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Literature summary for 5.3.2.1 extracted from

  • Johnson, W.H., Jr.; Czerwinski, R.M.; Stamps, S.L.; Whitman, C.P.
    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.
    View publication on PubMed
Search for more literature for 5.3.2.1

Protein Variants

Protein Variants Comment Organism
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
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

Inhibitors Comment Organism Structure
(E)-2-fluoro-p-hydroxycinnamate competitive Mus musculus
4-coumaric acid
-
 Mus musculus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.1
-
 enol-phenylpyruvate 23°C, pH 6.5, mutant enzyme K32R Mus musculus
0.14
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme K32A Mus musculus
0.15
-
 enol-phenylpyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus
0.18
-
 enol-phenylpyruvate 23°C, pH 6.5, mutant enzyme K32A Mus musculus
0.2
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus
0.35
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme K32R Mus musculus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
12316
-
 x * 12316, mutant enzyme K32A, electrospray ionization mass spectrometry Mus musculus
12371
-
 x * 12371, wild-type enzyme, electrospray ionization mass spectrometry Mus musculus
12401
-
 x * 12401, mutant enzyme K32R, electrospray ionization mass spectrometry Mus musculus

Organism

Organism UniProt Comment Textmining
Mus musculus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
enol-(p-hydroxyphenyl)pyruvate
-
 Mus musculus keto-(p-hydroxyphenyl)pyruvate
-
 r
enol-phenylpyruvate
-
 Mus musculus keto-phenylpyruvate
-
 r

Subunits

Subunits Comment Organism
? x * 12316, mutant enzyme K32A, electrospray ionization mass spectrometry Mus musculus
? x * 12371, wild-type enzyme, electrospray ionization mass spectrometry Mus musculus
? x * 12401, mutant enzyme K32R, electrospray ionization mass spectrometry Mus musculus

Synonyms

Synonyms Comment Organism
Macrophage migration inhibitory factor
-
 Mus musculus
MIF
-
 Mus musculus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
15
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme K32A Mus musculus
30
-
 enol-phenylpyruvate 23°C, pH 6.5, mutant enzyme K32A Mus musculus
140
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus
150
-
 enol-phenylpyruvate 23°C, pH 6.5, mutant enzyme K32R Mus musculus
160
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme K32R Mus musculus
320
-
 enol-phenylpyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.03
-
 (E)-2-fluoro-p-hydroxycinnamate 23°C, pH 6.5, mutant enzyme K32R Mus musculus
0.04
-
 (E)-2-fluoro-p-hydroxycinnamate 23°C, pH 6.5, mutant enzyme K32A Mus musculus
0.234
-
 4-coumaric acid 23°C, pH 6.5, mutant enzyme K32R Mus musculus
0.375
-
 4-coumaric acid 23°C, pH 6.5, mutant enzyme K32A Mus musculus