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 fumigatus |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.04 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus | |
0.056 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
dimethylallyl diphosphate + L-tryptophan | Aspergillus fumigatus | - |
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Aspergillus fumigatus | - |
- |
- |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | reaction mechanism and substrate specificity, overview | Aspergillus fumigatus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
2-pentenyl diphosphate + L-tryptophan | very low activity, the alkylation shifts from C-4 to C-5 for FgaPT2, which can be explained by the longer chain length and thus deeper extension of 2-pentenyl diphosphate into the reaction chamber in comparison to that of dimethylallyl diphosphate, so that C-1' of the alkyl residue is closer to C-5 than C-4 in FgaPT2 | Aspergillus fumigatus | diphosphate + 5-(2-trans-pentenyl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + L-tryptophan | dimethylallyl diphosphate is the preferred substrate | Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
methylallyl diphosphate + L-tryptophan | very low activity | Aspergillus fumigatus | diphosphate + 4-(2-trans-butenyl)-L-tryptophan + 5-(2-trans-butenyl)-L-tryptophan | - |
? | |
additional information | the enzyme catalyzes a Friedel-Crafts alkylation with high flexibility for aromatic substrates, but shows high specificity for dimethylallyl diphosphate. At least one methyl group in DMAPP can be deleted or shifted to the delta-position. For acceptance by some DMATS enzymes, however, a double bond must be situated at the beta-position. The alkylation position of an analogue can differ from that of dimethylallyl diphosphate. No activity with 3-methylbutanyl-diphosphate and 4-methyl-3-pentenyl-diphosphate. Product identification with NMR spectroscopy | Aspergillus fumigatus | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
C4-prenyltransferase | - |
Aspergillus fumigatus |
dimethylallyl-tryptophan synthase | - |
Aspergillus fumigatus |
FgaPT2 | - |
Aspergillus fumigatus |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Aspergillus fumigatus |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.009 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus | |
0.011 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus |
General Information | Comment | Organism |
---|---|---|
evolution | the enzyme belongs to the dimethylallyl-tryptophan synthase, DMATS, superfamily | Aspergillus fumigatus |
kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.198 | - |
2-pentenyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus | |
0.232 | - |
methylallyl diphosphate | 37°C, pH not specified in the publication | Aspergillus fumigatus |