Cloned (Comment) | Organism |
---|---|
gene 4-DMATS, sequence comparison | Aspergillus fumigatus |
Crystallization (Comment) | Organism |
---|---|
the crystal structure of FgaPT2 (4-DMATS) is determined as a complex with its aromatic substrate L-tryptophan and with dimethylallyl S-thiolodiphosphate (DMSPP), an analogue of its isoprenoid substrate dimethylallyl diphosphate, X-ray structural analysis and three-dimensional structural modeling | Aspergillus fumigatus |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.052 | - |
dimethylallyl diphosphate | pH 7.5, 37°C | Aspergillus fumigatus | |
0.081 | - |
L-abrine | pH 7.5, 37°C | Aspergillus fumigatus | |
0.238 | - |
L-tryptophan | pH 7.5, 37°C | Aspergillus fumigatus | |
0.416 | - |
5-methyl-DL-tryptophan | pH 7.5, 37°C | Aspergillus fumigatus | |
2.876 | - |
L-tryptophan methyl ester | pH 7.5, 37°C | Aspergillus fumigatus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Ca2+ | activates, required | Aspergillus fumigatus | |
Mg2+ | activates, required | Aspergillus fumigatus | |
additional information | Trp-DMATS is capable of catalyzing prenylation without the requirement of Mg2+, a unique characteristic that distinguishes the Trp-DMATS family of prenyl transferases | 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 | Q50EL0 | gene 4-DMATS | - |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
dimethylallyl diphosphate + L-tryptophan = diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | the mechanism of this enzyme-catalyzed FriedelCrafts reaction represents strict regioselectivity at the C4 position of the indole ring of L-tryptophan, proposed reaction mechanism for Aspergillus fummigatus FgaPT2 involving Glu89 and Lys174 | Aspergillus fumigatus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
4-dimethylallyl-indole-3-lactic acid | 10.5% of the activity with L-Trp | Aspergillus fumigatus | ? | - |
? | |
4-dimethylallyl-indole-3-pyruvic acid | 29.4% of the activity with L-Trp | Aspergillus fumigatus | ? | - |
? | |
dimethylallyl diphosphate + 5-hydroxy-L-tryptophan | 21.0% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 5-hydroxy-4-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + 5-methyl-DL-tryptophan | 8.1% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 5-methyl-4-(3-methylbut-2-enyl)-DL-tryptophan | - |
? | |
dimethylallyl diphosphate + 6-methyl-DL-tryptophan | 15.2% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 6-methyl-4-(3-methylbut-2-enyl)-DL-tryptophan | - |
? | |
dimethylallyl diphosphate + 7-methyl-DL-tryptophan | 16.3% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 7-methyl-4-(3-methylbut-2-enyl)-DL-tryptophan | - |
? | |
dimethylallyl diphosphate + D-tryptophan | 9.7% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-D-tryptophan | - |
? | |
dimethylallyl diphosphate + indole-3-propionic acid | 32.2% of the activity with L-Trp | Aspergillus fumigatus | ? | - |
? | |
dimethylallyl diphosphate + L-abrine | - |
Aspergillus fumigatus | ? | - |
? | |
dimethylallyl diphosphate + L-abrine | 58.0% of the activity with L-Trp | Aspergillus fumigatus | ? | - |
? | |
dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + L-tryptophan methyl ester | - |
Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan methyl ester | - |
? | |
dimethylallyl diphosphate + L-tryptophan methyl ester | 7.2% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan methyl ester | - |
? | |
dimethylallyl diphosphate + tryptamine | 4.6% of the activity with L-Trp | Aspergillus fumigatus | diphosphate + 4-(3-methylbut-2-enyl)-tryptamine | - |
? | |
additional information | no or poor activity with 1-methyl-L-tryptophan, 4-methyl-DL-tryptophan, 6-fluoro-DL-tryptophan, 5-methoxy-L-tryptophan, idole-3-acetic acid, N-acetyl-DL-tryptophan, and cyclo-L-Trp-Gly, substrate specificity, docking study and molecular modelling, overview | Aspergillus fumigatus | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
4-DMATS | - |
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 |
---|---|---|---|---|---|
0.043 | - |
L-abrine | pH 7.5, 37°C | Aspergillus fumigatus | |
0.108 | - |
L-tryptophan | pH 7.5, 37°C | Aspergillus fumigatus | |
0.117 | - |
L-tryptophan methyl ester | pH 7.5, 37°C | Aspergillus fumigatus | |
0.125 | - |
5-methyl-DL-tryptophan | pH 7.5, 37°C | Aspergillus fumigatus | |
0.917 | - |
dimethylallyl diphosphate | pH 7.5, 37°C | Aspergillus fumigatus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
assay at | Aspergillus fumigatus |
General Information | Comment | Organism |
---|---|---|
evolution | Trp-DMATS is capable of catalyzing prenylation without the requirement of Mg2+, a unique characteristic that distinguishes the Trp-DMATS family of prenyl transferases | Aspergillus fumigatus |
additional information | comparison of the three-dimensional structural models of 7-DMATSNeo from Neosartorya sp. with FgaPT2 (4-DMATS) from Aspergillus fumigatus | Aspergillus fumigatus |
physiological function | FgaPT2 plays a role in the first pathway-specific enzyme during ergot alkaloids biosynthesis and catalyzes the regular prenylation of L-tryptophan at the C4 position | Aspergillus fumigatus |