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1.4.3.21: primary-amine oxidase

This is an abbreviated version!
For detailed information about primary-amine oxidase, go to the full flat file.

Word Map on EC 1.4.3.21

Reaction

RCH2NH2
+
H2O
+
O2
=
RCHO
+
NH3
+
H2O2

Synonyms

AGAO, AMAO2, AMAO3, amine oxidase 1, amine oxidase, copper containing, AO1, AO2, AOC2, AOC3, BAO, benzylamine oxidase, bovine plasma amine oxidase, bovine serum amine oxidase, BPAO, BSAO, CAO, Copper amine oxidase, copper amine oxidase 1, copper amine oxidase 8, copper-containing amine oxidase, copper-containing AO, copper-containing monoamine oxidase, copper-dependent amine oxidase, copper/quinone containing amine oxidase, Cu/TPQ amine oxidase, CuAO, CuAO1, CuAO2, CuAO3, CuAO8, EC 1.4.3.6, ECAO, ELAO, GPAO, grass pea amine oxidase, Hansenula polymorpha amine oxidase, HPAO, hPAO-1, HPAO-2, lentil seedling amine oxidase, LSAO, MAO-N, More, OVAO, PAO, pea seedling amine oxidase, plasma amine oxidase, PrAO, primary amine oxidase, primary-amine:oxygen oxidoreductase, PSAO, quinone- and copper-containing amine oxidase, quinone-containing copper amine oxidase, quinone-dependent amine oxidase, quinoprotein copper-containing amine oxidase, RAO, sainfoin amine oxidase, semicarbazide-sensitive amine oxidase, semicarbazide-sensitive amine oxidase/vascular adhesion protein-1, SSAO, SSAO/VAP-1, TPQ-containing CuAO, tynA, tyramine oxidase, copper-requiring, VAP-1, vascular adhesion protein 1, vascular adhesion protein-1

ECTree

     1 Oxidoreductases
         1.4 Acting on the CH-NH2 group of donors
             1.4.3 With oxygen as acceptor
                1.4.3.21 primary-amine oxidase

Inhibitors

Inhibitors on EC 1.4.3.21 - primary-amine oxidase

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INHIBITOR
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
-
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
-
2,6-bis(1-methylethoxy)benzylamine
-
-
2,6-bis(2-hydroxyethoxy)benzylamine
-
-
2,6-bis(3-hydroxypropoxy)benzylamine
-
-
2,6-bis(4-hydroxybutoxy)benzylamine
-
-
2,6-bis(ethoxymethyl)benzylamine
-
-
2,6-bis(methoxymethyl)benzylamine
-
-
2,6-dibutoxybenzylamine
-
-
2,6-dibutylbenzylamine
-
-
2,6-diethoxybenzylamine
-
-
2,6-diethylbenzylamine
-
-
2,6-dihydroxybenzylamine
-
-
2,6-dimethoxybenzylamine
-
-
2,6-dipropoxybenzylamine
-
-
2,6-dipropylbenzylamine
-
-
2-(1-isobutylhydrazino)-1-phenylethanol
-
2-(1-methylhydrazino)-1-(2,3,4-trimethoxyphenyl)ethanol
-
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-ethoxybenzylamine
-
-
2-ethylaminobenzylamine dihydrochloride
2-hydrazino-1-(3-methoxyphenyl)ethanol
-
2-hydrazino-1-(4-methoxyphenyl)ethanol
-
2-hydrazino-1-phenylethanol
-
2-hydroxybenzylamine
-
-
2-hydroxymethylbenzylamine
-
-
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
-
-
amikacin
-
about 60% residual activity at 1 mM
aminoguanidine
amylamine
-
-
azide
-
-
benzylamine
benzylhydrazine
Br-
uncompetitive inhibitor with respect to the substrate amine and noncompetitive inhibitor with respect to dissolved oxygen
BTT-2052
-
-
but-3-yn-1-amine
-
-
buta-2,3-dien-1-amine
-
-
Butylamine
-
-
Cl-
uncompetitive inhibitor with respect to the substrate amine and noncompetitive inhibitor with respect to dissolved oxygen
CuCl2
-
strong inhibition at 1 mM
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
-
F-
uncompetitive inhibitor with respect to the substrate amine and noncompetitive inhibitor with respect to dissolved oxygen
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
substrate inhibition; substrate inhibition
hydrazine
-
complete inhibition at 1 mM
Hydrazines
-
-
hydroxylamine
I-
uncompetitive inhibitor with respect to the substrate amine and noncompetitive inhibitor with respect to dissolved oxygen
imidazole
-
Iproniazid
-
nearly complete inhibition at 1 mM
isoniazid
kanamycin
-
about 70% residual activity at 1 mM
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
sisomycin
-
about 45% residual activity at 1 mM
Sodium thioglycolate
-
slight
tacsimate
-
-
-
tobramycin
-
about 40% residual activity at 1 mM
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
-