Cloned (Comment) | Organism |
---|---|
- |
Penicillium simplicissimum |
Crystallization (Comment) | Organism |
---|---|
tyrosine residues Tyr-108 and Tyr-503 are positioned to facilitate deprotonation of substrate's phenol groups | Penicillium simplicissimum |
Protein Variants | Comment | Organism |
---|---|---|
Y108F | deprotonation of the substrate's phenol group is impaired | Penicillium simplicissimum |
Y108F/Y503F | deprotonation of the substrate's phenol group is impaired | Penicillium simplicissimum |
Y503F | deprotonation of the substrate's phenol group is impaired | Penicillium simplicissimum |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
chavicol | substrate inhibition | Penicillium simplicissimum | |
isoeugenol | competitive inhibitor, isoeugenol is predominantly in its deprotonated form when bound to wild-type VAOA, but predominantly in its protonated form when bound to the variants Y108F or Y503F | Penicillium simplicissimum |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.0065 | - |
chavicol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum | |
0.021 | - |
chavicol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.067 | - |
chavicol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.074 | - |
chavicol | mutant Y108F/Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.149 | - |
Vanillyl alcohol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum | |
0.99 | - |
Vanillyl alcohol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
1.75 | - |
Vanillyl alcohol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Penicillium simplicissimum | P56216 | - |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
chavicol + O2 + H2O | - |
Penicillium simplicissimum | coumaryl alcohol + H2O2 | - |
? | |
vanillyl alcohol + O2 | - |
Penicillium simplicissimum | vanillin + H2O2 | - |
? |
Synonyms | Comment | Organism |
---|---|---|
VAOA | - |
Penicillium simplicissimum |
Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
---|---|---|---|
52 | - |
mutant Y108F/Y503F, midpoint of unfolding | Penicillium simplicissimum |
53 | - |
mutants Y108F and Y503F, midpoint of unfolding | Penicillium simplicissimum |
55 | - |
wild-type, midpoint of unfolding | Penicillium simplicissimum |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.042 | - |
Vanillyl alcohol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.055 | - |
Vanillyl alcohol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.13 | - |
chavicol | mutant Y108F/Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
2.6 | - |
Vanillyl alcohol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum | |
3.3 | - |
chavicol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
3.4 | - |
chavicol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
7.4 | - |
chavicol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
FAD | covalently bound FAD | Penicillium simplicissimum |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.45 | - |
chavicol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
1.4 | - |
chavicol | mutant Y108F/Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
2.9 | - |
chavicol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
7 | - |
chavicol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum |
General Information | Comment | Organism |
---|---|---|
metabolism | tyrosine residues Tyr-108 and Tyr-503 are positioned to facilitate deprotonation of substrate's phenol groups. The reduction of VAOA by chavicol or vanillyl alcohol occurs at two different rates: kobs1, which corresponds to its reaction with the deprotonated form of the substrate, and kobs2, which corresponds to its reaction with the protonated form of the substrate. In mutants Y108F, Y503F, and Y108F/Y503F, the relative contribution of kobs2 to the reduction is larger than in wild-type VAOA | Penicillium simplicissimum |
kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.024 | - |
Vanillyl alcohol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
0.056 | - |
Vanillyl alcohol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
1.8 | - |
chavicol | mutant Y108F/Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
17 | - |
Vanillyl alcohol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum | |
51 | - |
chavicol | mutant Y108F, pH 7.5, 25°C | Penicillium simplicissimum | |
157 | - |
chavicol | mutant Y503F, pH 7.5, 25°C | Penicillium simplicissimum | |
1138 | - |
chavicol | wild-type, pH 7.5, 25°C | Penicillium simplicissimum |