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Literature summary for 1.4.3.21 extracted from

  • Foster, A.; Barnes, N.; Speight, R.; Keane, M.
    Identification, functional expression and kinetic analysis of two primary amine oxidases from Rhodococcus opacus (2012), J. Mol. Catal. B, 74, 73-82.
No PubMed abstract available

Inhibitors

Inhibitors Comment Organism Structure
4-fluorobenzylamine
-
Rhodococcus opacus
aminoguanidine isoform AO1 shows 18% residual activity at 0.1 mM, isoform AO2 shows 17% residual activity at 0.1 mM Rhodococcus opacus
amylamine
-
Rhodococcus opacus
benzylamine
-
Rhodococcus opacus
Butylamine
-
Rhodococcus opacus
Cuprizone isoform AO1 shows 2% residual activity at 0.1 mM, isoform AO2 shows 1% residual activity at 0.1 mM Rhodococcus opacus
dopamine
-
Rhodococcus opacus
isoniazid isoform AO1 shows 14% residual activity at 0.1 mM, isoform AO2 shows 16% residual activity at 0.1 mM Rhodococcus opacus
additional information not inhibited by pargyline, clorgyline, and neocupine Rhodococcus opacus
octopamine
-
Rhodococcus opacus
Phenylethylamine
-
Rhodococcus opacus
Propylamine
-
Rhodococcus opacus
Semicarbazide isoform AO1 shows 1% residual activity at 0.1 mM, isoform AO2 shows 2% residual activity at 0.1 mM Rhodococcus opacus
tyramine
-
Rhodococcus opacus
vanillylamine
-
Rhodococcus opacus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.02
-
vanillylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.02
-
Phenylethylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.03
-
octopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.04
-
benzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.05
-
tyramine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.1
-
dopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.11
-
amylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.13
-
4-fluorobenzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.16
-
amylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.18
-
methylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.28
-
histamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.32
-
Butylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.32
-
Butylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.49
-
Propylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.86
-
ethylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
2.05
-
ethanolamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus

Metals/Ions

Metals/Ions Comment Organism Structure
Cu2+ contains copper Rhodococcus opacus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
70000
-
2 * 70000, isoform AO1 or AO2, SDS-PAGE Rhodococcus opacus
71695
-
2 * 71695, isoform AO1, calculated from amino acid sequence Rhodococcus opacus
72051
-
2 * 72051, isoform AO2, calculated from amino acid sequence Rhodococcus opacus
140000
-
gel filtration Rhodococcus opacus

Organism

Organism UniProt Comment Textmining
Rhodococcus opacus
-
-
-
Rhodococcus opacus DSM 43250
-
-
-

Purification (Commentary)

Purification (Comment) Organism
ammonium sulfate precipitation, Hi-Prep 16 10 Q column chromatography, Mono Q column chromatography, and Superose 12 gel filtration Rhodococcus opacus

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.039
-
isoform AO1, crude extract, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.144
-
isoform AO2, crude extract, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
6.302
-
isoform AO1, after 161.5fold purification, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
13.14
-
isoform AO2, after 91.3fold purification, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-methyl-3-phenylpropylamine + H2O + O2
-
Rhodococcus opacus 4-phenylbutan-2-one + NH3 + H2O2
-
?
4-fluorobenzylamine + H2O + O2
-
Rhodococcus opacus 4-fluorobenzaldehyde + NH3 + H2O2
-
?
amphetamine + H2O + O2
-
Rhodococcus opacus 1-phenylpropan-2-one + NH3 + H2O2
-
?
amylamine + H2O + O2
-
Rhodococcus opacus pentanal + NH3 + H2O2
-
?
benzylamine + H2O + O2 main substrate for isoform AO1 Rhodococcus opacus benzaldehyde + NH3 + H2O2
-
?
benzylamine + H2O + O2 main substrate for isoform AO1 Rhodococcus opacus DSM 43250 benzaldehyde + NH3 + H2O2
-
?
butylamine + H2O + O2
-
Rhodococcus opacus butanal + NH3 + H2O2
-
?
dopamine + H2O + O2
-
Rhodococcus opacus (3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
?
dopamine + H2O + O2
-
Rhodococcus opacus DSM 43250 (3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2
-
?
ethanolamine + H2O + O2
-
Rhodococcus opacus glycolaldehyde + NH3 + H2O2
-
?
ethanolamine + H2O + O2
-
Rhodococcus opacus DSM 43250 glycolaldehyde + NH3 + H2O2
-
?
ethylamine + H2O + O2 isoforms AO1 and AO2 show 100% activity with ethylamine Rhodococcus opacus acetaldehyde + NH3 + H2O2
-
?
histamine + H2O + O2
-
Rhodococcus opacus 1H-imidazol-4-ylacetaldehyde + NH3 + H2O2
-
?
methylamine + H2O + O2
-
Rhodococcus opacus formaldehyde + NH3 + H2O2
-
?
methylbenzylamine + H2O + O2
-
Rhodococcus opacus methylbenzaldehyde + NH3 + H2O2
-
?
additional information isoform AO1 isolated from butylamine-induced cells with a distinct specificity towards benzylamine (relative to phenylethylamine), acts on a broad range of aliphatic monoamines (C1-C5). Isoform AO2 isolated from phenylethylamine-treated cells displays activity towards phenylethylamine as well as tyramine and heterocyclic amines but negligible conversion of benzylamine and short chain aliphatic amines. Neither AO1 nor AO2 exhibit any measurable activity when using diamines (putrescine or cadaverine) as substrate Rhodococcus opacus ?
-
?
additional information isoform AO1 isolated from butylamine-induced cells with a distinct specificity towards benzylamine (relative to phenylethylamine), acts on a broad range of aliphatic monoamines (C1-C5). Isoform AO2 isolated from phenylethylamine-treated cells displays activity towards phenylethylamine as well as tyramine and heterocyclic amines but negligible conversion of benzylamine and short chain aliphatic amines. Neither AO1 nor AO2 exhibit any measurable activity when using diamines (putrescine or cadaverine) as substrate Rhodococcus opacus DSM 43250 ?
-
?
octopamine + H2O + O2
-
Rhodococcus opacus hydroxy(hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
?
phenylethylamine + H2O + O2 main substrate for isoform AO2 Rhodococcus opacus phenylacetaldehyde + NH3 + H2O2
-
?
propylamine + H2O + O2
-
Rhodococcus opacus propanal + NH3 + H2O2
-
?
sec-butylamine + H2O + O2
-
Rhodococcus opacus butan-2-one + NH3 + H2O2
-
?
tyramine + H2O + O2
-
Rhodococcus opacus (4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
?
tyramine + H2O + O2
-
Rhodococcus opacus DSM 43250 (4-hydroxyphenyl)acetaldehyde + NH3 + H2O2
-
?
vanillylamine + H2O + O2
-
Rhodococcus opacus vanillic aldehyde + NH3 + H2O2
-
?

Subunits

Subunits Comment Organism
homodimer 2 * 70000, isoform AO1 or AO2, SDS-PAGE Rhodococcus opacus
homodimer 2 * 71695, isoform AO1, calculated from amino acid sequence Rhodococcus opacus
homodimer 2 * 72051, isoform AO2, calculated from amino acid sequence Rhodococcus opacus

Synonyms

Synonyms Comment Organism
AO1 isoform Rhodococcus opacus
AO2 isoform Rhodococcus opacus
copper-containing amine oxidase
-
Rhodococcus opacus
CuAO
-
Rhodococcus opacus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.4
-
methylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
1
-
vanillylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
1.9
-
dopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
3.3
-
ethanolamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
3.5
-
octopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
4.3
-
Butylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
5.9
-
amylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
7.2
-
ethylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
12.1
-
benzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
12.7
-
amylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
13.2
-
histamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
15.3
-
Butylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
16.1
-
tyramine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
17.3
-
4-fluorobenzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
18.9
-
Propylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
20.9
-
Phenylethylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus

Cofactor

Cofactor Comment Organism Structure
2,4,5-trihydroxyphenylalanine quinone
-
Rhodococcus opacus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.4
-
tyramine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.6
-
Phenylethylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.6
-
octopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
0.8
-
4-fluorobenzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
1.4
-
dopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
2.9
-
vanillylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
3.1
-
amylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
4.1
-
benzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
9.9
-
Butylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus

pI Value

Organism Comment pI Value Maximum pI Value
Rhodococcus opacus isoform AO1, calculated from amino acid sequence
-
4.6
Rhodococcus opacus isoform AO2, calculated from amino acid sequence
-
4.9

Expression

Organism Comment Expression
Rhodococcus opacus enzyme expression is induced by limiting the nitrogen source to butylamine (isoform AO1) and phenylethylamine (isoform AO2) up

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2
-
methylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
2
-
ethanolamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
8
-
ethylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
13
-
Butylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
19
-
dopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
39
-
Propylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
47
-
histamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
48
-
Butylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
50
-
vanillylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
54
-
amylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
79
-
amylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
116
-
octopamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
133
-
4-fluorobenzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
303
-
benzylamine isoform AO1, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
322
-
tyramine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus
1045
-
Phenylethylamine isoform AO2, in 200 mM potassium phosphate buffer pH 7.6, at 30°C Rhodococcus opacus