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Literature summary extracted from
- Synthesis, kinetic mechanism and docking studies of vanillin derivatives as inhibitors of mushroom tyrosinase (2015), Bioorg. Med. Chem., 23, 5870-5880 .
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate | mixed-type inhibition | Agaricus bisporus |  |
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate | reversible, mixed-type inhibition | Agaricus bisporus | |
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate | mixed-type inhibition | Agaricus bisporus | |
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate | - |
Agaricus bisporus | |
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate | - |
Agaricus bisporus | |
| 1.14.18.1 | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate | - |
Agaricus bisporus | |
| 1.14.18.1 | 4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate | reversible, non-competitive inhibition | Agaricus bisporus | |
| 1.14.18.1 | 4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate | - |
Agaricus bisporus | |
| 1.14.18.1 | 4-formyl-2-methoxyphenyl chloroacetate | - |
Agaricus bisporus | |
| 1.14.18.1 | arbutine | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | ascorbic acid | - |
Agaricus bisporus | |
| 1.14.18.1 | glabridin | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | kaempferol | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | kojic acid | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | additional information | design, synthesis (by incorporating heterocyclic piperazine ring), and inhibitory activity of vanillin derivatives against tyrosinase, molecular docking analysis using the tyrosinase structure PDB ID 2ZWE, overview | Agaricus bisporus | |
| 1.14.18.1 | oxyresveratrol | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | p-coumaric acid | clinically used tyrosinase inhibitor | Agaricus bisporus | |
| 1.14.18.1 | Vanillin | - |
Agaricus bisporus | |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.18.1 | 2 L-dopa + O2 | Agaricus bisporus | - |
2 dopaquinone + 2 H2O | - |
? | |
| 1.14.18.1 | tyrosine + O2 | Agaricus bisporus | - |
dopaquinone + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.18.1 | Agaricus bisporus | - |
- |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 1.14.18.1 | commercial preparation | - |
Agaricus bisporus | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.18.1 | 2 L-dopa + O2 | - |
Agaricus bisporus | 2 dopaquinone + 2 H2O | - |
? | |
| 1.14.18.1 | tyrosine + O2 | - |
Agaricus bisporus | dopaquinone + H2O | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.18.1 | mushroom tyrosinase | - |
Agaricus bisporus |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.18.1 | 25 | - |
assay at | Agaricus bisporus |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.18.1 | 6.8 | - |
assay at | Agaricus bisporus |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.18.1 | additional information | - |
additional information | inhibition kinetic analysis, overview | Agaricus bisporus | |
| 1.14.18.1 | 0.013 | - |
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate | pH 6.8, 25°C | Agaricus bisporus | |
| 1.14.18.1 | 0.041 | - |
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate | pH 6.8, 25°C | Agaricus bisporus | |
| 1.14.18.1 | 0.06 | - |
4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate | pH 6.8, 25°C | Agaricus bisporus | |
| 1.14.18.1 | 0.065 | - |
2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate | pH 6.8, 25°C | Agaricus bisporus | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.14.18.1 | 0.0161 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate | |
| 1.14.18.1 | 0.0216 | - |
pH 6.8, 25°C | Agaricus bisporus | 4-formyl-2-methoxyphenyl (4-methylpiperazin-1-yl)acetate | |
| 1.14.18.1 | 0.0309 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl (2E)-3-(4-chlorophenyl)prop-2-enoate | |
| 1.14.18.1 | 0.0426 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 2,4-dihydroxybenzoate | |
| 1.14.18.1 | 0.0598 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,5-dihydroxybenzoate | |
| 1.14.18.1 | 0.0789 | - |
pH 6.8, 25°C | Agaricus bisporus | 4-formyl-2-methoxyphenyl chloroacetate | |
| 1.14.18.1 | 0.1014 | - |
pH 6.8, 25°C | Agaricus bisporus | 4-formyl-2-methoxyphenyl (4-phenylpiperazin-1-yl)acetate | |
| 1.14.18.1 | 0.1569 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 3,4-dihydroxybenzoate | |
| 1.14.18.1 | 0.2012 | - |
pH 6.8, 25°C | Agaricus bisporus | 2-(4-formyl-2-methoxyphenoxy)-2-oxoethyl 4-hydroxybenzoate | |
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