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Literature summary for 2.5.1.80 extracted from
- Actions of tryptophan prenyltransferases toward fumiquinazolines and their potential application for the generation of prenylated derivatives by combining chemical and chemoenzymatic syntheses (2016), Adv. Synth. Catal., 358, 1639 -1653.
No PubMed abstract available
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| recombinant overexpression | Aspergillus fumigatus |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.1 | - |
ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus |  |
| 0.14 | - |
ent-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
| 0.18 | - |
dia-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
| 0.34 | - |
dia,ent-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Ca2+ | required | Aspergillus fumigatus | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dimethylallyl diphosphate + L-tryptophan | Aspergillus fumigatus | - |
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | Aspergillus fumigatus ATCC MYA-4609 | - |
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Aspergillus fumigatus | Q4WYG3 | - |
- |
| Aspergillus fumigatus ATCC MYA-4609 | Q4WYG3 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant enzyme | Aspergillus fumigatus |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dimethylallyl diphosphate + ardeemin fumiquinazoline | - |
Aspergillus fumigatus | diphosphate + (1S,4R)-4-methyl-1-[[6-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione + (1S,4R)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + ardeemin fumiquinazoline | - |
Aspergillus fumigatus ATCC MYA-4609 | diphosphate + (1S,4R)-4-methyl-1-[[6-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione + (1S,4R)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + dia,ent-ardeemin fumiquinazoline | - |
Aspergillus fumigatus | diphosphate + (1R,4R)-4-methyl-1-[[6-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione + (1R,4R)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + dia,ent-ardeemin fumiquinazoline | - |
Aspergillus fumigatus ATCC MYA-4609 | diphosphate + (1R,4R)-4-methyl-1-[[6-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione + (1R,4R)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + dia-ardeemin fumiquinazoline | - |
Aspergillus fumigatus | diphosphate + (1S,4S)-4-methyl-1-[[6-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione + (1S,4S)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + ent-ardeemin fumiquinazoline | - |
Aspergillus fumigatus | diphosphate + (1R,4S)-4-methyl-1-[[7-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl]-2H-pyrazino[2,1-b]quinazoline-3,6(1H,4H)-dione | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus | diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus ATCC MYA-4609 | diphosphate + 5-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus | diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| dimethylallyl diphosphate + L-tryptophan | - |
Aspergillus fumigatus ATCC MYA-4609 | diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan | - |
? | |
| additional information | 7-DMATS catalyzes mainly regiospecific prenylation at C-7 of analogues of ardeemin fumiquinazoline, which is also observed for its natural substrate L-tryptophan. Synthesis of ardeemin fumiquinazoline, a precursor of the multidrug resistance (MDR) export pump inhibitor ardeemin, and its stereoisomers, LC-MS analysis of reaction products, overview | Aspergillus fumigatus | ? | - |
? | |
| additional information | 7-DMATS catalyzes mainly regiospecific prenylation at C-7 of analogues of ardeemin fumiquinazoline, which is also observed for its natural substrate L-tryptophan. Synthesis of ardeemin fumiquinazoline, a precursor of the multidrug resistance (MDR) export pump inhibitor ardeemin, and its stereoisomers, LC-MS analysis of reaction products, overview | Aspergillus fumigatus ATCC MYA-4609 | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 7-DMATS | - |
Aspergillus fumigatus |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
assay at | Aspergillus fumigatus |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
the purified recombinant enzyme retains 90% activity after 240 min | Aspergillus fumigatus |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.002 | - |
dia,ent-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
| 0.053 | - |
dia-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
| 0.059 | - |
ent-ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
| 0.079 | - |
ardeemin fumiquinazoline | pH 7.5, 37°C | Aspergillus fumigatus | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Aspergillus fumigatus |
General Information
| General Information | Comment | Organism |
|---|---|---|
| physiological function | the enzyme is involved in the biosynthesis of astechrome in Aspergillus fumigatus | Aspergillus fumigatus |
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