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1,3-diaminopropane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
1,6-diaminohexane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
2-phenylethylamine + H2O + 2,6-dichlorophenolindophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenolindophenol
-
-
-
-
r
ArCH2NH2 + H2O + 2 azurin
ArCHO + NH3 + 2 reduced azurin
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
benzylamine + acceptor + H2O
benzaldehyde + NH3 + reduced acceptor
benzylamine + H2O + 2,6-dichlorophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
beta-phenylethylamine + acceptor + H2O
? + NH3 + reduced acceptor
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenol indophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
beta-phenylethylamine + H2O + 2,6-dichlorophenolindophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenolindophenol
butylamine + H2O + 2,6-dichlorophenol indophenol
butanal + NH3 + reduced 2,6-dichlorophenol indophenol
cadaverine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
dopamine + acceptor + H2O
4-(2-oxoethyl)-1,2-benzenediol + NH3 + reduced acceptor
dopamine + H2O + 2,6-dichlorophenol indophenol
(3,4-dihydroxyphenyl)acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
hexylamine + H2O + 2,6-dichlorophenol indophenol
hexanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
histamine + H2O + 2,6-dichlorophenol indophenol
1H-imidazol-4-ylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
high activity at substrate concentration 1 mM
-
-
?
methylamine + acceptor + H2O
formaldehyde + NH3 + reduced acceptor
n-amylamine + H2O + 2 blue protein
? + NH3 + 2 blue protein
n-butylamine + H2O + 2 blue protein
butanal + NH3 + 2 blue protein
n-hexylamine + acceptor + H2O
hexanal + NH3 + reduced acceptor
-
-
-
-
?
n-octylamine + acceptor + H2O
octanal + NH3 + reduced acceptor
-
-
-
-
?
pentylamine + H2O + 2,6-dichlorophenol indophenol
pentanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine ethosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
phenylethylamine + acceptor + H2O
phenylacetaldehyde + NH3 + reduced acceptor
propylamine + H2O + 2 blue protein
propanal + NH3 + 2 blue protein
propylamine + H2O + 2,6-dichlorophenol indophenol
propanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
low activity
-
-
?
putrescine + H2O + 2,6-dichlorophenol indophenol
4-aminobutanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
serotonin + acceptor + H2O
3-(2-oxoethyl)-1H-indol-5-ol + NH3 + reduced acceptor
serotonin + H2O + 2,6-dichlorophenol indophenol
6-hydroxy-4H-indol-3-yl-acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
spermidine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
low activity
-
-
?
spermine + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
low activity
-
-
?
tryptamine + acceptor + H2O
1H-indole-3-acetaldehyde + NH3 + reduced acceptor
tryptamine + H2O + 2,6-dichlorophenol indophenol
4H-indol-3-yl-acetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
tyramine + H2O + 2,6-dichlorophenol indophenol
4-hydroxyphenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
additional information
?
-
1,3-diaminopropane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
1,3-diaminopropane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
1,6-diaminohexane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
1,6-diaminohexane + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
ArCH2NH2 + H2O + 2 azurin
ArCHO + NH3 + 2 reduced azurin
-
-
-
-
?
ArCH2NH2 + H2O + 2 azurin
ArCHO + NH3 + 2 reduced azurin
-
azurin markedly facilitates electron transfer from the enzyme to each cytochrome tested. AADH and azurin may form an electron transfer complex with a c-type cytochrome
-
-
?
ArCH2NH2 + H2O + 2 azurin
ArCHO + NH3 + 2 reduced azurin
-
-
-
-
?
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
-
physiological acceptor: azurin, not amicyanin
-
-
?
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
-
specific for phenylethylamines, but also reacts to a lesser extent with primary aliphatic amines
-
-
?
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
-
physiological acceptor: azurin, not amicyanin
-
-
?
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
-
specific for phenylethylamines, but also reacts to a lesser extent with primary aliphatic amines
-
-
?
aromatic amines + acceptor + H2O
? + reduced acceptor + NH3
-
catabolism
-
-
?
benzylamine + acceptor + H2O
benzaldehyde + NH3 + reduced acceptor
-
-
-
-
?
benzylamine + acceptor + H2O
benzaldehyde + NH3 + reduced acceptor
-
-
-
-
?
benzylamine + H2O + 2,6-dichlorophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
benzylamine + H2O + 2,6-dichlorophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
analysis of limiting rate constants
-
-
?
benzylamine + H2O + 2,6-dichlorophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenol indophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenol indophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenolindophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenolindophenol
-
-
-
-
?
beta-phenylethylamine + H2O + 2,6-dichlorophenolindophenol
phenylacetaldehyde + NH3 + reduced 2,6-dichlorophenolindophenol
-
-
-
-
?
butylamine + H2O + 2,6-dichlorophenol indophenol
butanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
butylamine + H2O + 2,6-dichlorophenol indophenol
butanal + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
dopamine + acceptor + H2O
4-(2-oxoethyl)-1,2-benzenediol + NH3 + reduced acceptor
-
-
-
-
?
dopamine + acceptor + H2O
4-(2-oxoethyl)-1,2-benzenediol + NH3 + reduced acceptor
-
-
-
-
?
dopamine + acceptor + H2O
4-(2-oxoethyl)-1,2-benzenediol + NH3 + reduced acceptor
-
-
-
-
?
methylamine + acceptor + H2O
formaldehyde + NH3 + reduced acceptor
-
-
-
-
?
methylamine + acceptor + H2O
formaldehyde + NH3 + reduced acceptor
-
-
-
-
?
n-amylamine + H2O + 2 blue protein
? + NH3 + 2 blue protein
-
-
-
?
n-amylamine + H2O + 2 blue protein
? + NH3 + 2 blue protein
-
-
-
?
n-butylamine + H2O + 2 blue protein
butanal + NH3 + 2 blue protein
-
-
-
?
n-butylamine + H2O + 2 blue protein
butanal + NH3 + 2 blue protein
-
-
-
?
phenazine ethosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine ethosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenazine methosulfate + H2O + 2,6-dichlorophenol indophenol
? + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
phenylethylamine + acceptor + H2O
phenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
phenylethylamine + acceptor + H2O
phenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
propylamine + H2O + 2 blue protein
propanal + NH3 + 2 blue protein
the azurin-like blue protein is reduced specifically during AMDH reaction. The amine oxidation system can be reconstituted using AMDH, blue protein, and the cytoplasmic membranes of the organism
-
-
?
propylamine + H2O + 2 blue protein
propanal + NH3 + 2 blue protein
the azurin-like blue protein is reduced specifically during AMDH reaction. The amine oxidation system can be reconstituted using AMDH, blue protein, and the cytoplasmic membranes of the organism
-
-
?
serotonin + acceptor + H2O
3-(2-oxoethyl)-1H-indol-5-ol + NH3 + reduced acceptor
-
-
-
-
?
serotonin + acceptor + H2O
3-(2-oxoethyl)-1H-indol-5-ol + NH3 + reduced acceptor
-
-
-
-
?
serotonin + acceptor + H2O
3-(2-oxoethyl)-1H-indol-5-ol + NH3 + reduced acceptor
-
-
-
-
?
tryptamine + acceptor + H2O
1H-indole-3-acetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tryptamine + acceptor + H2O
1H-indole-3-acetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tryptamine + acceptor + H2O
1H-indole-3-acetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
electron acceptor: azurin
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
electron acceptor: phenazine methosulfate or phenazine ethosulfate
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
electron acceptor: phenazine methosulfate or phenazine ethosulfate
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
electron acceptor: azurin
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tyramine + acceptor + H2O
4-hydroxyphenylacetaldehyde + NH3 + reduced acceptor
-
-
-
-
?
tyramine + H2O + 2,6-dichlorophenol indophenol
4-hydroxyphenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
best substrate
-
-
?
tyramine + H2O + 2,6-dichlorophenol indophenol
4-hydroxyphenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
tyramine + H2O + 2,6-dichlorophenol indophenol
4-hydroxyphenylacetaldehyde + NH3 + reduced 2,6-dichlorophenol indophenol
-
-
-
-
?
additional information
?
-
-
substrate specificity, overview, no activity with methylamine, dimethylamine, and trimethylamine
-
-
?
additional information
?
-
-
substrate specificity, overview, no activity with methylamine, dimethylamine, and trimethylamine
-
-
?
additional information
?
-
-
slow reaction with aromatic amines
-
-
?
additional information
?
-
-
para-substituted benzylamines like 4-methylbenzylamine, 4-nitrobenzylamine, 4-methoxybenzylamine, 4-fluorobenzylamine, 4-chlorobenzylamine, and 4-bromobenzylamine are poor reactivity probes for AADH
-
-
?
additional information
?
-
-
slow reaction with aromatic amines
-
-
?
additional information
?
-
-
para-substituted benzylamines like 4-methylbenzylamine, 4-nitrobenzylamine, 4-methoxybenzylamine, 4-fluorobenzylamine, 4-chlorobenzylamine, and 4-bromobenzylamine are poor reactivity probes for AADH
-
-
?
additional information
?
-
-
slow reaction with aromatic amines
-
-
?
additional information
?
-
-
long-chain aliphatic amines, phenazine methosulfate is the only effective electron acceptor
-
-
?
additional information
?
-
-
not: methylamine, ethylamine, polyamines
-
-
?
additional information
?
-
-
slow reaction with aromatic amines
-
-
?
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Cuskey, S.M.; Peccoraro, V.; Olsen, R.H.
Initial catabolism of aromatic biogenic amines by Pseudomonas aeruginosa PAO: pathway description, mapping of mutations, and cloning of essential genes
J. Bacteriol.
169
2398-2404
1987
Pseudomonas aeruginosa
brenda
Nozaki, M.
Aromatic amine dehydrogenase from Alcaligenes faecalis
Methods Enzymol.
142
650-655
1987
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Iwaki, M.; Yagi, T.; Horiike, K.; Saeki, Y.; Ushijima, T.; Nozaki, M.
Crystallization and properties of aromatic amine dehydrogenase from Pseudomonas sp
Arch. Biochem. Biophys.
220
253-262
1983
Pseudomonas sp.
brenda
Govindaraj, S.; Eisenstein, E.; Jones, L.H.; Sanders-Loehr, J.; Chistoserdov, A.Y.; Davidson, V.L.; Edwards, S.L.
Aromatic amine dehydrogenase, a second tryptophan tryptophylquinone enzyme
J. Bacteriol.
176
2922-2929
1994
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Hyun, Y.L.; Davidson, V.L.
Electron transfer reactions between aromatic amine dehydrogenase and azurin
Biochemistry
34
12249-12254
1995
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Hyun, Y.L.; Davidson, V.L.
Unusually large isotope effect for the reaction of aromatic amine dehydrogenase. A common feature of quinoproteins?
Biochim. Biophys. Acta
1251
198-200
1995
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Hyun, Y.L.; Zhu, Z.; Davidson, V.L.
Gated and ungated electron transfer reactions from aromatic amine dehydrogenase to azurin
J. Biol. Chem.
274
29081-29086
1999
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Chistoserdov, A.Y.
Cloning, sequencing and mutagenesis of the genes for aromatic amine dehydrogenase from Alcaligenes faecalis and evolution of amine dehydrogenases
Microbiology
147
2195-2202
2001
Achromobacter xylosoxidans, Alcaligenes faecalis (P84887 and P84888), Alcaligenes faecalis
brenda
Kondo, T.; Kondo, E.; Maki, H.; Yasumoto, K.; Takagi, K.; Kano, K.; Ikeda, T.
Purification and characterization of aromatic amine dehydrogenase from Alcaligenes xylosoxidans
Biosci. Biotechnol. Biochem.
68
1921-1928
2004
Achromobacter xylosoxidans, Achromobacter xylosoxidans IFO13495
brenda
Sukumar, N.; Chen, Z.W.; Ferrari, D.; Merli, A.; Rossi, G.L.; Bellamy, H.D.; Chistoserdov, A.; Davidson, V.L.; Mathews, F.S.
Crystal structure of an electron transfer complex between aromatic amine dehydrogenase and azurin from Alcaligenes faecalis
Biochemistry
45
13500-13510
2006
Alcaligenes faecalis
brenda
Hothi, P.; Abu Khadra, K.; Combe, J.P.; Leys, D.; Scrutton, N.S.
Tryptophan tryptophylquinone cofactor biogenesis in the aromatic amine dehydrogenase of Alcaligenes faecalis. Cofactor assembly and catalytic properties of recombinant enzyme expressed in Paracoccus denitrificans. [Erratum to document cited in CA144:14530]
FEBS J.
273
430
2006
Alcaligenes faecalis
brenda
Roujeinikova, A.; Scrutton, N.S.; Leys, D.
Atomic level insight into the oxidative half-reaction of aromatic amine dehydrogenase
J. Biol. Chem.
281
40264-40272
2006
Alcaligenes faecalis
brenda
Massgrau, L.; Roujeinikova, A.; Johannissen, L.O.; Hothi, P.; Basran, J.; Ranaghan, K.E.; Mulholland, A.J.; Sutcliffe, M.J.; Scrutton, N.S.; Leys, D.
Atomic description of an enzyme reaction dominated by proton tunneling.
Science
312
237-241
2006
Alcaligenes faecalis
brenda
Hothi, P.; Roujeinikova, A.; Khadra, K.A.; Lee, M.; Cullis, P.; Leys, D.; Scrutton, N.S.
Isotope effects reveal that para-substituted benzylamines are poor reactivity probes of the quinoprotein mechanism for aromatic amine dehydrogenase
Biochemistry
46
9250-9259
2007
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Hothi, P.; Lee, M.; Cullis, P.M.; Leys, D.; Scrutton, N.S.
Catalysis by the isolated tryptophan tryptophylquinone-containing subunit of aromatic amine dehydrogenase is distinct from native enzyme and synthetic model compounds and allows further probing of TTQ mechanism
Biochemistry
47
183-194
2008
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Roujeinikova, A.; Hothi, P.; Masgrau, L.; Sutcliffe, M.J.; Scrutton, N.S.; Leys, D.
New insights into the reductive half-reaction mechanism of aromatic amine dehydrogenase revealed by reaction with carbinolamine substrates
J. Biol. Chem.
282
23766-23777
2007
Alcaligenes faecalis, Alcaligenes faecalis IFO 14479
brenda
Adachi, O.; Kubota, T.; Hacisalihoglu, A.; Toyama, H.; Shinagawa, E.; Duine, J.; Matsushita, K.
Characterization of quinohemoprotein amine dehydrogenase from Pseudomonas putida
Biosci. Biotechnol. Biochem.
62
469-478
1998
Pseudomonas putida (P0A182), Pseudomonas putida IFO 15366 (P0A182)
brenda
Zhu, Z.; Sun, D.; Davidson, V.L.
Localization of periplasmic redox proteins of Alcaligenes faecalis by a modified general method for fractionating gram-negative bacteria
J. Bacteriol.
181
6540-6542
1999
Alcaligenes faecalis
brenda
Edwards, S.L.; Davidson, V.L.; Hyun, Y.L.; Wingfield, P.T.
Spectroscopic evidence for a common electron transfer pathway for two tryptophan tryptophylquinone enzymes
J. Biol. Chem.
270
4293-4298
1995
Alcaligenes faecalis
brenda