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Literature summary for 1.4.3.22 extracted from

  • Hashimoto, T.; Mitani, A.; Yamada, Y.
    Diamine oxidase from cultured roots of Hyoscyamus niger: its function in tropane alkaloid biosynthesis (1990), Plant Physiol., 93, 216-221.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.4.3.22

Inhibitors

Inhibitors Comment Organism Structure
1,3-diaminopropane 10 mM with 2 mM N-methylputrescine as substrate, 32% relative inhibition Hyoscyamus niger
1,3-diaminopropane 10 mM with 2 mM N-methylputrescine as substrate, 70% relative inhibition Pisum sativum
1,3-diaminopropane 10 mM with 2 mM N-methylputrescine as substrate, 93% relative inhibition Sus scrofa
aminoguanidine 66% inhibition at 10 mM Hyoscyamus niger
CaCl2 1 mM, slightly inhibited,less than 24% Hyoscyamus niger
CdCl2 1 mM, strongly inhibited,more than 90% Hyoscyamus niger
CoCl2 1 mM, moderately inhibited,60-80% Hyoscyamus niger
CuCl2 1 mM, strongly inhibited,more than 90% Hyoscyamus niger
diethyldithiocarbamate 59% inhibition at 0.1 mM Hyoscyamus niger
FeSO4 1 mM, moderately inhibited,60-80% Hyoscyamus niger
HgCl2 1 mM, strongly inhibited,more than 90% Hyoscyamus niger
hydroxylamine 40% inhibition at 0.01 mM Hyoscyamus niger
KCN 1 mM, inhibits activity completely, is used to stop the enzyme reaction Hyoscyamus niger
MgCl2 1 mM, slightly inhibited,less than 24% Hyoscyamus niger
MnCl2 1 mM, slightly inhibited,less than 24% Hyoscyamus niger
additional information inhibition by the copper ligand diethyldithiocarbamate and the carbonyl reagents suggests that copper and pyrrroloquinoline are present at the active site of this enzyme; primary amines inhibit pea and pig kidney DAO activities more strongly than the Hyoscyamus niger. N-methylated amines are stronger inhibitors of the Hyoscyamus enzyme than of the others DAOs Hyoscyamus niger
additional information primary amines inhibit pea and pig kidney DAO activities more strongly than the Hyoscyamus niger. N-methylated amines are stronger inhibitors of the Hyoscyamus enzyme than of the others DAOs Pisum sativum
additional information primary amines inhibit pea and pig kidney DAO activities more strongly than the Hyoscyamus niger. N-methylated amines are stronger inhibitors of the Hyoscyamus enzyme than of the others DAOs Sus scrofa
n-butylamine 10 mM with 2 mM N-methylputrescine as substrate, 19% relative inhibition Hyoscyamus niger
n-butylamine 10 mM with 2 mM N-methylputrescine as substrate, 66% relative inhibition Pisum sativum
n-butylamine 10 mM with 2 mM N-methylputrescine as substrate, 60% relative inhibition Sus scrofa
N-methyl-1,3-diamonopropane 10 mM with 2 mM N-methylputrescine as substrate, 34% relative inhibition Hyoscyamus niger
N-methyl-1,3-diamonopropane 10 mM with 2 mM N-methylputrescine as substrate, 55% relative inhibition Pisum sativum
N-methyl-1,3-diamonopropane 10 mM with 2 mM N-methylputrescine as substrate, 61% relative inhibition Sus scrofa
N-methylbutylamine 10 mM with 2 mM N-methylputrescine as substrate, 70% relative inhibition Hyoscyamus niger
N-methylbutylamine 10 mM with 2 mM N-methylputrescine as substrate, 23% relative inhibition Pisum sativum
N-methylbutylamine 10 mM with 2 mM N-methylputrescine as substrate, 19% relative inhibition Sus scrofa
N-Methylmaleimide 59% inhibition at 1 mM Hyoscyamus niger
N-methylpropylamine 10 mM with 2 mM N-methylputrescine as substrate, 75% relative inhibition Hyoscyamus niger
N-methylpropylamine 10 mM with 2 mM N-methylputrescine as substrate, 13% relative inhibition Pisum sativum
N-methylpropylamine 10 mM with 2 mM N-methylputrescine as substrate, 22% relative inhibition Sus scrofa
n-Propylamine 10 mM with 2 mM N-methylputrescine as substrate, 28% relative inhibition Hyoscyamus niger
n-Propylamine 10 mM with 2 mM N-methylputrescine as substrate, 23% relative inhibition Pisum sativum
n-Propylamine 10 mM with 2 mM N-methylputrescine as substrate, 48% relative inhibition Sus scrofa
NiCl2 1 mM, moderately inhibited,60-80% Hyoscyamus niger
p-chloromercuribenzenesulfonic acid 91% inhibition at 1 mM Hyoscyamus niger
phenylhydrazine 69% inhibition at 0.01 mM Hyoscyamus niger
Semicarbazide 57% inhibition at 10 mM Hyoscyamus niger
ZnCl2 1 mM, slightly inhibited,less than 24% Hyoscyamus niger

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.26
-
 cadaverine pH 7.9, 30°C, lowest KM-value compared with N-putrescine or cadaverine as substrates, Vmax: 96.2 pkat Pisum sativum
0.3
-
 cadaverine pH 7.9, 30°C, higher KM-value compared with N-putrescine or cadaverine as substrates, Vmax: 20.5 pkat Sus scrofa
0.31
-
 1,4-diaminobutane pH 7.9, 30°C, higher KM-value compared with N-methylputrescine or cadaverine as substrates, Vmax: 21.9 pkat Sus scrofa
0.32
-
 1,4-diaminobutane pH 7.9, 30°C, lower KM-value compared with N-methylputrescine and higher compared to cadaverine as substrates, Vmax: 97.3 pkat Pisum sativum
0.33
-
 N-methylputrescine pH 7.9, 30°C, lowest KM-value compared with putrescine or cadaverine as substrates, Vmax: 90.4 pkat Hyoscyamus niger
0.82
-
 N-methylputrescine pH 7.9, 30°C, lowest KM-value compared with putrescine or cadaverine as substrates, Vmax: 23.3 pkat Sus scrofa
1.22
-
 N-methylputrescine pH 7.9, 30°C, highest KM-value compared with putrescine or cadaverine as substrates, Vmax: 93.5 pkat Pisum sativum
2.85
-
 1,4-diaminobutane pH 7.9, 30°C, higher KM-value compared with N-methylputrescine or cadaverine as substrates, Vmax: 82.7 pkat, specifiity constant 11% of the constant for N-methylputrescine Hyoscyamus niger
6.25
-
 cadaverine pH 7.9, 30°C, higher KM-value compared with N-putrescine or cadaverine as substrates, Vmax: 19.6 pkat, specifiity constant 1% of the constant for N-methylputrescine Hyoscyamus niger

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
66000
-
 2 * 66000, SDS-PAGE Hyoscyamus niger
135000
-
 gel filtration Hyoscyamus niger

Organism

Organism UniProt Comment Textmining
Hyoscyamus niger
-
-
-
Pisum sativum
-
-
-
Sus scrofa
-
-
-

Purification (Commentary)

Purification (Comment) Organism
partially Hyoscyamus niger

Source Tissue

Source Tissue Comment Organism Textmining
epicotyl
-
 Pisum sativum
-
kidney
-
 Sus scrofa
-
root culture
-
 Hyoscyamus niger
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.0326
-
 partially purified enzyme, N-methylpurtrescine as substrate, pH 7.9, 30°C Hyoscyamus niger

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1,3-diaminopropane + H2O + O2 30% activity compared to activity with N-methylputrescine Hyoscyamus niger 3-aminopropanal + NH3 + H2O2
-
 ?
1,3-diaminopropane + H2O + O2 30% activity compared to activity with putrescine Sus scrofa 3-aminopropanal + NH3 + H2O2
-
 ?
1,4-diaminobutane + H2O + O2 best substrate Sus scrofa 4-aminobutanal + NH3 + H2O2
-
 ?
1,4-diaminobutane + H2O + O2 best substrate Pisum sativum 4-aminobutanal + NH3 + H2O2
-
 ?
1,4-diaminobutane + H2O + O2 50% activity compared to activity with N-methylputrescine Hyoscyamus niger 4-aminobutanal + NH3 + H2O2
-
 ?
cadaverine + H2O + O2 30% activity compared to activity with N-methylputrescine Hyoscyamus niger 5-aminopentanal + NH3 + H2O2
-
 ?
cadaverine + H2O + O2 75% activity compared to activity with putrescine Pisum sativum 5-aminopentanal + NH3 + H2O2
-
 ?
cadaverine + H2O + O2 80% activity compared to activity with putrescine Sus scrofa 5-aminopentanal + NH3 + H2O2
-
 ?
histamine + H2O + O2 60% activity compared to activity with putrescine Sus scrofa (imidazol-4-yl)acetaldehyde + NH3 + H2O2
-
 ?
additional information low activity with histamine, n-butylamine, and 1,6-diaminohexane Hyoscyamus niger ?
-
 ?
additional information low activity with n-butylamine or 1,6-diaminohexane as substrate Sus scrofa ?
-
 ?
additional information low or no activity with 1,3-diaminopropane, N-methyl-1,3-diaminopropane, n-butylamine, 1,6-diaminohexane, and histamine Pisum sativum ?
-
 ?
N-methyl-1,3-diaminopropane + H2O + O2 40% activity compared to activity with N-methylputrescine Hyoscyamus niger N-methyl-3-aminopropanal + NH3 + H2O2
-
 ?
N-methyl-1,3-diaminopropane + H2O + O2 40% activity compared to activity with putrescine Sus scrofa N-methyl-3-aminopropanal + NH3 + H2O2
-
 ?
N-methylputrescine + H2O + O2 50% activity compared to activity with putrescine Pisum sativum 4-(methylamino)butanal + NH3 + H2O2
-
 ?
N-methylputrescine + H2O + O2 75% activity compared to activity with putrescine Sus scrofa 4-(methylamino)butanal + NH3 + H2O2
-
 ?
N-methylputrescine + H2O + O2 best substrate. Specificity for N-methylated diamines enable the Hyoscyamine enzyme to function specifically in tropane alkaloid biosynthesis Hyoscyamus niger 4-(methylamino)butanal + NH3 + H2O2
-
 ?

Subunits

Subunits Comment Organism
dimer 2 * 66000, SDS-PAGE Hyoscyamus niger

Synonyms

Synonyms Comment Organism
DAO
-
 Hyoscyamus niger
EC 1.4.3.6 formerly Hyoscyamus niger

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Hyoscyamus niger

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5 8 measured over the range of 6.0 to 9.0, with N-methylputrescine as substrate Hyoscyamus niger
7.9
-
 assay at Hyoscyamus niger

General Information

General Information Comment Organism
physiological function root cultures of Hyoscyamus niger produce nicotine and tropane alkaloids by the same early biosynthetic pathway in which the DAO functions to convert N-methylputrescine to methylpyrrolinium cation. There is no close correlaion between alkaloid production and DAO activity. The biosynthesis of nicotine and tropane alkaloids are not regulated directly by the DAO activities. Specificty for N-methylated diamines enable the Hyoscyamine enzyme to function specifically in tropane alkaloid biosynthesis Hyoscyamus niger