + H2O2
27% relative activity, enzyme variant D9
-
-
?
7-fluoro-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
7-fluoro-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
90% relative activity, enzyme variant D9
-
-
?
7-methyl-1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
7-methyl-1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
39% relative activity, enzyme variant D9
-
-
?
7-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-amine + H2O + O2
7-methyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one + NH3 + H2O2
14% relative activity, enzyme variant D9
-
-
?
alpha-methylbenzylamine + H2O + O2
alpha-methylbenzaldehyde + NH3 + H2O2
-
-
-
-
r
beta-phenylethylamine + H2O + O2
beta-phenylethanal + NH3 + H2O2
-
-
-
?
beta-phenylethylamine + O2 + H2O
beta-phenylethanal + NH3 + H2O2
-
-
-
?
bicyclo[4.2.0]octa-1,3,5-trien-7-amine + H2O + O2
bicyclo[4.2.0]octa-1,3,5-trien-7-one + NH3 + H2O2
12% relative activity, enzyme variant D9
-
-
?
butan-2-amine + H2O + O2
butan-2-one + NH3 + H2O2
67% relative activity, enzyme variant D9
-
-
?
ethanolamine + H2O + O2
glycolaldehyde + NH3 + H2O2
-
50% activity compared to n-propylamine
-
-
?
heptan-2-amine + H2O + O2
heptan-2-one + NH3 + H2O2
87% relative activity, enzyme variant D9
-
-
?
hexylamine + H2O + O2
hexanal + NH3 + H2O2
-
7% activity compared to n-propylamine
-
-
?
histamine + O2 + H2O
1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
-
-
-
?
methylamine + H2O + O2
formaldehyde + NH3 + H2O2
-
34% activity compared to n-propylamine
-
-
?
N-methyl-1-phenylethan-1-amine + H2O + O2
1-phenylethan-1-one + methylamine + H2O2
14% relative activity, enzyme variant D9
-
-
?
n-pentylamine + H2O + O2
pentaldehyde + NH3 + H2O2
-
56% activity compared to n-propylamine
-
-
?
n-propylamine + H2O + O2
propionaldehyde + NH3 + H2O2
-
100% activity
-
-
?
N1-(thiophen-2-ylmethyl)dodecane-1,12-diamine + H2O + O2
12-[(thiophen-2-ylmethyl)amino]dodecanal + NH3 + H2O2
-
-
-
?
N1-benzyl-N1-methyldodecane-1,12-diamine + H2O + O2
12-[benzyl(methyl)amino]dodecanal + NH3 + H2O2
-
-
-
?
N1-benzyldodecane-1,12-diamine + H2O + O2
12-(benzylamino)dodecanal + NH3 + H2O2
-
-
-
?
p-nitrophenylethylamine + H2O + O2
4-nitrophenylacetaldehyde + NH3 + H2O2
good substrate for wild-type and mutant enzymes Y435H, Y435F, Y435L and Y435W
-
-
?
p-trifluoromethyl-benzylamine + H2O + O2
4-trifluoromethylbenzaldehyde + NH3 + H2O2
-
-
-
?
pyrrolidine + 2,4,5-trihydroxyphenylalanine quinone + H2O + O2
? + H2O2 + NH3
-
-
-
?
serotonin + O2 + H2O
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
5-hydroxytryptamine, MAO-A
-
-
?
tyramine + O2 + H2O
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
19% relative activity, enzyme variant D11
-
-
?
1,2,3,4-tetrahydronaphthalen-1-amine + H2O + O2
1,2,3,4-tetrahydronaphthalen-1-one + NH3 + H2O2
92% relative activity, enzyme variant D9
-
-
?
1-(4-bromophenyl)methanamine + H2O + O2
4-bromobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-bromophenyl)methanamine + H2O + O2
4-bromobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-chlorophenyl)methanamine + H2O + O2
4-chlorobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-chlorophenyl)methanamine + H2O + O2
4-chlorobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-fluorophenyl)methanamine + H2O + O2
4-fluorobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-fluorophenyl)methanamine + H2O + O2
4-fluorobenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-methoxyphenyl)methanamine + H2O + O2
4-methoxybenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-methoxyphenyl)methanamine + H2O + O2
4-methoxybenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-methylphenyl)methanamine + H2O + O2
4-methylbenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-(4-methylphenyl)methanamine + H2O + O2
4-methylbenzaldehyde + NH3 + H2O2
-
-
-
-
?
1-methyl-3-phenyl-3-pyrroline + H2O + O2
1-methyl-3-phenylpyrrole + NH3 + H2O2
oxidation is a 2-electron process. Rapid clearance of 1-methyl-3-phenylpyrrole from the brain may contribute to their lack of neurotoxicity
-
-
?
1-methyl-3-phenyl-3-pyrroline + H2O + O2
1-methyl-3-phenylpyrrole + NH3 + H2O2
oxidation is a 2-electron process. Rapid clearance of 1-methyl-3-phenylpyrrole from the brain may contribute to their lack of neurotoxicity
-
-
?
1-methyl-3-phenyl-3-pyrroline + H2O + O2
1-methyl-3-phenylpyrrole + NH3 + H2O2
-
oxidation is a 2-electron process. Rapid clearance of 1-methyl-3-phenylpyrrole from the brain may contribute to their lack of neurotoxicity
-
-
?
1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
i.e. MMTP, is oxidized to the corresponding dihydropyridinium metabolite, MMDP+
-
-
?
1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
i.e. MMTP, is oxidized to the corresponding dihydropyridinium metabolite, MMDP+
-
-
?
1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
-
-
-
?
1-methyl-4-(1-methylpyrrol-2-yl)-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
i.e. MMTP
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 2 O2
1-methyl-4-phenylpyridinium + 3 H2O2
the parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine is oxidized to 1-methyl-4-phenylpyridinium MPP+, a 4-electron oxidation product and a potent mitochondrial toxin
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 2 O2
1-methyl-4-phenylpyridinium + 3 H2O2
the parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine is oxidized to 1-methyl-4-phenylpyridinium MPP+, a 4-electron oxidation product and a potent mitochondrial toxin
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 2 O2
1-methyl-4-phenylpyridinium + 3 H2O2
-
the parkinsonian inducing agent 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine is oxidized to 1-methyl-4-phenylpyridinium MPP+, a 4-electron oxidation product and a potent mitochondrial toxin
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
-
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + H2O + O2
?
1-methyl-4-phenylpyridinium is the ultimate product
-
-
?
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + H2O + O2
?
-
1-methyl-4-phenylpyridinium is the ultimate product
-
-
?
1-[4-(trifluoromethyl)phenyl]methanamine + H2O + O2
4-(trifluoromethyl)benzaldehyde + NH3 + H2O2
-
-
-
-
?
1-[4-(trifluoromethyl)phenyl]methanamine + H2O + O2
4-(trifluoromethyl)benzaldehyde + NH3 + H2O2
-
-
-
-
?
1-[4-(trifluoromethyl)phenyl]methanamine + H2O + O2
4-(trifluoromethyl)benzaldehyde + NH3 + H2O2
-
-
-
-
?
2 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 3 O2
1-methyl-4-phenyl-2,3-dihydropyridinium + 1-methyl-4-phenylpyridinium + 4 H2O2
-
activation of the neurotoxin to neurotoxic pyridinium cations. MPTP easily crosses the blood-brain barrier and is preferentially metabolized by MAO-B present in glial cells to 1-methyl-4-phenyl-2,3-dihydropyridinium. This enzymatic metabolite is subsequently oxidized to 1-methyl-4-phenylpyridinium, which is selectively uptaken by dopaminergic cells, producing inhibition of complex I of mitochondria, energy depletion, oxidative stress and cell death
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine is metabolically oxidized by alpha-carbon oxidation by MAO enzymes to give 1-methyl-4-phenyl-2,3-dihydropyridinium and hydrogen peroxide, which, in a further step, is readily oxidized to 1-methyl-4-phenylpyridinium, that is a directly-acting neurotoxic substance
-
?
2 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine + 2 H2O + 3 O2
1-methyl-4-phenyl-2,3-dihydropyridinium + 1-methyl-4-phenylpyridinium + 4 H2O2
-
activation of the neurotoxin to neurotoxic pyridinium cations
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
-
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
MAO-B selective substrate
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
MAO-B selective substrate
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
MAO-B selective substrate
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
proposed pathways for amine oxidation: the amine substrate may bind to oxidised enzyme (E/FADox), leading to the release of product imine via a binary (1) or ternary (2) pathway. The relative contributions of these pathways cannot be determined directly by steady-state approaches. In following pathway 1, the unoccupied reduced enzyme (E/FADred) is generated, to which substrate may also bind. Reoxidation of the E/FADredS species (pathway 3) bypasses direct regeneration of E/FADox, with the consequence that imine released subsequent to this step, whether through the binary or ternary pathways leading from E/FADredimine, is a product of substrate binding to a second enzyme species
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
9% activity compared to n-propylamine
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
-
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
MAO-B selective substrate
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
reaction with MAO-A
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
reaction with MAO-B
-
-
?
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
-
-
?
4-aminomethylpyridine dihydrochloride + H2O + O2
?
3% substrate activity of 1 mM 4-aminomethylpyridine dihydrochloride as percentage of the activity of the best substrate (serotonin, 1 mM) for various amine oxidases
-
-
?
4-aminomethylpyridine dihydrochloride + H2O + O2
?
4% substrate activity of 1 mM 4-aminomethylpyridine dihydrochloride as percentage of the activity of the best substrate (1 mM) for various amine oxidases
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
substrate for isoform MAO A
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
4-tyramine + H2O + O2
2-(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
4-tyramine + H2O + O2
2-(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
4-tyramine + H2O + O2
4-hydroxyphenylacetaldehyde + NH3 + H2O2
-
-
-
-
?
4-tyramine + H2O + O2
4-hydroxyphenylacetaldehyde + NH3 + H2O2
-
in vivo activity, overview
-
-
?
4-tyramine + H2O + O2
4-hydroxyphenylacetaldehyde + NH3 + H2O2
-
substrate for both hMAO-A and hMAO-B
-
-
?
5-methoxy-N,N-dimethyltryptamine + H2O + O2
?
-
i.e. 5-MeO-DMT, a psychoactive indolealkylamine drug found in a variety of plant preparations, e.g. Virola snuffs and Ayahuasca, and venom of psychoactive toads, e.g. Colorado River Bufo alvarius. 5-MeO-DMT is known as a nonselective 5-HT receptor agonist. MAO-A eliminates the drug 5-MeO-DMT through oxidative deamination
-
-
?
5-methoxy-N,N-dimethyltryptamine + H2O + O2
?
-
i.e. 5-MeO-DMT, a psychoactive indolealkylamine drug found in a variety of plant preparations, e.g. Virola snuffs and Ayahuasca, and venom of psychoactive toads, e.g. Colorado River Bufo alvarius
-
-
?
5-methoxy-N,N-dimethyltryptamine + H2O + O2
?
-
i.e. 5-MeO-DMT, a psychoactive indolealkylamine drug found in a variety of plant preparations, e.g. Virola snuffs and Ayahuasca, and venom of psychoactive toads, e.g. Colorado River Bufo alvarius. 5-MeO-DMT is known as a nonselective 5-HT receptor agonist. MAO-A eliminates the drug 5-MeO-DMT through oxidative deamination
-
-
?
5-methoxy-N,N-dimethyltryptamine + H2O + O2
?
-
i.e. 5-MeO-DMT, a psychoactive indolealkylamine drug found in a variety of plant preparations, e.g. Virola snuffs and Ayahuasca, and venom of psychoactive toads, e.g. Colorado River Bufo alvarius
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
60% activity compared to 2-phenylethylamine
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
MAO-B selective substrate
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
monoamine oxidase B
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
monoamine oxidase B
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
insights into the interactions that take place on activation of the amine substrate by the aromatic cage residues in MAO-B Tyr398 and Try435
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
proposed pathways for amine oxidation: the amine substrate may bind to oxidised enzyme (E/FADox), leading to the release of product imine via a binary (1) or ternary (2) pathway. The relative contributions of these pathways cannot be determined directly by steady-state approaches. In following pathway 1, the unoccupied reduced enzyme (E/FADred) is generated, to which substrate may also bind. Reoxidation of the E/FADredS species (pathway 3) bypasses direct regeneration of E/FADox, with the consequence that imine released subsequent to this step, whether through the binary or ternary pathways leading from E/FADredimine, is a product of substrate binding to a second enzyme species
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
substrate for isoform MAO B
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
monoamine oxidase B
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
74% activity compared to n-propylamine
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
11% activity compared to tyramine
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
32% activity compared to tyramine
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
-
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
-
MAO-B selective substrate
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
monoamine oxidase B
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
reaction with MAO-A
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
reaction with MAO-B
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
nonselective substrate
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
ethylamine + H2O + O2
ethanal + NH3 + H2O2
-
84% activity compared to n-propylamine
-
-
?
histamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
-
-
-
-
?
histamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
reaction with MAO-B at 1 mM substrate, no activity at 0.1 mM substrate
-
-
?
histamine + H2O + O2
?
reaction with MAO-A at 1 mM substrate, no activity at 0.1 mM substrate
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
MAO-A
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
MAO-B
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
MAO-A
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
MAO-A
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
monoamine oxidase A
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
-
nonselective substrate
-
-
?
kynuramine + H2O + O2
3-(2-aminophenyl)-3-oxopropanal + NH3 + H2O2
MAO-A
-
-
?
kynuramine + H2O + O2
4-hydroxyquinoline + NH3 + H2O2
a method is decribed to measure MAO activity and inhibition based on the oxidation of kynuramine determined by HPLC-DAD, combined in the same assay with the oxidation of a peroxidase substrate
-
-
?
kynuramine + O2
4-hydroxyquinoline + NH3 + H2O2
-
-
-
-
?
n-butylamine + H2O + O2
butyraldehyde + NH3 + H2O2
-
98% activity compared to n-propylamine
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
N-methylhistamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + methylamine + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
noradrenaline + H2O + O2
(2R)-(3,4-dihydroxyphenyl)(hydroxy)acetaldehyde + NH3 + H2O2
-
-
-
-
?
p-nitrobenzylamine + H2O + O2
4-nitrobenzaldehyde + NH3 + H2O2
poor substrate for wild-type enzyme and mutant enzymes Y435H and Y435F
-
-
?
p-nitrobenzylamine + H2O + O2
4-nitrobenzaldehyde + NH3 + H2O2
insights into the interactions that take place on activation of the amine substrate by the aromatic cage residues in MAO-B Tyr398 and Try435
-
-
?
p-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
p-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
MAO-B
-
-
?
p-tyramine + H2O + O2
4-hydroxyphenylethanal + NH3 + H2O2
monoamine oxidase A
-
-
?
p-tyramine + H2O + O2
4-hydroxyphenylethanal + NH3 + H2O2
monoamine oxidase B
-
-
?
phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
MAO-A
-
-
?
phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
-
-
-
?
phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
MAO-A
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
oxidizes primary, secondary and tertiary amines
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
5-hydroxytryptamine, MAO-A selective substrate
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
5-hydroxytryptamine, MAO-A selective substrate
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
responsible for the catabolism of various biogenic amine neurotransmitters as well as for the metabolism of certain exogenous amines
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
important functions in the metabolism of biogenic amines in the central nervous system and peripheral tissues
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
-
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
5-hydroxytryptamine, MAO-A selective substrate
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
important functions in the metabolism of biogenic amines in the central nervous system and peripheral tissues
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
important functions in the metabolism of biogenic amines in the central nervous system and peripheral tissues
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
5-hydroxytryptamine, MAO-A selective substrate
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
4-hydroxy-3-methoxy-2-phenylethylamine, nonselective substrate, 4-methoxy-2-phenylethylamine, 5-methoxytryptamine
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
-
responsible for the catabolism of various biogenic amine neurotransmitters as well as for the metabolism of certain exogenous amines
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
Coregonus lavaretus ludoga
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
r
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
monoamine oxidase A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
MAO A catalyzes the oxidative deamination of monoamine neurotransmitters, such as serotonin. MAO A is a putative target gene directly regulated by a transcription factor encoded by the sex-determining region Y, SRY, gene located on the Y chromosome, via the functional SRY-binding site in the MAO A core promoter
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
substrate of MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
Neogale vison
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
85% activity compared to tyramine
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
27% activity compared to tyramine
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
reaction with MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
substrate of MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
substrate of MAO-A
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
?
serotonin + H2O + O2
(5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
tryptamine + H2O + O2
1-H-indol-3-yl-acetaldehyde + NH3 + H2O2
-
80% activity compared to tyramine
-
-
?
tryptamine + H2O + O2
1-H-indol-3-yl-acetaldehyde + NH3 + H2O2
-
73% activity compared to tyramine
-
-
?
tryptamine + H2O + O2
1-H-indol-3-yl-acetaldehyde + NH3 + H2O2
-
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
nonselective substrate
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
nonselective substrate
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
H2O2-generated during tyramine oxidation by MAO-A triggers a stress-induced mitogenic signaling via the MMP2/sphingolipid pathway, which could participate in excessive remodeling and alteration of the vascular wall
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
100% activity
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
100% activity
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
nonselective substrate
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
reaction with MAO-A
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
reaction with MAO-B
-
-
?
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
-
-
?
additional information
?
-
the enzyme is used to successfully identify the alkaloid (+/-)-crispine A as a target for chemo-enzymatic deracemisation yielding the biologically active (R)-enantiomer in 97% enantiomeric excess
-
-
?
additional information
?
-
-
the enzyme is used to successfully identify the alkaloid (+/-)-crispine A as a target for chemo-enzymatic deracemisation yielding the biologically active (R)-enantiomer in 97% enantiomeric excess
-
-
?
additional information
?
-
-
no activity with tyramine, tryptamine, serotonin, dopamine, ethanolamine, histamine, ethylamine, n-propylamine, n-butylamine, n-pentylamine, putrescine, and spermidine
-
-
?
additional information
?
-
-
enzyme is involved in the degradation of many biological amines in the nervous system and in peripheral organs
-
-
?
additional information
?
-
-
the enzyme is involved in brain and peripheral oxidative catabolism of neurotransmitters and xenobiotic amines, including neurotoxic amines. Smokers have a 30% lower activity of peripheral and brain MAO-A compared to smokers
-
-
?
additional information
?
-
-
the enzyme is involved in brain and peripheral oxidative catabolism of neurotransmitters and xenobiotic amines, including neurotoxic amines. Smokers have a 40% lower activity of peripheral and brain MAO-B compared to smokers
-
-
?
additional information
?
-
-
key enzyme for the degradation of neurotransmitters serotonin, norepinephrine, and dopamine. Differential regulation of MAO A by glucocorticoid and androgen
-
-
?
additional information
?
-
the enzyme is involved in brain and peripheral oxidative catabolism of neurotransmitters and xenobiotic amines
-
-
?
additional information
?
-
the enzyme is involved in brain and peripheral oxidative catabolism of neurotransmitters and xenobiotic amines
-
-
?
additional information
?
-
-
the enzyme is involved in brain and peripheral oxidative catabolism of neurotransmitters and xenobiotic amines
-
-
?
additional information
?
-
MAO-A shows no activity with 3-methyl-6-phenyl-3-aza-bicyclo[4.1.0]heptane
-
-
?
additional information
?
-
MAO B is a stable trait marker for alcoholism. The associations obtained between platelet MAO B activity with executive neurocognitive task and hostility component may support the involvement of plateletMAOB activity in the further development of an impulsive cognitive style
-
-
?
additional information
?
-
-
MAO B is a stable trait marker for alcoholism. The associations obtained between platelet MAO B activity with executive neurocognitive task and hostility component may support the involvement of plateletMAOB activity in the further development of an impulsive cognitive style
-
-
?
additional information
?
-
in the catalytic cycle of MAO-B, one mol each of an iminiumyl intermediate that is hydrolyzed to the aldehyde product and H2O2 are produced for each mol of monoamine substrate oxidized. These catabolic products may be neurotoxic if not rapidly inactivated by centrally located aldehyde dehydrogenase and glutathione peroxidase, respectively
-
-
?
additional information
?
-
-
MAO-A degrades monoamines including neurotransmitters
-
-
?
additional information
?
-
isozyme active site structures, overview
-
-
?
additional information
?
-
isozyme active site structures, overview
-
-
?
additional information
?
-
structure-activity studies on wild-type and mutant enzymes, active site structure, overview
-
-
?
additional information
?
-
-
structure-activity studies on wild-type and mutant enzymes, active site structure, overview
-
-
?
additional information
?
-
-
ABTS assay is used to measure total antioxidant activity of nitroindazoles against the radical ABTS*+, overview
-
-
?
additional information
?
-
-
active site cavities in MAO-B and in MAO-A, in MAO-B the cavity is extended and substrate binding is likely to occur in proximity to the outer mitochondrial membrane surface region with the entrance loop, residues 99-110, involved in the access, overview
-
-
?
additional information
?
-
-
development of a facile capillary electrophoresis method for detection of MAO-B activity in plant extracts, evaluation, overview
-
-
?
additional information
?
-
-
the enzyme does not deaminate histamine
-
-
?
additional information
?
-
-
the enzyme does not deaminate histamine and putrescine
-
-
?
additional information
?
-
-
substrate activation of MAO can interact with adipocyte metabolism by mimicking diverse effects of insulin in addition to preventing tumor necrosis factor alpha-dependent responses
-
-
?
additional information
?
-
MAO A KO mice display attenuated endocrine responses to major stressors, such as restraint, cold temperature, prolonged water deprivation and chronic variable stress
-
-
?
additional information
?
-
MAO A deficiency in Tg8 mice is accompanied by increased expression of different kinds of aggression, as well as by disruption of normal pattern of social interaction
-
-
?
additional information
?
-
-
MAO A deficiency in Tg8 mice is accompanied by increased expression of different kinds of aggression, as well as by disruption of normal pattern of social interaction
-
-
?
additional information
?
-
-
in the catalytic cycle of MAO-B, one mol each of an iminiumyl intermediate that is hydrolyzed to the aldehyde product and H2O2 are produced for each mol of monoamine substrate oxidized. These catabolic products may be neurotoxic if not rapidly inactivated by centrally located aldehyde dehydrogenase and glutathione peroxidase, respectively
-
-
?
additional information
?
-
-
no activity with tryptamine, serotonin, dopamine, tyramine, histamine, putrescine, cadaverine, diaminodecane, spermidine, and spermine
-
-
?
additional information
?
-
Neogale vison
-
substrate specificity, overview, no activity with histamine
-
-
?
additional information
?
-
-
molecular modelling of MAO-B ligand binding, overview
-
-
?
additional information
?
-
-
the enzyme does not deaminate histamine
-
-
?
additional information
?
-
-
the enzyme does not deaminate putrescine and cadaverine
-
-
?
additional information
?
-
the enzyme catalyzes the degradation of neurotransmitters in the central nervous system and is the target for anti-depression drug design
-
-
?
additional information
?
-
MAOB shows no activity with serotonin
-
-
?
additional information
?
-
MAOB shows no activity with serotonin
-
-
?
additional information
?
-
-
substrate specificity, overview, no activity with histamine
-
-
?
