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Literature summary for 5.3.2.1 extracted from

  • Stamps, S.L.; Taylor, A.B.; Wang, S.C.; Hackert, M.L.; Whitman, C.P.
    Mechanism of the phenylpyruvate tautomerase activity of macrophage migration inhibitory factor: properties of the P1G, P1A, Y95F, and N97A mutants (2000), Biochemistry, 39, 9671-9678.
    View publication on PubMed
Search for more literature for 5.3.2.1

Cloned(Commentary)

Cloned (Comment) Organism
wild-type and mutant enzymes P1G, P1A, Y95F and N97A, expression in Escherichia coli BL21 Mus musculus

Crystallization (Commentary)

Crystallization (Comment) Organism
crystallization of the Y95F mutant enzyme by hanging drop vapor diffusion method, crystal structure of the enzyme with the competitive inhibitor (E)-2-fluoro-p-hydroxycinnamate bound at the active site and that of the protein complexed with the enol form of (p-hydroxyphenyl)pyruvate Mus musculus

Protein Variants

Protein Variants Comment Organism
N97A the ratio of turnover number to Km-value for enol-phenylpyruvate is 21.3fold higher than that of the wild-type enzyme, the ratio of turnover number to Km-value for enol-(p-hydroxyphenyl)pyruvate is 1.5fold lower than that of the wild-type enzyme, 5fold increase in Ki-value for (E)-2-fluoro-p-hydroxycinnamate compared to the wild-type enzyme Mus musculus
P1A the ratio of turnover number to Km-value for enol-phenylpyruvate is 232fold lower than that of the wild-type enzyme, the ratio of turnover number to Km-value for enol-(p-hydroxyphenyl)pyruvate is 114fold lower than that of the wild-type enzyme Mus musculus
P1G the ratio of turnover number to Km-value for enol-phenylpyruvate is 232fold lower than that of the wild-type enzyme, the ratio of turnover number to Km-value for enol-(p-hydroxyphenyl)pyruvate is 143fold lower than that of the wild-type enzyme Mus musculus
Y95F the ratio of turnover number to Km-value for enol-phenylpyruvate is 1.3fold lower than that of the wild-type enzyme, the ratio of turnover number to Km-value for enol-(p-hydroxyphenyl)pyruvate is 1.5fold higher than that of the wild-type enzyme Mus musculus

Inhibitors

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

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.107
-
 enol-phenylpyruvate 23°C, mutant enzyme P1G Mus musculus
0.107
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme Y95F Mus musculus
0.11
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme Y97A Mus musculus
0.112
-
 enol-phenylpyruvate 23°C, mutant enzyme Y95F Mus musculus
0.143
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme P1G Mus musculus
0.18
-
 enol-phenylpyruvate 23°C, mutant enzyme N97A Mus musculus
0.2
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus
0.303
-
 enol-phenylpyruvate 23°C, mutant enzyme P1A Mus musculus
0.31
-
 enol-phenylpyruvate 23°C, wild-type enzyme Mus musculus
0.582
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme P1A Mus musculus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
12335
-
 x * 12335, electrospray ionization mass spectrometry, mutant enzyme P1G Mus musculus
12347
-
 x * 12347, electrospray ionization mass spectrometry, mutant enzyme N97A Mus musculus
12347
-
 x * 12347, electrospray ionization mass spectrometry, mutant enzyme P1A Mus musculus
12358
-
 x * 12358, electrospray ionization mass spectrometry, mutant enzyme Y95F Mus musculus
12371
-
 x * 12371, electrospray ionization mass spectrometry, wild-type enzyme Mus musculus

Organism

Organism UniProt Comment Textmining
Mus musculus P34884
-
-

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 * 12335, electrospray ionization mass spectrometry, mutant enzyme P1G Mus musculus
? x * 12347, electrospray ionization mass spectrometry, mutant enzyme N97A Mus musculus
? x * 12347, electrospray ionization mass spectrometry, mutant enzyme P1A Mus musculus
? x * 12358, electrospray ionization mass spectrometry, mutant enzyme Y95F Mus musculus
? x * 12371, electrospray ionization mass spectrometry, wild-type enzyme Mus musculus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.6
-
 enol-phenylpyruvate 23°C, mutant enzyme P1G Mus musculus
0.8
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, mutant enzyme P1G Mus musculus
1.7
-
 enol-phenylpyruvate 23°C, mutant enzyme P1A Mus musculus
4.1
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme P1A Mus musculus
58
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme N97A Mus musculus
109
-
 enol-phenylpyruvate 23°C, mutant enzyme Y95F Mus musculus
126
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, mutant enzyme Y95F Mus musculus
160
-
 enol-(p-hydroxyphenyl)pyruvate 23°C, pH 6.5, wild-type enzyme Mus musculus
410
-
 enol-phenylpyruvate 23°C, wild-type enzyme Mus musculus
660
-
 enol-phenylpyruvate 23°C, mutant enzyme N97A Mus musculus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.013
-
 (E)-2-fluoro-p-hydroxycinnamate 23°C, pH 6.5, mutant enzyme N97A Mus musculus