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Literature summary for 1.7.3.1 extracted from

  • Heroux, A.; Bozinovski, D.M.; Valley, M.P.; Fitzpatrick, P.F.; Orville, A.M.
    Crystal structures of intermediates in the nitroalkane oxidase reaction (2009), Biochemistry, 48, 3407-3416.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.7.3.1

Cloned(Commentary)

Cloned (Comment) Organism
-
 Fusarium oxysporum

Crystallization (Commentary)

Crystallization (Comment) Organism
crystallization data of mutant D402N in complex with 1-nitrohexane or 1-nitrooctane show the presence of substrate in the binding site. The aliphatic chain of the substrate extends into a tunnel leading to the enzyme surface. The oxygens of the substrate nitro group interact both with amino acid residues and with the 2'-hydroxyl of the FAD. The structure of wild-type enzyme trapped with cyanide during oxidation of 1-nitrohexane shows the presence of the modified flavin. A continuous hydrogen bond network connects the nitrogen of the CN-hexyl-FAD through the FAD 2'-hydroxyl to a chain of water molecules extending to the protein surface. Data for mutant S276A in complex with nitrohexane Fusarium oxysporum

Protein Variants

Protein Variants Comment Organism
D402N no detectable activity with neutral substrates. Crystallization data in complex with 1-nitrohexane or 1-nitrooctane show the presence of substrate in the binding site. The aliphatic chain of the substrate extends into a tunnel leading to the enzyme surface. The oxygens of the substrate nitro group interact both with amino acid residues and with the 2'-hydroxyl of the FAD Fusarium oxysporum
S276A more than 20fold decrease in catalytic efficiency Fusarium oxysporum

Inhibitors

Inhibitors Comment Organism Structure
1-nitrohexane
-
 Fusarium oxysporum
1-nitrooctane
-
 Fusarium oxysporum
nitroethane
-
 Fusarium oxysporum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.03
-
 1-nitrooctane wild-type, pH 8.0, 30°C Fusarium oxysporum
0.04
-
 1-nitrohexane wild-type, pH 8.0, 30°C Fusarium oxysporum
0.2
-
 1-nitrohexane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
0.3
-
 1-nitrooctane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
2.3
-
 nitroethane wild-type, pH 8.0, 30°C Fusarium oxysporum
3.3
-
 nitroethane mutant S276A, pH 8.0, 30°C Fusarium oxysporum

Organism

Organism UniProt Comment Textmining
Fusarium oxysporum Q8X1D8
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-nitrohexane + O2 + H2O
-
 Fusarium oxysporum hexanal + nitrite + H2O2
-
 ?
1-nitrooctane + O2 + H2O
-
 Fusarium oxysporum octanal + nitrite + H2O2
-
 ?
nitroethane + O2 + H2O
-
 Fusarium oxysporum acetaldehyde + nitrite + H2O2
-
 ?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.2
-
 1-nitrooctane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
0.3
-
 1-nitrohexane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
1
-
 nitroethane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
2
-
 1-nitrohexane wild-type, pH 8.0, 30°C Fusarium oxysporum
4.4
-
 1-nitrooctane wild-type, pH 8.0, 30°C Fusarium oxysporum
15
-
 nitroethane wild-type, pH 8.0, 30°C Fusarium oxysporum

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Fusarium oxysporum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2 5 nitroethane wild-type, pH 8.0, 30°C Fusarium oxysporum
8.3
-
 1-nitrooctane wild-type, pH 8.0, 30°C Fusarium oxysporum
26
-
 1-nitrooctane mutant S276A, pH 8.0, 30°C Fusarium oxysporum
130
-
 1-nitrohexane mutant S276A, pH 8.0, 30°C Fusarium oxysporum