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Literature summary for 1.7.3.1 extracted from

  • Valley, M.P.; Fitzpatrick, P.F.
    Inactivation of nitroalkane oxidase upon mutation of the active site base and rescue with a deprotonated substrate (2003), J. Am. Chem. Soc., 125, 8738-8739.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.7.3.1

Cloned(Commentary)

Cloned (Comment) Organism
expression of wild-type and mutant enzymes Fusarium oxysporum

Protein Variants

Protein Variants Comment Organism
D402A site-directed mutation of the active site base, 20fold reduced catalytic efficiency with neutral nitroethane as substrate compared to the wild-type enzyme, while the wild-type enzyme prefers the neutral substrate the mutant prefers the anion substrate form, altered pH-dependence with both substrate forms compared to the wild-type enzyme Fusarium oxysporum
D402N site-directed mutation of the active site base, 140fold reduced catalytic efficiency with neutral nitroethane as substrate compared to the wild-type enzyme, while the wild-type enzyme prefers the neutral substrate the mutant prefers the anion substrate form, altered pH-dependence with both substrate forms compared to the wild-type enzyme Fusarium oxysporum

Organism

Organism UniProt Comment Textmining
Fusarium oxysporum
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant wild-type and mutant enzymes Fusarium oxysporum

Reaction

Reaction Comment Organism Reaction ID
ethylnitronate + O2 + FMNH2 = acetaldehyde + nitrite + FMN + H2O Asp402 acts as the active site base of the enzyme, mechanism: catalysis is initiated by the active site base Asp402 that deprotonates the neutral substrate to yield a carbanion that can attack the N-5 position of the oxidized flavin, CH-bond cleavage is rate limiting for the reduction of the enzyme by nitroethane Fusarium oxysporum
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information enzyme catalyzes the oxidation of nitroalkanes to the respective aldehydes or ketones with consumption of molecular oxygen and releasing nitrite and hydrogen peroxide Fusarium oxysporum ?
-
 ?
nitroethane + O2 + H2O the neutral substrate form is preferred, 5fold lower activity with the substrate anion, the D402 mutant enzymes in contrast prefer the anionic substrate form Fusarium oxysporum ethanal + nitrite + H2O2
-
 ?

Synonyms

Synonyms Comment Organism
NAO
-
 Fusarium oxysporum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Fusarium oxysporum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
additional information
-
 the pH-dependence of the reaction with the wild-type enzyme depends on the substrate form, at pH 7.4 activity with the neutral substrate increases while is decreases with the nitroethane anion Fusarium oxysporum
8
-
 assay at Fusarium oxysporum

Cofactor

Cofactor Comment Organism Structure
FAD
-
 Fusarium oxysporum