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Literature summary for 1.1.3.38 extracted from

  • van den Heuvel, R.H.; van den Berg, W.A.; Rovida, S.; van Berkel, W.J.
    Laboratory-evolved vanillyl-alcohol oxidase produces natural vanillin (2004), J. Biol. Chem., 279, 33492-33500.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
mutant enzymes I238T, F454Y, E520G and T505S are overexpressed in Escherichia coli Penicillium simplicissimum

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging-drop vapor diffusion method. Crystal structures of mutant enzymes I238T, F454Y, E502G and T505S are highly similar to that of wild-type enzyme Penicillium simplicissimum

Protein Variants

Protein Variants Comment Organism
E502G the octamer/dimer ratio is 1:10. The catalytic efficiency of the mutant is significantly increased for ortho-substituted 4-methylphenols Penicillium simplicissimum
F454Y as for wild-type enzyme the octamer/dimer ratio of the mutant enzyme is 1.5:1. The catalytic efficiency of the mutant is significantly increased for ortho-substituted 4-methylphenols Penicillium simplicissimum
I238T the octamer/dimer ratio is 4:1. The catalytic efficiency of the mutant is significantly increased for ortho-substituted 4-methylphenols Penicillium simplicissimum
T505S as for wild-type enzyme the octamer/dimer ratio of the mutant enzyme is 1.5:1 Penicillium simplicissimum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0002
-
eugenol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.0008
-
eugenol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.0008
-
eugenol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.001
-
2-methyl-p-cresol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.001
-
creosol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.001
-
creosol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.002
-
eugenol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.002
-
creosol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.002
-
eugenol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.002
-
creosol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.003
-
eugenol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.004
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.005
-
eugenol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.006
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.006
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.007
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.007
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.007
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.007
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.008
-
eugenol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.01
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.01
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.013
-
creosol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.014
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.015
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.017
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.019
-
eugenol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.02
-
creosol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.02
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.021
-
2-methyl-p-cresol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.022
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.023
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.027
-
creosol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.029
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.031
-
p-Cresol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.031
-
creosol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.033
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.041
-
creosol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.043
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.05
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.051
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.051
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.054
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.058
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.064
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.064
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.075
-
Vanillyl alcohol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.11
-
4-(Methoxymethyl)phenol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.118
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.123
-
2-amino-p-cresol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.167
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.189
-
Vanillyl alcohol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.2
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.254
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum

Organism

Organism UniProt Comment Textmining
Penicillium simplicissimum P56216
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Penicillium simplicissimum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-amino-p-cresol + O2
-
Penicillium simplicissimum ?
-
?
2-methyl-p-cresol + O2
-
Penicillium simplicissimum ?
-
?
4-(methoxymethyl)phenol + O2
-
Penicillium simplicissimum ?
-
?
creosol + O2
-
Penicillium simplicissimum ?
-
?
eugenol + O2
-
Penicillium simplicissimum ?
-
?
p-cresol + O2
-
Penicillium simplicissimum ?
-
?
vanillyl alcohol + O2
-
Penicillium simplicissimum vanillin + H2O2
-
?

Subunits

Subunits Comment Organism
More octamer/dimer ratio is 1.5:1 for wild-type enzyme and mutant enzymes F454Y and T505S. For I238T the octamer/dimer ratio is 4:1. For E502G the octamer/dimer ratio is 1:10 Penicillium simplicissimum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.001
-
2-amino-p-cresol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.002
-
2-methyl-p-cresol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.003
-
creosol pH 8, 25°C, wild-type enzyme Penicillium simplicissimum
0.005
-
creosol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
0.01
-
2-methyl-p-cresol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.01
-
creosol pH 8, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.013
-
creosol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.013
-
creosol pH 8, 25°C, wild-type enzyme Penicillium simplicissimum
0.015
-
creosol pH 10, 25°C, mutant enzyme A429V Penicillium simplicissimum
0.015
-
creosol pH 8, 25°C, mutant enzyme I237T/M437L Penicillium simplicissimum
0.016
-
creosol pH 8, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.017
-
2-amino-p-cresol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.017
-
creosol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.017
-
creosol pH 8, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.018
-
creosol pH 8, 25°C, mutant enzyme A429V Penicillium simplicissimum
0.019
-
creosol pH 10, 25°C, mutant enzyme F93Y/P189S/I238T Penicillium simplicissimum
0.019
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.02
-
creosol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.02
-
creosol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.02
-
creosol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.02
-
2-methyl-p-cresol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.021
-
creosol pH 10, 25°C, mutant enzyme I237T/M437L Penicillium simplicissimum
0.022
-
creosol pH 8, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.023
-
2-methyl-p-cresol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.025
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.028
-
2-methyl-p-cresol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.031
-
2-methyl-p-cresol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
0.032
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.046
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.047
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.063
-
2-methyl-p-cresol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.07
-
creosol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.076
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.079
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.082
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.086
-
2-amino-p-cresol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.087
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.09
-
creosol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.099
-
2-amino-p-cresol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.1
-
eugenol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.1
-
creosol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.1
-
creosol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.1
-
creosol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.12
-
creosol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.14
-
creosol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.17
-
eugenol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.17
-
creosol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.21
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.22
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.23
-
eugenol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.25
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.3
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
0.39
-
Vanillyl alcohol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.5
-
eugenol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.55
-
eugenol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.6
-
eugenol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
0.65
-
eugenol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.67
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
0.71
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
0.8
-
eugenol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
1.1
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme E502G Penicillium simplicissimum
1.2
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme E502G Penicillium simplicissimum
1.4
-
Vanillyl alcohol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
1.6
-
Vanillyl alcohol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
2.1
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme F454Y Penicillium simplicissimum
2.1
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme I238T Penicillium simplicissimum
2.3
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, mutant enzyme T505S Penicillium simplicissimum
2.4
-
Vanillyl alcohol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
3
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme I238T Penicillium simplicissimum
3.1
-
4-(Methoxymethyl)phenol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
3.4
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme F454Y Penicillium simplicissimum
3.6
-
4-(Methoxymethyl)phenol pH 10, 25°C, mutant enzyme T505S Penicillium simplicissimum
3.9
-
4-(Methoxymethyl)phenol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum
14
-
eugenol pH 7.5, 25°C, wild-type enzyme Penicillium simplicissimum
39
-
eugenol pH 10, 25°C, wild-type enzyme Penicillium simplicissimum