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Literature summary extracted from
- Investigation of anticapsin biosynthesis reveals a four-enzyme pathway to tetrahydrotyrosine in Bacillus subtilis (2010), Biochemistry, 49, 912-923.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.3.1.B7 | expression in Escherichia coli | Bacillus subtilis |
| 4.1.1.100 | expression in Escherichia coli | Bacillus subtilis |
| 5.3.3.19 | expression in Escherichia coli | Bacillus subtilis |
General Stability
| EC Number | General Stability | Organism |
|---|---|---|
| 5.3.3.19 | unstable without glycerol in storage buffer | Bacillus subtilis |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 4.1.1.100 | 0.07 | - |
prephenate | pH 8, 22°C | Bacillus subtilis |  |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | Bacillus subtilis | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | Bacillus subtilis 168 | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 4.1.1.100 | prephenate | Bacillus subtilis | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | - |
? | |
| 4.1.1.100 | prephenate | Bacillus subtilis 168 | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | - |
? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | Bacillus subtilis | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | Bacillus subtilis 168 | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.3.1.B7 | Bacillus subtilis | P39644 | - |
- |
| 1.3.1.B7 | Bacillus subtilis 168 | P39644 | - |
- |
| 4.1.1.100 | Bacillus subtilis | P39638 | - |
- |
| 4.1.1.100 | Bacillus subtilis 168 | P39638 | - |
- |
| 5.3.3.19 | Bacillus subtilis | P39639 | - |
- |
| 5.3.3.19 | Bacillus subtilis 168 | P39639 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.3.1.B7 | - |
Bacillus subtilis |
| 4.1.1.100 | - |
Bacillus subtilis |
| 5.3.3.19 | - |
Bacillus subtilis |
Reaction
| EC Number | Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|---|
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate = 3-[(1E,4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | (2) | Bacillus subtilis |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | - |
Bacillus subtilis | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | - |
Bacillus subtilis 168 | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 1.3.1.B7 | (3E)-3-[(4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NADH + H+ | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis 168 | 3-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]-2-oxopropanoate + NAD+ | - |
? | |
| 4.1.1.100 | prephenate | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | - |
? | |
| 4.1.1.100 | prephenate | decarboxylation and protonation at C6', with a shift of the participating double bond from the C5'-6' position to the C4-9 position | Bacillus subtilis | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | the product can undergo a nonenzymatic isomerization to produce 3-(4-hydroxycyclohex-2-enylidene)-2-oxopropanoate | ? | |
| 4.1.1.100 | prephenate | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis 168 | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | - |
? | |
| 4.1.1.100 | prephenate | decarboxylation and protonation at C6', with a shift of the participating double bond from the C5'-6' position to the C4-9 position | Bacillus subtilis 168 | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate + CO2 | the product can undergo a nonenzymatic isomerization to produce 3-(4-hydroxycyclohex-2-enylidene)-2-oxopropanoate | ? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate also undergoes a nonenzymatic isomerization | Bacillus subtilis | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis 168 | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
| 5.3.3.19 | 3-[(4R)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate | 3-[(4S)-4-hydroxycyclohexa-1,5-dien-1-yl]-2-oxopropanoate also undergoes a nonenzymatic isomerization | Bacillus subtilis 168 | (3Z)-3-[(4R)-4-hydroxycyclohex-2-en-1-ylidene]-2-oxopropanoate | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.3.1.B7 | YwfH | - |
Bacillus subtilis |
| 4.1.1.100 | bacA | - |
Bacillus subtilis |
| 4.1.1.100 | non-aromatizing prephenate decarboxylase | - |
Bacillus subtilis |
| 5.3.3.19 | BacB | - |
Bacillus subtilis |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 5.3.3.19 | 22 | - |
assay at | Bacillus subtilis |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 4.1.1.100 | 3.2 | - |
prephenate | pH 8, 22°C | Bacillus subtilis | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.3.1.B7 | 8 | - |
assay at | Bacillus subtilis |
| 4.1.1.100 | 8 | - |
assay at | Bacillus subtilis |
| 5.3.3.19 | 8 | - |
assay at | Bacillus subtilis |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 1.3.1.B7 | physiological function | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis |
| 4.1.1.100 | physiological function | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis |
| 5.3.3.19 | physiological function | the enzyme from the bacterium Bacillus subtilis is involved in the biosynthesis of the nonproteinogenic amino acid tetrahydrotyrosine a component of the dipeptide antibiotic bacilysin | Bacillus subtilis |
kcat/KM [mM/s]
| EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 4.1.1.100 | 45.2 | - |
prephenate | pH 8, 22°C | Bacillus subtilis | |
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