Information on EC 1.4.9.2 - aralkylamine dehydrogenase (azurin)

Word Map on EC 1.4.9.2
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)

The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.4.9.2
-
RECOMMENDED NAME
GeneOntology No.
aralkylamine dehydrogenase (azurin)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ArCH2NH2 + H2O + 2 azurin = ArCHO + NH3 + 2 reduced azurin
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
oxidative deamination
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
-
Isoquinoline alkaloid biosynthesis
-
-
Metabolic pathways
-
-
Phenylalanine metabolism
-
-
Tyrosine metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
aralkylamaralkylamine:azurin oxidoreductase (deaminating)
Phenazine methosulfate can act as acceptor. Acts on aromatic amines and, more slowly, on some long-chain aliphatic amines, but not on methylamine or ethylamine
CAS REGISTRY NUMBER
COMMENTARY hide
85030-73-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain IFO13495
-
-
Manually annotated by BRENDA team
PAO 1, inducible enzyme
-
-
Manually annotated by BRENDA team
catalytic subunit
UniProt
Manually annotated by BRENDA team
catalytic subunit
UniProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1,3-diaminopropane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
1,6-diaminohexane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
ArCH2NH2 + H2O + 2 azurin
ArCHO + NH3 + 2 reduced azurin
show the reaction diagram
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
show the reaction diagram
benzylamine + acceptor + H2O
benzaldehyde + NH3 + reduced acceptor
show the reaction diagram
benzylamine + H2O + 2,6-dichlorophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
beta-phenylethylamine + acceptor + H2O
? + NH3 + reduced acceptor
show the reaction diagram
P84887 and P84888
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenol indophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
beta-phenylethylamine + H2O + 2,6-dichlorophenolindophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
butylamine + H2O + 2,6-dichlorophenol indophenol
butanal + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
cadaverine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
dopamine + acceptor + H2O
4-(2-oxoethyl)-1,2-benzenediol + NH3 + reduced acceptor
show the reaction diagram
dopamine + H2O + 2,6-dichlorophenol indophenol
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
hexylamine + H2O + 2,6-dichlorophenol indophenol
hexanal + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
histamine + H2O + 2,6-dichlorophenol indophenol
1H-imidazol-4-ylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
high activity at substrate concentration 1 mM
-
-
?
methylamine + acceptor + H2O
formaldehyde + NH3 + reduced acceptor
show the reaction diagram
n-amylamine + H2O + 2 blue protein
? + NH3 + 2 blue protein
show the reaction diagram
n-butylamine + H2O + 2 blue protein
butanal + NH3 + 2 blue protein
show the reaction diagram
n-hexylamine + acceptor + H2O
hexanal + NH3 + reduced acceptor
show the reaction diagram
-
-
-
-
?
n-octylamine + acceptor + H2O
octanal + NH3 + reduced acceptor
show the reaction diagram
-
-
-
-
?
pentylamine + H2O + 2,6-dichlorophenol indophenol
pentanal + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
phenazine ethosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
phenylethylamine + acceptor + H2O
phenylacetaldehyde + NH3 + reduced acceptor
show the reaction diagram
propylamine + H2O + 2 blue protein
propanal + NH3 + 2 blue protein
show the reaction diagram
propylamine + H2O + 2,6-dichlorophenol indophenol
propanal + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
low activity
-
-
?
putrescine + H2O + 2,6-dichlorophenol indophenol
4-aminobutanal + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
serotonin + acceptor + H2O
3-(2-oxoethyl)-1H-indol-5-ol + NH3 + reduced acceptor
show the reaction diagram
serotonin + H2O + 2,6-dichlorophenol indophenol
6-hydroxy-4H-indol-3-yl-acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
spermidine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
low activity
-
-
?
spermine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
low activity
-
-
?
tryptamine + acceptor + H2O
1H-indole-3-acetaldehyde + NH3 + reduced acceptor
show the reaction diagram
tryptamine + H2O + 2,6-dichlorophenol indophenol
4H-indol-3-yl-acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
show the reaction diagram
tyramine + H2O + 2,6-dichlorophenol indophenol
4-hydroxyphenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
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
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
show the reaction diagram
beta-phenylethylamine + H2O + 2,6-dichlorophenol indophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
heme c
two mol of heme per mole of AMDH, 60 kDa subunit carries heme c. Typical absorption stectrum shows maxima at 554, 522, 420, and 320 nm in the reduced state and one peak at 410 nm, a shoulder at 350 nm, and a braod hill at 530 nm in the oxidized form
tryptophan tryptophylquinone
additional information
-
probably chromophore with quinone structure
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
copper
-
metal content: 0.1 mol per mol of enzyme
Iron
-
metal content: 0.6 mol per mol of enzyme
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2,4-Dinitrophenylhydrazine
-
4-nitrophenylhydrazine
-
8-hydroxyquinoline
-
33% inhibition at 1 mM
aminoguanidine
-
-
beta-phenylethylamine
dopamine
-
substrate inhibition at higher concentrations
EDTA
-
13% inhibition at 1 mM
histamine
-
weak substrate inhibition above 1 mM
hydrazine
hydroxylamine
iodoacetamide
-
28% inhibition at 1 mM
Iproniazid
-
-
monoiodoacetate
-
15% inhibition at 1 mM
NaN3
-
30% inhibition at 1 mM
o-phenanthroline
-
17% inhibition at 1 mM
phenylhydrazine
Semicarbazide
serotonin
-
substrate inhibition at higher concentrations
tryptamine
tyramine
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.044 - 0.137
azurin
6.7 - 9.9
benzylamine
0.0018 - 0.0045
beta-phenylethylamine
0.13 - 0.292
dopamine
0.171
histamine
-
pH 7.5, 30C
0.45
phenazine ethosulfate
-
-
0.048 - 0.25
phenazine methosulfate
0.0092
tryptamine
-
-
0.0012 - 0.0069
tyramine
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
64 - 91
azurin
1.02 - 1.14
benzylamine
9.1 - 27.1
dopamine
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.186
Iproniazid
-
-
0.0084
Isoniazid
-
-
1.08
tyramine
-
substrate inhibition
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.39
-
cell extract from cells grown in beta-phenylethylamine
7.05
-
purified enzyme
14.3
-
after purification
30.8
-
pH 7.5, 25C
95
P84887 and P84888
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
-
tyramine, beta-phenylethylamine
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 9.5
-
5.5: about 25% of activity maximum, 9.5: about 10% of activity maximum
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
PDB
SCOP
CATH
ORGANISM
UNIPROT
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
12000
-
2 * 40000 + 2 * 12000
15200
-
2 * 42300, alpha-subunit, + 2 * 15200, beta-subunit, SDS-PAGE
18000
-
alpha2beta2, 2 * 39000 + 2 * 18000, SDS-PAGE
19652
P84887 and P84888
alpha2beta2, 2 * 38222 + 2 * 19652, calculated from DNA sequence
20000
1 * 60000, 1 * 40000, 1 * 20000, SDS-PAGE
38222
P84887 and P84888
alpha2beta2, 2 * 38222 + 2 * 19652, calculated from DNA sequence
39000
-
alpha2beta2, 2 * 39000 + 2 * 18000, SDS-PAGE
42300
-
2 * 42300, alpha-subunit, + 2 * 15200, beta-subunit, SDS-PAGE
60000
1 * 60000, 1 * 40000, 1 * 20000, SDS-PAGE
95500
-
gel filtration
103000
108900
-
sedimentation equilibrium
114000
-
estimated from subunit molecular weights
120000
gel filtration and sedimentation equilibrium analysis
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
heterotetramer
tetramer
trimer
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
electron transfer complex between aromatic amine dehydrogenase and azurin. The interface of the proteins is largely hydrophobic, covering 500 squareAngstrom, with one direct hydrogen bond linking them
-
structure of the O-quinol, N-quinol, and N-semiquinone forms of enzyme
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 12
-
-
655062
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 60
-
full activity after incubation for 20 min
70
-
40 min, stable, no loss of activity
80
-
10 min, loss of 20% activity
100
-
10 min, inactivation
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
stable against guanidine hydrochloride up to 2 M
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4C, purified enzyme, phosphate buffer, pH 7.0, stable for at least 1 month
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
61fold to homogeneity, multistep procedure
-
recombinant enzyme, expression in Paracoccus denitrificans
-
Sephacryl S-200 gel filtration
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloning of portions of PAO 1 chromosome with genes coding for enzymes of catabolic pathway of aromatic biogenic amines
-