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Literature summary for 2.5.1.B31 extracted from
- Expansion of enzymatic Friedel-Crafts alkylation on indoles: acceptance of unnatural beta-unsaturated allyl diphospates by dimethylallyl-tryptophan synthases (2012), Org. Lett., 14, 4882-4885.
Application
| Application | Comment | Organism |
|---|---|---|
| additional information | prenyltransferases of the dimethylallyl-tryptophan synthase superfamily catalyze Friedel-Crafts alkylation with high flexibility for aromatic substrates, but the high specificity for dimethylallyl diphosphate prohibits their application as biocatalysts | Aspergillus clavatus |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.04 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus |  |
| 0.131 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dimethylallyl diphosphate + L-tryptophan | Aspergillus clavatus | - |
diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Aspergillus clavatus | - |
- |
- |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 2-pentenyl diphosphate + L-tryptophan | 91% of the activity with dimethylallyl diphosphate | Aspergillus clavatus | diphosphate + 6-(2-trans-pentenyl)-L-tryptophan | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus clavatus | diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| methylallyl diphosphate + L-tryptophan | 22% of the activity with dimethylallyl diphosphate | Aspergillus clavatus | diphosphate + 5-(2-trans-butenyl)-L-tryptophan + 6-(2-trans-butenyl)-L-tryptophan | - |
? | |
| additional information | no activity with 3-methylbutanyl diphosphate and 4-methyl-3-pentenyl diphosphate. Product identification with NMR spectroscopy | Aspergillus clavatus | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 5-DMATS | - |
Aspergillus clavatus |
| C5-prenyltransferase | - |
Aspergillus clavatus |
| dimethylallyl-tryptophan synthase | - |
Aspergillus clavatus |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
assay at | Aspergillus clavatus |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.005 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus | |
| 0.023 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus | |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | the enzyme belongs to the dimethylallyl-tryptophan synthase, DMATS, superfamily | Aspergillus clavatus |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.136 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus | |
| 0.174 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus clavatus | |
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