Information on EC 1.4.3.21 - primary-amine oxidase

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

EC NUMBER
COMMENTARY hide
1.4.3.21
-
RECOMMENDED NAME
GeneOntology No.
primary-amine oxidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
RCH2NH2 + H2O + O2 = RCHO + NH3 + H2O2
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
beta-Alanine metabolism
-
-
Biosynthesis of secondary metabolites
-
-
Glycine, serine and threonine metabolism
-
-
Isoquinoline alkaloid biosynthesis
-
-
L-threonine degradation III (to methylglyoxal)
-
-
Metabolic pathways
-
-
Phenylalanine metabolism
-
-
phenylethanol biosynthesis
-
-
phenylethylamine degradation I
-
-
threonine metabolism
-
-
Tropane, piperidine and pyridine alkaloid biosynthesis
-
-
Tyrosine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
primary-amine:oxygen oxidoreductase (deaminating)
A group of enzymes that oxidize primary monoamines but have little or no activity towards diamines, such as histamine, or towards secondary and tertiary amines. They are copper quinoproteins (2,4,5-trihydroxyphenylalanine quinone) and, unlike EC 1.4.3.4, monoamine oxidase, are sensitive to inhibition by carbonyl-group reagents, such as semicarbazide. In some mammalian tissues the enzyme also functions as a vascular-adhesion protein (VAP-1).
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Arthrobacter aurescens
Arthrobacter aurescens TC1
-
UniProt
Manually annotated by BRENDA team
Chinese club moss
UniProt
Manually annotated by BRENDA team
fragment
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain JC1 DSM 3803
-
-
Manually annotated by BRENDA team
strain JC1 DSM 3803
-
-
Manually annotated by BRENDA team
no activity in Cyprinus carpio
-
-
-
Manually annotated by BRENDA team
no activity in Saccharomyces cerevisiae
-
-
-
Manually annotated by BRENDA team
1A2V
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain FY435, ATCC 87284, gene cao1+
-
-
Manually annotated by BRENDA team
strain FY435, ATCC 87284, gene cao1+
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
-
enzyme deficiency reduces leukocyte infiltration into adipose tissue and favors fat deposition
physiological function
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-diamino-2-butyne + H2O + O2
?
show the reaction diagram
1,4-diamino-2-chloro-2-butene + H2O + O2
?
show the reaction diagram
1,5-diamino-2-pentyne + H2O + O2
?
show the reaction diagram
1,6-diamino-2,4-hexadiyne + H2O + O2
?
show the reaction diagram
1-(3-fluoro-4-methylphenyl)methanamine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
1-(4-fluorophenyl)methanamine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
1-aminobutane + H2O + O2
butanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-aminoheptane + H2O + O2
heptanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-aminohexane + H2O + O2
hexanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-aminononane + H2O + O2
nonanal + NH3 + H2O2
show the reaction diagram
-
the aliphatic chain of 1-aminononane induces a shift in the pKa-value of the product Schiff base, the hydrolysis of which appears to be a rate-determining step of the reaction
-
-
?
1-aminooctane + H2O + O2
octanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-aminopentane + H2O + O2
pentanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-methyl-3-phenylpropylamine + H2O + O2
4-phenylbutan-2-one + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
1-methylhistamine + O2 + H2O
?
show the reaction diagram
-
-
-
?
2-aminoethylpyridine + H2O + O2
pyridine-2-carbaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
?
2-bromoethylamine + H2O + O2
bromoacetaldehyde + NH3 + H2O2
show the reaction diagram
2-phenylethanamine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
2-phenylethylamine + H2O + O2
2-phenylethanal + NH3 + H2O2
show the reaction diagram
2-phenylethylamine + H2O + O2
?
show the reaction diagram
Arthrobacter aurescens
-
-
-
?
2-phenylethylamine + H2O + O2
beta-phenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
?
2-phenylethylamine + H2O + O2
phenylacetaldehyde + NH3 + H2O2
show the reaction diagram
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene + H2O + O2
?
show the reaction diagram
3-aminomethylpyridine + H2O + O2
pyridine-3-carbaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
?
3-phenylpropan-1-amine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
4-(aminomethyl)-N-[3-(aminomethyl)benzyl]benzamide + H2O + O2
? + NH3 + H2O2
show the reaction diagram
4-aminomethylpyridine + H2O + O2
pyridine-4-carbaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
?
4-aminomethylpyridine dihydrochloride + H2O + O2
?
show the reaction diagram
4-fluorobenzylamine + H2O + O2
4-fluorobenzaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
4-N,N-dimethylaminomethyl benzylamine + H2O + O2
?
show the reaction diagram
-
-
-
-
?
4-phenylbutan-1-amine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
4-tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
allyl [3-(aminomethyl)benzyl]carbamate + H2O + O2
? + NH3 + H2O2
show the reaction diagram
alpha-casein + H2O + O2
?
show the reaction diagram
-
the enzyme oxidizes the lysine residues in alpha-casein protein
-
-
?
aminoacetone + H2O + O2
methylglyoxal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
amphetamine + H2O + O2
1-phenylpropan-2-one + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
amylamine + H2O + O2
pentanal + NH3 + H2O2
show the reaction diagram
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
show the reaction diagram
benzylamine + O2 + H2O
benzaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
?
beta-phenylethylamine + H2O + O2
beta-phenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
?
beta-phenylethylamine + O2 + H2O
beta-phenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
?
butylamine + H2O + O2
butanal + NH3 + H2O2
show the reaction diagram
cadaverine + H2O + O2
?
show the reaction diagram
cadaverine + H2O + O2
DELTA1-piperideine + NH3 + H2O2
show the reaction diagram
best substrate
-
-
?
cyclohexanemethylamine + H2O + O2
cyclohexanecarbaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
cysteamine + H2O + O2
sulfanylacetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
dopamine + H2O + O2
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
dopamine + H2O + O2
?
show the reaction diagram
-
-
-
-
?
ethanolamine + H2O + O2
glycolaldehyde + NH3 + H2O2
show the reaction diagram
ethylamine + H2O + O2
acetaldehyde + NH3 + H2O2
show the reaction diagram
ethylamine + H2O + O2
ethanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
hexakis(benzylammonium) decavanadate (V) dihydrate + H2O + O2
?
show the reaction diagram
histamine + H2O + O2
1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
histamine + H2O + O2
4-imidazolylethanal + NH3 + H2O2
show the reaction diagram
histamine + H2O + O2
?
show the reaction diagram
isoamylamine + H2O + O2
isoamylaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
isobutylamine + H2O + O2
isobutyraldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
methyl 1-(2-methoxyethyl)-3-(trifluoroacetyl)-1H-indole-4-carboxylate + H2O + O2
?
show the reaction diagram
-
-
-
-
?
methylamine + H2O + O2
formaldehyde + NH3 + H2O2
show the reaction diagram
methylamine + H2O + O2
methanal + NH3 + H2O2
show the reaction diagram
methylbenzylamine + H2O + O2
methylbenzaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
N-[3-(aminomethyl)benzyl]-4-bromobenzamide + H2O + O2
? + NH3 + H2O2
show the reaction diagram
N-[3-(aminomethyl)benzyl]acetamide + H2O + O2
? + NH3 + H2O2
show the reaction diagram
N-[3-(aminomethyl)benzyl]benzamide + H2O + O2
? + NH3 + H2O2
show the reaction diagram
N-[3-(aminomethyl)benzyl]propanamide + H2O + O2
? + NH3 + H2O2
show the reaction diagram
N6-(4-aminobut-2-ynyl)adenine + H2O + O2
?
show the reaction diagram
octopamine + H2O + O2
hydroxy(hydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
ornithine + H2O + O2
?
show the reaction diagram
ornithine can be transformed in glutamate-5-semialdehyde spontaneously cyclizes yielding DELTA1-pyrroline-5-carboxylic acid
-
-
?
phenethylamine + H2O + O2
phenylacetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
phenylethyl amine + H2O + O2
phenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
phenylethylamine + H2O + O2
phenylacetaldehyde + NH3 + H2O2
show the reaction diagram
-
main substrate for isoform AO2
-
-
?
propylamine + H2O + O2
propanal + NH3 + H2O2
show the reaction diagram
putrescine + H2O + O2
?
show the reaction diagram
pyrrolidine + 2,4,5-trihydroxyphenylalanine quinone + H2O + O2
? + H2O2 + NH3
show the reaction diagram
-
-
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
show the reaction diagram
sec-butylamine + H2O + O2
butan-2-one + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
serotonin + O2 + H2O
(5-hydroxy-1H-indol-3yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
?
spermidine + H2O + O2
?
show the reaction diagram
spermidine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
good substrate. The oxidation of spermidine yields to the liberation of ammonia, hydrogen peroxide and the corresponding aldehyde that spontaneously cyclizes yielding first 1-(3-aminopropyl)pyrroliniun and, thereafter, 1,5-diazobicyclononane
-
-
?
spermine + H2O + O2
? + NH3 + H2O2
show the reaction diagram
good substrate
-
-
?
tropoelastin + H2O + O2
?
show the reaction diagram
-
the enzyme oxidizes the lysine residues in tropoelastin protein
-
-
?
tryptamine + H2O + O2
(1H-indol-3-yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
tryptamine + H2O + O2
1H-indol-3-ylacetaldehyde + NH3 + H2O2
show the reaction diagram
tyramine + H2O + O2
(4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
show the reaction diagram
tyramine + H2O + O2
4-hydroxyphenylacetaldehyde + NH3 + H2O2
show the reaction diagram
during this reaction, an irreversible inactivation of the enzyme occurs
-
-
?
tyramine + H2O + O2
4-hydroxyphenylethanal + NH3 + H2O2
show the reaction diagram
tyramine + H2O + O2
?
show the reaction diagram
-
during the oxidation of these suicide substrates, the reversible formation of an enzyme-killer product complex occurs followed by an irreversible inactivation of the enzyme, typical of mechanism-based inactivation
-
-
?
tyramine + O2 + H2O
4-hydroxyphenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
?
vanillylamine + H2O + O2
vanillic aldehyde + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
additional information
?
-
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
2-phenylethylamine + H2O + O2
beta-phenylethanal + NH3 + H2O2
show the reaction diagram
O75106, Q16853
-
-
-
?
alpha-casein + H2O + O2
?
show the reaction diagram
-
the enzyme oxidizes the lysine residues in alpha-casein protein
-
-
?
aminoacetone + H2O + O2
methylglyoxal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
benzylamine + H2O + O2
benzaldehyde + NH3 + H2O2
show the reaction diagram
ethylamine + H2O + O2
acetaldehyde + NH3 + H2O2
show the reaction diagram
methylamine + H2O + O2
formaldehyde + NH3 + H2O2
show the reaction diagram
phenylethyl amine + H2O + O2
phenylethanal + NH3 + H2O2
show the reaction diagram
-
-
-
-
?
RCH2NH2 + H2O + O2
RCHO + NH3 + H2O2
show the reaction diagram
tropoelastin + H2O + O2
?
show the reaction diagram
-
the enzyme oxidizes the lysine residues in tropoelastin protein
-
-
?
tryptamine + H2O + O2
(1H-indol-3-yl)acetaldehyde + NH3 + H2O2
show the reaction diagram
O75106, Q16853
-
-
-
?
tyramine + H2O + O2
4-hydroxyphenylethanal + NH3 + H2O2
show the reaction diagram
O75106, Q16853
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,4,5-trihydroxyphenylalanine quinone
2,4,5-trihydroxyphenylalaninequinone
pyridoxal 5'-phosphate
-
enzyme may contain pyridoxal phosphate
topaquinone
trihydroxyphenylalanine quinone
-
-
additional information
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
-
calcium is the normal ligand of these peripheral sites. Enzyme activity is stimulated by 3 mM. Removal of the not solvent exposed calcium ion with EDTA results in a 60-90% reduction in enzyme activity
Cobalt
-
the Km-value for O2 of the cobalt-substituted enzyme form is approximately 70fold higher than that of the copper-containing wild-type enzyme
Cu
-
only the copper-containing homodimer is capable of rapid reoxidation and the zinc-copper heterodimers are incapable of rapid turnover at either subunit
Mg2+
-
enzyme activity is stimulated by 3 mM
Mn2+
-
enzyme activity is stimulated by 3 mM
sodium bicarbonate
-
activates
Sr2+
-
enzyme activity is stimulated by 3 mM
Zn
-
the presence of substantial amount of zinc results in two distinctive enzyme species, designated as the fast and slow enzymes. Both forms are rapidly reduced by substrate methylamine with a rate constant of 199/s but behave differently in their oxidation rates. The fast enzyme is oxidized by dioxygen at a rate of 22.1/s, whereas the slow enzyme reacts at a rate of 0.00018/s. An investigation of the relationship between the copper content and the extent of the fast enzyme shows that only the copper-containing homodimer is capable of rapid reoxidation and the zinc-copper heterodimers are incapable of rapid turnover at either subunit
additional information
-
not activated by Zn2+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1R,2S)-2-(1-methylhydrazino)-1-phenylbutan-1-ol
-
-
-
(1R,2S)-2-(1-methylhydrazino)-1-phenylpentan-1-ol
-
-
-
(1R,2S)-2-(1-methylhydrazino)-1-phenylpropan-1-ol
-
-
-
(2-methylprop-2-en-1-yl)hydrazine
-
-
(2-phenylprop-2-en-1-yl)hydrazine
(2E)-3-chloroprop-2-en-1-amine
-
-
(2E)-3-fluoro-4-phenoxybut-2-en-1-amine
-
-
(2E)-4-phenoxybut-2-en-1-amine
-
-
(2Z)-3-chloroprop-2-en-1-amine
-
-
(2Z)-3-fluoro-4-phenoxybut-2-en-1-amine
-
-
(2Z)-4-phenoxybut-2-en-1-amine
-
-
(4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]phenyl)(pyrrolidin-1-yl)methanone
-
-
(Z)-3-fluoro-2-(4-methoxybenzyl)allylamine hydrochloride
1,2-Diaminoethane
-
-
1,4-diamino-2-butyne
1,4-diamino-2-chloro-2-butene
1,4-phenanthroline
1,5-diamino-2-pentyne
1,6-diamino-2,4-hexadiyne
1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-(1-methylhydrazino)-ethanol
-
-
-
1-(2,5-dihydro-1H-pyrrol-3-yl)isoquinoline
-
-
1-(2-(3-chlorophenyl)-2-methoxyethyl)-1-methylhydrazine
-
-
-
1-(2-chlorophenyl)-2-(1-methylhydrazino)ethanol hydrogen fumarate
-
-
-
1-(2-phenylpropyl)hydrazine
-
-
-
1-(3,5-diethoxypyridin-4-yl)methanamine dihydrochloride
1-(3-methoxyphenyl)-2-(1-methylhydrazino)ethanol
-
-
-
1-(4-chlorophenyl)-2-(1-methylhydrazino)ethanol
-
-
-
1-(4-fluorophenyl)-2-(1-methylhydrazino)ethanol
-
-
-
1-(4-methoxyphenyl)-2-(1-methylhydrazino)ethanol
-
-
-
1-(isoquinolin-1-ylcarbonyl)pyrrolidine-2-carboxamide
-
-
1-benzyl-1-methylhydrazine
-
-
-
1-ethyl-1-(2-phenylethyl)hydrazine
-
-
-
1-ethyl-1-[2-(3,4,5-trimethoxyphenyl)ethyl]hydrazine
-
-
-
1-ethyl-1-[2-(4-methoxyphenyl)ethyl]hydrazine
-
-
-
1-ethyl-2-[2-(4-fluorophenyl)prop-2-en-1-yl]hydrazine
-
-
1-isobutyl-1-(2-phenylethyl)hydrazine
-
-
-
1-isobutyl-1-[2-(4-methoxyphenyl)ethyl]hydrazine
-
-
-
1-methyl-1-(2-phenylethyl)hydrazine
-
-
-
1-methyl-1-(2-phenylpropyl)hydrazine
-
-
-
1-methyl-1-(3-phenylpropyl)hydrazine
-
-
-
1-[2-(2,3,4-trimethoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(2,5-dimethoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(2-chlorophenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(2-fluorophenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(2-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(3,4,5-trimethoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(3,4-dimethoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(3-chlorophenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(3-fluorophenyl)-2-methoxyethyl]-1-methylhydrazine
-
-
-
1-[2-(3-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(4-chlorophenyl)-2-methoxyethyl]-1-methylhydrazine
-
-
-
1-[2-(4-chlorophenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(4-fluorophenyl)-2-methoxyethyl]-1-methylhydrazine
-
-
-
1-[2-(4-fluorophenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-(4-fluorophenyl)prop-2-en-1-yl]-2-methylhydrazine
-
-
1-[2-(4-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-benzyloxy-2-(4-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-1-(3-tolyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-1-(4-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-2-(1-naphthyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-2-(2,3,4-trimethoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-2-(2-naphthyl)ethyl]-1-methylhydrazine
-
-
-
1-[2-methoxy-2-(3-methoxyphenyl)ethyl]-1-methylhydrazine
-
-
-
1-[3,5-bis(ethylsulfanyl)pyridin-4-yl]methanamine dihydrochloride
-
1-[3,5-bis(tert-butylsulfanyl)pyridin-4-yl]methanamine dihydrochloride
-
1-[3-(benzyloxy)-5-ethoxypyridin-4-yl]methanamine dihydrochloride
-
2,2-dimethyl-2-(1'-methylhydrazino)-1-phenylethanol
-
-
-
2-(1'-methylhydrazino)-1-(2,3,4-trimethoxyphenyl)ethanol
-
-
-
2-(1-isobutylhydrazino)-1-phenylethanol
-
-
-
2-(1-methylhydrazino)-1-(2-naphthyl)ethanol
-
-
-
2-(1-methylhydrazino)-1-phenylethanol
-
-
-
2-(2,5-dihydro-1H-pyrrol-3-yl)pyridine
-
-
2-(4-methoxyphenyl)-1-(1'-methylhydrazino)-2-propanol
-
-
-
2-(4-[2-[2-(acetylamino)-2,3-dihydro-1,3-thiazol-4-yl]ethyl]phenyl)-N-[amino(imino)methyl]acetamide
-
-
2-(aminooxy)-1-(3,4-dimethoxyphenyl)ethanol
-
-
2-(aminooxy)-1-phenylethanol
-
-
2-(methylamino)ethanethiol
-
reversible inhibition
2-(methylthio)ethylamine
-
weak irreversible inhibitor
2-([[4-(1,1-dimethylpropyl)phenyl]sulfonyl]amino)-N,3-dihydroxybutanamide
-
-
2-amino-N-[2-fluoro-3-(trifluoromethyl)benzyl]acetamide
-
-
2-amino-N-[2-fluoro-5-(trifluoromethyl)benzyl]acetamide
-
-
2-amino-N-[3-fluoro-5-(trifluoromethyl)benzyl]acetamide
-
-
2-amino-N-[4-fluoro-3-(trifluoromethyl)benzyl]acetamide
-
-
2-Bromoethylamine
2-chloroethylamine
-
-
2-ethylaminobenzylamine dihydrochloride
2-hydrazino-1-(3-methoxyphenyl)ethanol
-
-
2-hydrazino-1-(4-methoxyphenyl)ethanol
-
-
2-hydrazino-1-phenylethanol
-
-
2-methylaminobenzylamine dihydrochloride
2-Phenylethylamine
2-[(biphenyl-4-ylacetyl)amino]pentanedioic acid
-
-
3,3'-[[4-(aminomethyl)pyridine-3,5-diyl]bis(oxy)]dipropan-1-ol dihydrochloride
-
3,3-bis(aminoethyl)-1-hydroxy-2-oxo-1-triazene
3-(1-piperidinyl)-4-aminomethylpyridine dihydrochloride hemihydrate
3-(2,5-dihydro-1H-pyrrol-3-yl)pyridine
-
-
3-(2-naphthyl)-3-pyrroline
-
0.2 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-(4-methoxy-3-nitrophenyl)-3-pyrroline
-
0.015 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole hydrochloride
-
0.4 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-(4-methoxyphenyl)-N-methyl-5-(1H-pyrrol-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
-
3-amino-4-aminomethylpyridine dihydrochloride
-
3-aminopropanethiol
-
reversible inhibition
3-biphenyl-4-yl-2,5-dihydro-1H-pyrrole hydrochloride
-
0.1 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-bromoprop-2-yn-1-amine
-
-
3-cycloheptylamino-4-aminomethylpyridine dihydrochloride monohydrate
3-cyclohexylamino-4-aminomethylpyridine dihydrochloride monohydrate
3-cyclohexylmethylamino-4-aminomethylpyridine dihydrochloride monohydrate
3-cyclopentylamino-4-aminomethylpyridine dihydrochloride hemihydrate
3-cyclopropylamino-4-aminomethylpyridine dihydrochloride sesquihydrate
3-ethylamino-4-aminomethylpyridine dihydrochloride
3-methylamino-4-aminomethylpyridine dihydrochloride
3-naphthalen-1-yl-2,5-dihydro-1H-pyrrole hydrochloride
-
0.4 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-phenyl-3-pyrroline
-
0.4 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
3-pyrroline
-
-
3-[(1-methylethyl)amino]-4-aminomethylpyridine dihydrochloride
3-[2-(3-methoxyphenyl)ethyl]-2,5-dihydro-1H-pyrrole
-
-
4,4'-[[4-(aminomethyl)pyridine-3,5-diyl]bis(oxy)]dibutan-1-ol dihydrochloride
-
4-(2,5-dihydro-1H-pyrrol-3-yl)-N,N-dimethylaniline hydrochloride
-
0.4 mM, inactivation of BPAO by 3-aryl-3-pyrrolines
4-(2-naphthyloxy)but-2-yn-1-amine
-
-
4-(4-methoxyphenoxy)but-2-yn-1-amine
-
-
4-(4-methylphenoxy)but-2-yn-1-amine
-
-
4-(4-nitrophenoxy)but-2-yn-1-amine
-
-
4-(aminomethyl)-2-benzyl-5-(ethylamino)pyridazin-3(2H)-one
-
below 10% inhibition at 0.5 mM
-
4-(aminomethyl)-2-methyl-5-(morpholin-4-yl)pyridazin-3(2H)-one
-
93% inhibition at 0.5 mM
-
4-(aminomethyl)-2-methyl-5-(pyrrolidin-1-yl)pyridazin-3(2H)-one
-
below 10% inhibition at 0.5 mM
-
4-(aminomethyl)-5-(ethylamino)-2-methylpyridazin-3(2H)-one
-
13% inhibition at 0.5 mM
-
4-(aminomethyl)-N,N-diethylpyridazine-3,5-diamine
-
over 99% inhibition at 0.5 mM
-
4-(aminomethyl)-N,N'-bis(1-methylethyl)pyridine-3,5-diamine dihydrochloride
-
4-(aminomethyl)-N,N'-dibutylpyridine-3,5-diamine dihydrochloride
-
4-(aminomethyl)-N,N'-diethylpyridazine-3,5-diamine
-
-
-
4-(aminomethyl)-N,N'-diethylpyridine-3,5-diamine dihydrochloride
4-(aminomethyl)-N,N'-dimethylpyridine-3,5-diamine dihydrochloride
4-(aminomethyl)-N-butylpyridazin-3-amine
-
27% inhibition at 0.5 mM
-
4-(aminomethyl)-N-ethylpyridazin-3-amine
-
29% inhibition at 0.5 mM
-
4-(aminomethyl)-N-methylpyridazin-3-amine
-
47% inhibition at 0.5 mM
-
4-(aminomethyl)-N-methylpyridine-3,5-diamine dihydrochloride
-
4-(aminomethyl)-N-propylpyridazin-3-amine
-
44% inhibition at 0.5 mM
-
4-amino-3-hydroxy-N-(3-phenylpropyl)benzamide
-
-
4-aminobut-2-ynenitrile
-
-
4-bromo-N-[2-(hydroxyamino)-2-oxoethyl]benzamide
-
-
4-fluorobenzylamine
-
-
4-hydroxybenzylhydrazine
-
-
4-phenoxybut-2-yn-1-amine
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N,N-dimethylbenzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N-(1-phenylethyl)benzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N-benzyl-N-methylbenzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N-benzylbenzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N-cyclohexylbenzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]-N-cyclopentylbenzamide
-
-
4-[[(2E)-4-amino-2-fluorobut-2-en-1-yl]oxy]benzamide
-
-
5-amino-2-hydroxy-N-(3-phenylpropyl)benzamide
-
-
8-hydroxyquinoline
alkylamino derivatives of 4-aminomethylpyridine
-
-
-
aminoguanidine
amylamine
-
-
azide
-
-
benzylamine
benzylhydrazine
but-3-yn-1-amine
-
-
buta-2,3-dien-1-amine
-
-
Butylamine
-
-
Cupricin
-
-
Cuprizone
cyanide
cysteamine
-
reversible inhibition
D-galactosamine
-
-
diethyldithiocarbamate
dopamine
-
-
EDTA
-
treatment with EDTA reduces the activity of wild type enzyme
extract from Taiwanofungus camphoratus
geraniin
-
competitive inhibition. Inhibitory activities of 10.87%, 37.24%, 77.67%, and 95.77%, respectively, for 0.00066, 0.00164, 0.00328, and 0.00656 mM of geraniin
histamine
Arthrobacter aurescens
substrate inhibition; substrate inhibition
Hydrazines
-
-
hydroxylamine
imidazole
-
-
isonazid
-
isoform AO1 shows 14% residual activity at 0.1 mM, isoform AO2 shows 16% residual activity at 0.1 mM
-
Isoniazid
-
0.2 mM, 42% inhibition of dimeric enzyme, 39% inhibition of tetrameric enzyme
KCl
-
100 mM, 88% inhibition of dimeric and tetrameric enzyme
L-Lys
-
the presence of L-lysine during the oxidation of benzylamine results in time- and dose-dependent inhibition of SSAO activity, in a process that is dependent on the H2O2 formed during benzylamine oxidation
MDL 72223
-
-
-
mofegiline
-
-
N,3-dihydroxy-2-[(2-naphthylsulfonyl)amino]butanamide
-
-
N-allyl-3-(4-methoxyphenyl)-5-(1H-pyrrol-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
-
N-ethyl-3-(4-methoxyphenyl)-5-(1H-pyrrol-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide
-
-
N-[2-(hydroxyamino)-2-oxoethyl]-2-(2-methyl-1H-indol-3-yl)acetamide
-
-
N-[4-(2-[4-[(2-amino-1H-imidazol-5-yl)methyl]phenyl]ethyl)-1,3-thiazol-2-yl]acetamide
-
-
N-[4-[2-(4-carbamimidamidophenyl)ethyl]-5-(4-sulfamoylbenzyl)-1,3-thiazol-2-yl]acetamide
-
-
N-[4-[2-(4-[[amino(imino)methyl]amino]phenyl)ethyl]-1,3-thiazol-2-yl]acetamide
-
-
N3-
-
-
N6-(4-aminobut-2-ynyl)adenine
NaCl
-
100 mM, 88% inhibition of dimeric and tetrameric enzyme
Neocuproine
-
0.033 mM, 61% inhibition
nitric oxide
irreversible inhibitor
o-phenylenediamine
-
0.2 mM, 33% inhibition of dimeric enzyme, 26% inhibition of tetrameric enzyme
octopamine
-
-
p-Chloromercuriphenylsulfonate
-
0.1 mM, complete inhibition of enzyme from cultured aortic smooth muscle cells
Phenelzine
Phenylethylamine
-
-
phenylhydrazine
Propylamine
-
-
rasagiline ethanedisulfonate
-
inhibits MAO-B
ruthenium(II) molecular wires
-
the enzyme is reversibly inhibited by molecular wires comprising a Ru(II) complex head group and an aromatic tail group joined by an alkane linker
-
Semicarbazide
Sodium thioglycolate
-
slight
tacsimate
-
-
-
Tranylcypromine
tryptamine
tyramine
vanillylamine
-
-
[(2E)-3-fluoro-2-phenylprop-2-en-1-yl]hydrazine
-
-
[2-(2-methylphenyl)prop-2-en-1-yl]hydrazine
-
-
[2-(4-chlorophenyl)prop-2-en-1-yl]hydrazine
-
-
[2-(4-fluorophenyl)prop-2-en-1-yl]hydrazine
-
-
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Atx1-like protein
-
required for the synthesis of fully active Cao1
-
additional information
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
1,4-diamino-2-butyne
-
1.7
2-aminoethylpyridine
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
0.0012 - 1.94
2-Phenylethylamine
1.2
3-aminomethylpyridine
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
1.9
4-aminomethylpyridine
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
0.016
4-aminomethylpyridine dihydrochloride
-
0.13
4-fluorobenzylamine
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C
0.066
aminoacetone
-
at pH 7.4, 37C
0.11 - 5.71
amylamine
0.00128 - 1.49
benzylamine
0.00088 - 0.028
beta-phenylethylamine
0.32 - 2.83
Butylamine
0.3 - 12.7
cadaverine
16.5
cyclohexanemethylamine
-
at pH 7.4, 37C
0.031
cysteamine
-
at pH 7.4, 37C
0.099 - 0.1
dopamine
2.05
ethanolamine
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C
0.86 - 12.8
ethylamine
0.014 - 0.213
hexakis(benzylammonium) decavanadate (V) dihydrate
0.28 - 0.88
histamine
4.56
Isoamylamine
-
at pH 7.4, 37C
3.42
Isobutylamine
-
at pH 7.4, 37C
0.01 - 2.043
methylamine
0.0163 - 1
O2
0.03
octopamine
-
isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30C
2.05
phenethylamine
-
at pH 7.4, 37C
0.02
Phenylethylamine
-
isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30C
0.49 - 2.65
Propylamine
0.29 - 1.2
putrescine
0.8 - 7.04
spermidine
0.5
tryptamine
-
-
0.0104 - 0.71
tyramine
0.02
vanillylamine
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C
additional information
additional information
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.9
2-aminoethylpyridine
Huperzia serrata
I6NC69
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
0.00021 - 76
2-Phenylethylamine
1.9
3-aminomethylpyridine
Huperzia serrata
I6NC69
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
3.1
4-aminomethylpyridine
Huperzia serrata
I6NC69
in 50 mM Tris-HCl buffer, pH 8.0, at 25C
17.3
4-fluorobenzylamine
Rhodococcus opacus
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C
1.46
aminoacetone
Homo sapiens
-
at pH 7.4, 37C
4.33 - 12.7
amylamine
0.066 - 198
benzylamine
0.00612 - 20.77
beta-phenylethylamine
4.3 - 15.3
Butylamine
0.0619 - 1
cadaverine
5.36
cyclohexanemethylamine
Homo sapiens
-
at pH 7.4, 37C
1.11
cysteamine
Homo sapiens
-
at pH 7.4, 37C
0.54 - 1.9
dopamine
3.3
ethanolamine
Rhodococcus opacus
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C
0.16 - 20
ethylamine
0.46 - 13.2
histamine
6.89
Isoamylamine
Homo sapiens
-
at pH 7.4, 37C
7.4
Isobutylamine
Homo sapiens
-
at pH 7.4, 37C
0.4 - 6.2
methylamine
1.13 - 152
O2
3.5
octopamine
Rhodococcus opacus
-
isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30C
1.12
phenethylamine
Homo sapiens
-
at pH 7.4, 37C
20.9
Phenylethylamine
Rhodococcus opacus
-
isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30C
5.8 - 18.9
Propylamine
1.9 - 160
putrescine
0.0429 - 2.3
spermidine
2.7
tryptamine
Lens culinaris
-
-
1.6 - 35
tyramine
1
vanillylamine
Rhodococcus opacus
-
isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30C