Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
dimethylallyl diphosphate + L-tryptophan | Claviceps purpurea | - |
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Claviceps purpurea | - |
- |
- |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | enzyme-catalyzed sigmatropic process in the C-4 prenylation of indole alkaloids, an initial reverse prenylation of tryptophan at C-3 with dimethylallyl diphosphate, the subsequent Cope rearrangement shifts the prenyl moiety to the C-4 position and re-aromatization gives dimethylallyltryptophan, reaction mechanism,overview | Claviceps purpurea |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
dimethylallyl diphosphate + L-tryptophan | - |
Claviceps purpurea | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
additional information | normal prenylation at C-4 of tryptophan is catalyzed by dimethylallyltryptophan synthase, the enzyme forms a C-C bond at the least nucleophilic position (C-4) of the indole core, instead of the highly nucleophilic positions C-2 and C-3 | Claviceps purpurea | ? | - |
? |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
22 | - |
assay at room temperature | Claviceps purpurea |
General Information | Comment | Organism |
---|---|---|
metabolism | 4-DMATS catalyzes the first step in the biosynthesis of ergot alkaloids | Claviceps purpurea |