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Literature summary extracted from
- A kinetic and stereochemical investigation of the role of lysine-32 in the phenylpyruvate tautomerase activity catalyzed by macrophage migration inhibitory factor (1999), Biochemistry, 38, 16024-16033.
Protein Variants
| EC Number | Protein Variants | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | K32A | 15fold decrease in Ki-value for the competitive inhibitor, (E)-2-fluoro-p-hydroxycinnamate compared to wild-type enzyme, turnover number for enol-phenylpyruvate is 9% of that for the wild-type enzyme, turnover number for enol-(p-hydroxyphenyl)pyruvate is 11% of that for the wild-type enzyme, the ratio of turnover number and Km-value for enol-phenylpyruvate is 8% of that for the wild-type enzyme, the ratio of turnover number and KM-value for enol(p-hydroxyphenyl)pyruvate is 16% of the value for the wild-type enzyme | Mus musculus |
| 5.3.2.1 | K32R | modest decrease in the stereoselectivity of the reaction and in the binding affinity of the competitive inhibitor, (E)-2-fluoro-p-hydroxycinnamate, turnover number for enol-phenylpyruvate is 47% of that for the wild-type enzyme, turnover number for enol-(p-hydroxyphenyl)pyruvate is 110% of that for the wild-type enzyme, the ratio of turnover number and Km-value for enol-phenylpyruvate or enol(p-hydroxyphenyl)pyruvate is about 70% of the value for the wild-type enzyme | Mus musculus |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 5.3.2.1 | (E)-2-fluoro-p-hydroxycinnamate | competitive | Mus musculus |  |
| 5.3.2.1 | 4-coumaric acid | - |
Mus musculus | |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 5.3.2.1 | 0.1 | - |
enol-phenylpyruvate | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
| 5.3.2.1 | 0.14 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
| 5.3.2.1 | 0.15 | - |
enol-phenylpyruvate | 23°C, pH 6.5, wild-type enzyme | Mus musculus | |
| 5.3.2.1 | 0.18 | - |
enol-phenylpyruvate | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
| 5.3.2.1 | 0.2 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, wild-type enzyme | Mus musculus | |
| 5.3.2.1 | 0.35 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 5.3.2.1 | 12316 | - |
x * 12316, mutant enzyme K32A, electrospray ionization mass spectrometry | Mus musculus |
| 5.3.2.1 | 12371 | - |
x * 12371, wild-type enzyme, electrospray ionization mass spectrometry | Mus musculus |
| 5.3.2.1 | 12401 | - |
x * 12401, mutant enzyme K32R, electrospray ionization mass spectrometry | Mus musculus |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 5.3.2.1 | Mus musculus | - |
- |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 5.3.2.1 | enol-(p-hydroxyphenyl)pyruvate | - |
Mus musculus | keto-(p-hydroxyphenyl)pyruvate | - |
r | |
| 5.3.2.1 | enol-phenylpyruvate | - |
Mus musculus | keto-phenylpyruvate | - |
r | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | ? | x * 12316, mutant enzyme K32A, electrospray ionization mass spectrometry | Mus musculus |
| 5.3.2.1 | ? | x * 12371, wild-type enzyme, electrospray ionization mass spectrometry | Mus musculus |
| 5.3.2.1 | ? | x * 12401, mutant enzyme K32R, electrospray ionization mass spectrometry | Mus musculus |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 5.3.2.1 | Macrophage migration inhibitory factor | - |
Mus musculus |
| 5.3.2.1 | MIF | - |
Mus musculus |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 5.3.2.1 | 15 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
| 5.3.2.1 | 30 | - |
enol-phenylpyruvate | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
| 5.3.2.1 | 140 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, wild-type enzyme | Mus musculus | |
| 5.3.2.1 | 150 | - |
enol-phenylpyruvate | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
| 5.3.2.1 | 160 | - |
enol-(p-hydroxyphenyl)pyruvate | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
| 5.3.2.1 | 320 | - |
enol-phenylpyruvate | 23°C, pH 6.5, wild-type enzyme | Mus musculus | |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 5.3.2.1 | 0.03 | - |
(E)-2-fluoro-p-hydroxycinnamate | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
| 5.3.2.1 | 0.04 | - |
(E)-2-fluoro-p-hydroxycinnamate | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
| 5.3.2.1 | 0.234 | - |
4-coumaric acid | 23°C, pH 6.5, mutant enzyme K32R | Mus musculus | |
| 5.3.2.1 | 0.375 | - |
4-coumaric acid | 23°C, pH 6.5, mutant enzyme K32A | Mus musculus | |
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