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Literature summary for 1.2.3.1 extracted from

  • Coelho, C.; Mahro, M.; Trincao, J.; Carvalho, A.T.; Ramos, M.J.; Terao, M.; Garattini, E.; Leimkuehler, S.; Romao, M.J.
    The first mammalian aldehyde oxidase crystal structure: insights into substrate specificity (2012), J. Biol. Chem., 287, 40690-40702.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.2.3.1

Crystallization (Commentary)

Crystallization (Comment) Organism
to 2.9 A resolution, used for elucidation of putative reaction mechanism of aldehyde oxidases Mus musculus

Protein Variants

Protein Variants Comment Organism
A807V does not affect the kinetic constants with smaller substrates like benzaldehyde or phthalazine, but affinity for bulkier substrates like phenanthridine decreases, whereas the catalytic efficiency is slightly raised Mus musculus
E1266Q complete loss of activity with different N-heterocyclic compounds as substrates, 60% reduction of enzyme activity with benzaldehyde Mus musculus
K889H 2–3fold decrease in the catalytic efficiency using benzaldehyde and phthalazine as substrates, but the Km-values remain the same Mus musculus
Y885M kinetic constants remain mainly the same with small hydrophobic substrates like benzaldehyde and phthalazine, bulkier substrates like phenanthridine or more charged substrates like N1-methylnicotinamide are converted with higher efficiency Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
benzamidine
-
 Mus musculus
menadione
-
 Mus musculus
norharmane
-
 Mus musculus
raloxifene
-
 Mus musculus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information further kinetic parameters of phthalazine-DCPIP reaction in the absence or presence of the inhibitors benzamidine, menadione, norharmane, and raloxifene available in the publication Mus musculus
0.0011
-
 Phthalazine K889H mutant, pH 8.0, 37°C Mus musculus
0.0014
-
 Phthalazine mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.0023
-
 benzaldehyde K889H mutant, pH 8.0, 37°C Mus musculus
0.0025
-
 benzaldehyde mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.0027
-
 Phthalazine A807V mutant, pH 8.0, 37°C Mus musculus
0.0029
-
 benzaldehyde A807V mutant, pH 8.0, 37°C Mus musculus
0.0029
-
 Phthalazine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.0032
-
 Phthalazine Y885M mutant, pH 8.0, 37°C Mus musculus
0.0046
-
 benzaldehyde A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.0063
-
 benzaldehyde Y885M mutant, pH 8.0, 37°C Mus musculus
0.0118
-
 phenanthridine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.0161
-
 phenanthridine K889H mutant, pH 8.0, 37°C Mus musculus
0.0255
-
 N1-methylnicotinamide K889H mutant, pH 8.0, 37°C Mus musculus
0.0323
-
 phenanthridine mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.0334
-
 phenanthridine Y885M mutant, pH 8.0, 37°C Mus musculus
0.0359
-
 N1-methylnicotinamide A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.0827
-
 N1-methylnicotinamide Y885M mutant, pH 8.0, 37°C Mus musculus
0.0863
-
 benzaldehyde E1266Q mutant, pH 8.0, 37°C Mus musculus
0.1234
-
 N1-methylnicotinamide A807V mutant, pH 8.0, 37°C Mus musculus
0.1285
-
 N1-methylnicotinamide mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.1495
-
 phenanthridine A807V mutant, pH 8.0, 37°C Mus musculus

Organism

Organism UniProt Comment Textmining
Mus musculus G3X982
-
-

Purification (Commentary)

Purification (Comment) Organism
mAOX3 purified from CD1 mouse liver as well as from a heterologous expression system from Escherichia coli, recombinant mAOX3 expressed as an N-terminal fusion protein with a His6 tag Mus musculus

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Mus musculus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
benzaldehyde + 2,6-dichlorophenol indophenol natural electron acceptor of enzyme is molecular oxygen, DCPIP i.e., 2,6-dichlorophenol indophenol Mus musculus ?
-
 ?
N1-methylnicotinamide + 2,6-dichlorophenol indophenol natural electron acceptor of enzyme is molecular oxygen, DCPIP i.e., 2,6-dichlorophenol indophenol Mus musculus ?
-
 ?
phenanthridine + H2O + O2
-
 Mus musculus ?
-
 ?
phthalazine + 2,6-dichlorophenol indophenol natural electron acceptor of enzyme is molecular oxygen, DCPIP i.e., 2,6-dichlorophenol indophenol Mus musculus ?
-
 ?

Subunits

Subunits Comment Organism
homodimer each monomer comprises 1335 residues and can be divided into three major domains, a small 20000 Da N-terminal domain that harbors the two FeS clusters and connects to the 40000 Da FAD binding domain and finally the C-terminal 90000 Da domain containing the Moco binding site, with the molybdenum catalytic center Mus musculus

Synonyms

Synonyms Comment Organism
AOX3
-
 Mus musculus
mAOX3
-
 Mus musculus
mouse liver aldehyde oxidase 3
-
 Mus musculus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
additional information
-
 additional information further kinetic parameters of phthalazine-DCPIP reaction in the absence or presence of the inhibitors benzamidine, menadione, norharmane, and raloxifene available in the publication Mus musculus
0.052
-
 N1-methylnicotinamide K889H mutant, pH 8.0, 37°C Mus musculus
0.17
-
 benzaldehyde E1266Q mutant, pH 8.0, 37°C Mus musculus
0.187
-
 N1-methylnicotinamide A807V mutant, pH 8.0, 37°C Mus musculus
0.197
-
 Phthalazine K889H mutant, pH 8.0, 37°C Mus musculus
0.245
-
 N1-methylnicotinamide mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.32
-
 benzaldehyde K889H mutant, pH 8.0, 37°C Mus musculus
0.39
-
 N1-methylnicotinamide Y885M mutant, pH 8.0, 37°C Mus musculus
0.45
-
 N1-methylnicotinamide A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.683
-
 benzaldehyde A807V mutant, pH 8.0, 37°C Mus musculus
0.685
-
 Phthalazine A807V mutant, pH 8.0, 37°C Mus musculus
0.685
-
 Phthalazine mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.69
-
 Phthalazine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.698
-
 benzaldehyde mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.727
-
 benzaldehyde A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
0.815
-
 Phthalazine Y885M mutant, pH 8.0, 37°C Mus musculus
0.862
-
 phenanthridine mAOX3 wild type, pH 8.0, 37°C Mus musculus
0.957
-
 benzaldehyde Y885M mutant, pH 8.0, 37°C Mus musculus
1.33
-
 phenanthridine K889H mutant, pH 8.0, 37°C Mus musculus
3.63
-
 phenanthridine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
4.45
-
 phenanthridine Y885M mutant, pH 8.0, 37°C Mus musculus
5.25
-
 phenanthridine A807V mutant, pH 8.0, 37°C Mus musculus

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Mus musculus
iron-sulfur centre two centers, FeSI and FeSII Mus musculus
molybdenum cofactor
-
 Mus musculus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00125
-
 menadione uncompetitive inhibition of phthalazine-2,6-dichlorophenol indophenol reaction, pH 8.0, 37°C Mus musculus
0.0122
-
 raloxifene competitive inhibition of phthalazine-2,6-dichlorophenol indophenol reaction, pH 8.0, 37°C Mus musculus
0.018
-
 norharmane competitive inhibition of phthalazine-2,6-dichlorophenol indophenol reaction, pH 8.0, 37°C Mus musculus
0.0225
-
 benzamidine competitive inhibition of phthalazine-2,6-dichlorophenol indophenol reaction, pH 8.0, 37°C Mus musculus
0.0591
-
 raloxifene uncompetitive inhibition of phthalazine-2,6-dichlorophenol indophenol reaction, pH 8.0, 37°C Mus musculus

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.52
-
 N1-methylnicotinamide A807V mutant, pH 8.0, 37°C Mus musculus
1.92
-
 N1-methylnicotinamide mAOX3 wild type, pH 8.0, 37°C Mus musculus
1.97
-
 benzaldehyde E1266Q mutant, pH 8.0, 37°C Mus musculus
2
-
 N1-methylnicotinamide K889H mutant, pH 8.0, 37°C Mus musculus
4.72
-
 N1-methylnicotinamide Y885M mutant, pH 8.0, 37°C Mus musculus
12.5
-
 N1-methylnicotinamide A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
26.7
-
 phenanthridine mAOX3 wild type, pH 8.0, 37°C Mus musculus
35.2
-
 phenanthridine A807V mutant, pH 8.0, 37°C Mus musculus
82.8
-
 phenanthridine K889H mutant, pH 8.0, 37°C Mus musculus
133.2
-
 phenanthridine Y885M mutant, pH 8.0, 37°C Mus musculus
136.7
-
 benzaldehyde K889H mutant, pH 8.0, 37°C Mus musculus
151.8
-
 benzaldehyde Y885M mutant, pH 8.0, 37°C Mus musculus
158
-
 benzaldehyde A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
175.5
-
 Phthalazine K889H mutant, pH 8.0, 37°C Mus musculus
235.7
-
 benzaldehyde A807V mutant, pH 8.0, 37°C Mus musculus
238
-
 Phthalazine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
253.7
-
 Phthalazine A807V mutant, pH 8.0, 37°C Mus musculus
254.7
-
 Phthalazine Y885M mutant, pH 8.0, 37°C Mus musculus
279.3
-
 benzaldehyde mAOX3 wild type, pH 8.0, 37°C Mus musculus
307.8
-
 phenanthridine A807V/Y885M double mutant, pH 8.0, 37°C Mus musculus
489.3
-
 Phthalazine mAOX3 wild type, pH 8.0, 37°C Mus musculus