Cloned (Comment) | Organism |
---|---|
gene ACLA_031240 or 5-dmats, DNA and amino acid sequence determination and analysis, expression as solube His-tagged protein in Escherichia coli strain M15, subcloning in Escherichia coli strain XL1 Blue | Aspergillus clavatus |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.034 | - |
L-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.076 | - |
dimethylallyl diphosphate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.1 | - |
1-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.25 | - |
4-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.26 | - |
L-abrine | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.27 | - |
6-fluoro-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.35 | - |
N-acetyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.39 | - |
indole-3-propionate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.4 | - |
trans-indole-3-acrylate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.47 | - |
7-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.67 | - |
DL-indole-3-lactate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.97 | - |
L-beta-homotryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1 | - |
6-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Ca2+ | required, activates 2.5fold | Aspergillus clavatus | |
Mg2+ | activates 2fold | Aspergillus clavatus |
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 | UniProt | Comment | Textmining |
---|---|---|---|
Aspergillus clavatus | A1CRX0 | gene ACLA_031240 or 5-dmats | - |
Purification (Comment) | Organism |
---|---|
recombinant solube His-tagged 5-DMATS from Escherichia coli strain M15 by nickel affinity chromatography to near homogeneity | Aspergillus clavatus |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
dimethylallyl diphosphate + L-tryptophan = diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | 5-dimethylallyltryptophan synthase performs the highly regiospecific regular prenylation at C-5 of the indole nucleus of the simple indole derivatives | Aspergillus clavatus |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
dimethylallyl diphosphate + 1-methyl-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + 1-methyl-5-(3-methylbut-2-en-1-yl)-tryptophan | - |
? | |
dimethylallyl diphosphate + 4-methyl-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + 4-methyl-5-(3-methylbut-2-en-1-yl)-tryptophan | - |
? | |
dimethylallyl diphosphate + 6-fluoro-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + 6-fluoro-5-(3-methylbut-2-en-1-yl)tryptophan | - |
? | |
dimethylallyl diphosphate + 6-methyl-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + 6-methyl-5-(3-methylbut-2-en-1-yl)-tryptophan | - |
? | |
dimethylallyl diphosphate + 7-methyl-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + 7-methyl-5-(3-methylbut-2-en-1-yl)-tryptophan | - |
? | |
dimethylallyl diphosphate + DL-indole-3-lactate | - |
Aspergillus clavatus | diphosphate + 2-hydroxy-3-[5-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]propanoic acid | - |
? | |
dimethylallyl diphosphate + indole-3-propionate | - |
Aspergillus clavatus | diphosphate + 3-[5-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]propanoic acid | - |
? | |
dimethylallyl diphosphate + L-abrine | - |
Aspergillus clavatus | diphosphate + N-methyl-5-(3-methylbut-2-en-1-yl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + L-beta-homotryptophan | - |
Aspergillus clavatus | diphosphate + (3S)-3-amino-4-[5-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]butanoic acid | - |
? | |
dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus clavatus | diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus clavatus | diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | product analysis by mass spectrometry and NMR | ? | |
dimethylallyl diphosphate + N-acetyl-DL-tryptophan | - |
Aspergillus clavatus | diphosphate + N-acetyl-5-(3-methylbut-2-en-1-yl)tryptophan | - |
? | |
dimethylallyl diphosphate + trans-indole-3-acrylate | - |
Aspergillus clavatus | diphosphate + (2E)-3-[5-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]prop-2-enoic acid | - |
? | |
additional information | in presence of dimethylallyl diphosphate, the recombinant enzyme accepts simple indole derivatives with L-tryptophan as the best substrate, it is also active with tryptophan-containing cyclic dipeptides but with much lower conversion yields. No activity with geranyl or farnesyl diphosphate | Aspergillus clavatus | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
5-DMATS | - |
Aspergillus clavatus |
EAW08391 | - |
Aspergillus clavatus |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Aspergillus clavatus |
Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.059 | - |
1-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.1 | - |
N-acetyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.14 | - |
trans-indole-3-acrylate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.15 | - |
L-beta-homotryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.29 | - |
6-fluoro-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.29 | - |
4-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.39 | - |
indole-3-propionate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.4 | - |
7-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.4 | - |
L-abrine | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.43 | - |
DL-indole-3-lactate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.76 | - |
6-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.87 | - |
L-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1.3 | - |
dimethylallyl diphosphate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
assay at | Aspergillus clavatus |
General Information | Comment | Organism |
---|---|---|
evolution | 5-DMATS belongs to the DMATS superfamily, indole prenyltransferases with different prenylation positions, overview | Aspergillus clavatus |
kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.155 | - |
L-beta-homotryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.286 | - |
N-acetyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.35 | - |
trans-indole-3-acrylate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.59 | - |
1-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.642 | - |
DL-indole-3-lactate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.76 | - |
6-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
0.851 | - |
7-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1 | - |
indole-3-propionate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1.074 | - |
6-fluoro-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1.16 | - |
4-methyl-DL-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1.538 | - |
dimethylallyl diphosphate | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
1.538 | - |
L-abrine | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus | |
25.59 | - |
L-tryptophan | pH 7.5, 37°C, recombinant His-tagged 5-DMATS | Aspergillus clavatus |