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Literature summary extracted from

  • Fraaije, M.W.; Veeger, C.; van Berkel, W.J.H.
    Substrate specificity of flavin-dependent vanillyl-alcohol oxidase from Penicillium simplicissimum. Evidence for the production of 4-hydroxycinnamyl alcohols from 4-allylphenols (1995), Eur. J. Biochem., 234, 271-277.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.3.38 isoeugenol
-
 Penicillium simplicissimum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.3.38 0.0048
-
 chavicol
-
 Penicillium simplicissimum
1.1.3.38 0.0049
-
 eugenol
-
 Penicillium simplicissimum
1.1.3.38 0.065
-
 4-(3'-methylcrotyl)phenol
-
 Penicillium simplicissimum
1.1.3.38 0.24
-
 4-Hydroxy-3-methoxybenzylamine
-
 Penicillium simplicissimum
1.1.3.38 0.29
-
 Vanillyl alcohol
-
 Penicillium simplicissimum
1.1.3.38 1.4
-
 normetanephrine
-
 Penicillium simplicissimum
1.1.3.38 1.6
-
 metanephrine
-
 Penicillium simplicissimum
1.1.3.38 2.9
-
 norepinephrine
-
 Penicillium simplicissimum

Organism

EC Number Organism UniProt Comment Textmining
1.1.3.38 Penicillium simplicissimum
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.1.3.38 Vanillyl alcohol + O2 = vanillin + H2O2 hydride transfer mechanism involving a p-quinone methide intermediate is proposed for the reaction with 4-allylphenols Penicillium simplicissimum
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.3.38 (S)-1-(4'-Hydroxyphenyl)ethanol + O2
-
 Penicillium simplicissimum ?
-
 ?
1.1.3.38 4-(3'-methylcrotyl)phenol + O2
-
 Penicillium simplicissimum 4-[(1E)-3-hydroxy-3-methylbut-1-en-1-yl]phenol + 4-[(1E)-3-methylbuta-1,3-dien-1-yl]phenol
-
 ?
1.1.3.38 4-(methoxymethyl)phenol + O2 + H2O
-
 Penicillium simplicissimum 4-hydroxybenzaldehyde + methanol + H2O2
-
 ?
1.1.3.38 4-hydroxy-3-methoxybenzylamine + O2 + H2O i.e. vanillylamine Penicillium simplicissimum vanillin + H2O2 + NH3
-
 ?
1.1.3.38 4-hydroxy-3-methoxyphenylglycol + O2 + H2O
-
 Penicillium simplicissimum 2-hydroxy-1-(4-hydroxy-3-methoxyphenyl)ethan-1-one + H2O2
-
 ?
1.1.3.38 4-n-pentylphenol + O2
-
 Penicillium simplicissimum 4-[(1E)-pent-1-en-1-yl]phenol + 4-[(1Z)-pent-1-en-1-yl]phenol + H2O2
-
 ?
1.1.3.38 chavicol + O2 + H2O
-
 Penicillium simplicissimum coumaryl alcohol + H2O2
-
 ?
1.1.3.38 eugenol + O2 + H2O
-
 Penicillium simplicissimum coniferyl alcohol + H2O2
-
 ?
1.1.3.38 metanephrine + O2
-
 Penicillium simplicissimum ?
-
 ?
1.1.3.38 additional information enzyme also catalyzes the oxidative deamination of 4-hydroxybenzylamines and the oxidative demethylation of 4-(methoxymethyl)phenols Penicillium simplicissimum ?
-
 ?
1.1.3.38 norepinephrine + O2
-
 Penicillium simplicissimum ?
-
 ?
1.1.3.38 normetanephrine + O2
-
 Penicillium simplicissimum ?
-
 ?
1.1.3.38 vanillyl alcohol + O2
-
 Penicillium simplicissimum vanillin + H2O2
-
 ?

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.3.38 0.3
-
 norepinephrine
-
 Penicillium simplicissimum
1.1.3.38 0.3
-
 4-n-pentylphenol
-
 Penicillium simplicissimum
1.1.3.38 0.7
-
 normetanephrine
-
 Penicillium simplicissimum
1.1.3.38 0.7
-
 (R)-1-(4'-hydroxyphenol)ethanol
-
 Penicillium simplicissimum
1.1.3.38 0.8
-
 metanephrine
-
 Penicillium simplicissimum
1.1.3.38 1.3
-
 4-Hydroxy-3-methoxybenzylamine
-
 Penicillium simplicissimum
1.1.3.38 3.6
-
 4-hydroxy-3-methoxyphenylglycol
-
 Penicillium simplicissimum
1.1.3.38 5.3
-
 4-(methoxymethyl)-phenol
-
 Penicillium simplicissimum
1.1.3.38 5.4
-
 Vanillyl alcohol
-
 Penicillium simplicissimum
1.1.3.38 6.5
-
 chavicol
-
 Penicillium simplicissimum

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.3.38 FAD protein-bound Penicillium simplicissimum