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1.4.3.22: diamine oxidase

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

Word Map on EC 1.4.3.22

Reaction

histamine
+
H2O
+
O2
=
(imidazol-4-yl)acetaldehyde
+
NH3
+
H2O2

Synonyms

ABP1, AGAO, Amiloride-binding protein, Amine oxidase, BSAO, Copper amine oxidase, DAO, DAO-1, Diamine oxidase, EC 1.4.3.6, ELAO, GPAO, hDAO, histaminase, histamine dehydrogenase, histamine oxidase, LCAO, LSAO, methylputrescine oxidase, More, MPO, N-methylputrescine oxidase, pea seedling amine oxidase, PKAO, PPLO, PSAO, pWGH15, rhDAO, vDAO

ECTree

     1 Oxidoreductases
         1.4 Acting on the CH-NH2 group of donors
             1.4.3 With oxygen as acceptor
                1.4.3.22 diamine oxidase

Inhibitors

Inhibitors on EC 1.4.3.22 - diamine oxidase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(E)-1,4-diamino-2-butene
0.1 mM, 72% and 87% inhibition; 0.1 mM, 72% and 87% inhibition
(Z)-1,4-diamino-2-butene
(Z)-3-fluoro-2-(4-methoxybenzyl)allylamine hydrochloride
-
i.e. LJP 1586. Potent, specific, and orally available inhibitor of SSAO activity is an effective anti-inflammatory compound in vivo
1,10-phenanthroline
-
10 mM, 47% inhibition
1,3-diaminopropane
1,4-Diamino-2-butanone
1,4-diamino-2-butyne
1,4-diaminocyclohexane
-
5 mM, 69% inhibition
1,4-phenanthroline
1,5-Diamino-3-pentanone
1,6-diamino-3-azahexane
-
competitive
1,8-diamino-3,6-dioxaoctane
-
-
1-(3,5-diethoxypyridin-4-yl)methanamine dihydrochloride
-
1-amino-3-phenyl-3-propanone
-
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'-dipyridiyl
-
-
2,2'-dipyridyl
2,4-Dinitrophenylhydrazine
1 mM, complete inhibition; 1 mM, complete inhibition
2-Bromoethylamine
-
-
2-ethylaminobenzylamine dihydrochloride
-
2-mercaptoethanol
2-methylaminobenzylamine dihydrochloride
-
2-methylbenzothiazoline hydrazone
-
competitive inhibition
3,3'-[[4-(aminomethyl)pyridine-3,5-diyl]bis(oxy)]dipropan-1-ol dihydrochloride
-
3-(1-piperidinyl)-4-aminomethylpyridine dihydrochloride hemihydrate
-
3-amino-4-aminomethylpyridine dihydrochloride
-
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-[(1-methylethyl)amino]-4-aminomethylpyridine dihydrochloride
-
4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide
noncompetitive inhibition
4,4'-[[4-(aminomethyl)pyridine-3,5-diyl]bis(oxy)]dibutan-1-ol dihydrochloride
-
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'-diethylpyridine-3,5-diamine dihydrochloride
-
4-(aminomethyl)-N,N'-dimethylpyridine-3,5-diamine dihydrochloride
-
4-(aminomethyl)-N-methylpyridine-3,5-diamine dihydrochloride
-
8-hydroxyquinoline
adenosine 3',5'-AMP
-
-
alpha,alpha'-dipyridyl
-
10 mM, 22% inhibition
amiloride
-
diuretic drug, competitive vs. agmatine and putrescine oxidation
aminoacetonitrile
aminoguanidine
aniline
-
10 mM, 43% inhibition
Arcaine sulfate
azide
benzylhydrazine
-
-
Berenil
mixed inhibition
beta-aminopropionitrile
beta-Bromoethylamine
beta-hydroxyethylhydrazine
Ca2+
-
10 mM, 37% inhibition
CaCl2
-
1 mM, slightly inhibited,less than 24%
CdCl2
-
1 mM, strongly inhibited,more than 90%
chinconine
-
-
cimetidine
mixed inhibition
clonidine
CoCl2
-
1 mM, moderately inhibited,60-80%
CuCl2
-
1 mM, strongly inhibited,more than 90%
Cuprizone
cyanide
Cyclohexylamine
-
10 mM, 93% inhibition
diaminoacetone
Dicyclohexylamine
-
10 mM, 79% inhibition
Diethyl dithiocarbamate
-
10 mM, 76% inhibition
diethyldithiocarbamate
diethylenetriamine
-
powerful noncompetitive inhibitor
Diethylthiocarbamate
-
-
diminazene aceturate
-
-
dithiothreitol
-
10 mM, 12% inhibition
EDTA-Na2
-
76.47% residual activity at 1 mM
EGTA
-
71.57% residual activity at 1 mM
Fe3+
-
10.78% residual activity at 3 mM
FeSO4
-
1 mM, moderately inhibited,60-80%
gabexate mesylate
-
anti coagulant drug, competitive vs. agmatine and putrescine oxidation
glutathione
HgCl2
-
1 mM, strongly inhibited,more than 90%
histamine
hydrazine
-
10 mM, 95% inhibition
hydroxylamine
Hydroxyquinoline
Iproniazid
Iproniazide
-
10 mM, 43% inhibition
isoniazid
isoniazide
-
10 mM, 76% inhibition
Isonicotinic acid hydrazide
-
-
KMnO4
-
0.1 mM, complete inhibition
L-cysteine
-
complete inhibition at 0.1 mM
L-lobeline
-
-
m-phenylenediamine
-
competitive vs. cadaverine
methylglyoxalbis(guanylhydrazone)
-
without preincubation competitive inhibitor, non-competitive after 1 h preincubation
methylhydrazine
-
10 mM, complete inhibition
MgCl2
-
1 mM, slightly inhibited,less than 24%
MnCl2
-
1 mM, slightly inhibited,less than 24%
N,N-diethyldithiocarbamate
-
the inactive enzyme is restored with Cu2+ to 65% of its initial activity
n-butylamine
N-ethylmaleimide
-
1 mM, 90% inhibition
N-methyl-1,3-diamonopropane
N-methylbutylamine
N-Methylmaleimide
-
59% inhibition at 1 mM
N-methylpropylamine
n-Propylamine
N1,N2-bis(2-pyridinylmethyl)-1,2-ethanediamine
-
competitive
N1,N3-bis(2-pyridinylmethyl)-1,3-propanediamine
-
-
N1,N4-bis(2-pyridinylmethyl)-1,4-butanediamine
-
-
N1,N5-bis(2-pyridinylmethyl)-1,5-pentanediamine
-
-
N1,N6-bis(2-pyridinylmethyl)-1,6-hexanediamine
-
-
N1,N7-bis(2-pyridinylmethyl)-1,7-heptanediamine
-
-
N1,N8-bis(2-pyridinylmethyl)-1,8-octanediamine
-
-
N3-
-
-
N6-(3-aminopropyl)adenine
N6-(4-amino-cis-but-2-enyl)adenine
Na2S2O3
NaCl
-
200 mM, approx. 50% inhibition, almost complete inhibition of the purified enzyme with 1 M NaCl
NaHSO3
NH3
-
competitive vs. p-dimethylaminomethylbenzylamine, uncompetitive vs. O2
Ni2+
-
0.5 mM, 92% inhibition
NiCl2
-
1 mM, moderately inhibited,60-80%
o-phenanthroline
o-phenyldiamine
-
-
o-phenylenediamine
-
competitive vs. cadaverine
p-chloromercuribenzenesulfonic acid
-
91% inhibition at 1 mM
p-chloromercuriphenylsulfonate
-
1 mM, complete inhibition
p-Nitrophenylhydrazine
1 mM, complete inhibition; 1 mM, complete inhibition
Pentamidine
mixed inhibition
phenylhydrazine
piperidine
-
10 mM, 55% inhibition
Pyridoxine-HCl
-
10 mM, 72% inhibition
Quinacrine
sanguinarine
0.1 mM, 65% inhibition; 0.1 mM, 65% inhibition
SCN-
-
-
Semicarbazide
Sodium cyanide
-
-
spermidine
-
substrate inhibition
thiocyanate
-
uncompetitive vs. p-dimethylaminomethylbenzylamine, SCN- is equatorially coordinated to a tetragonal Cu(II) center
tranylcypromine
triethylenetetramine
-
powerful inhibitor
triethyltetramine
ZnCl2
-
1 mM, slightly inhibited,less than 24%
additional information
-