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Literature summary for 3.5.1.11 extracted from

  • Alkema, W.B.; Hensgens, C.M.; Snijder, H.J.; Keizer, E.; Dijkstra, B.W.; Janssen, D.B.
    Structural and kinetic studies on ligand binding in wild-type and active-site mutants of penicillin acylase (2004), Protein Eng. Des. Sel., 17, 473-480.
    View publication on PubMed

Crystallization (Commentary)

Crystallization (Comment) Organism
both wild-type and mutants F146Y, F24Y, F146Y/F24Y Escherichia coli

Protein Variants

Protein Variants Comment Organism
F146Y alpha-subunit, increased affinity for Calpha-substituted substrates Escherichia coli
F146Y/F24A mutation F24Y in beta-, F146Y in alpha-subunit, increased affinity for Calpha-substituted substrates Escherichia coli
F24A beta-subunit, increased affinity for Calpha-substituted substrates, 20fold reduced affinity for phenylacetic acid Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(R)-alpha-ethylphenylacetic acid
-
Escherichia coli
(R)-alpha-hydroxyphenylacetic acid
-
Escherichia coli
(R)-alpha-methylphenylacetic acid
-
Escherichia coli
(R)-phenylglycinamide
-
Escherichia coli
(R)-phenylglycine
-
Escherichia coli
(S)-alpha-ethylphenylacetic acid
-
Escherichia coli
(S)-alpha-hydroxyphenylacetic acid
-
Escherichia coli
(S)-alpha-methylphenylacetic acid
-
Escherichia coli
phenylacetamide
-
Escherichia coli
phenylacetic acid
-
Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Reaction

Reaction Comment Organism Reaction ID
penicillin + H2O = a carboxylate + 6-aminopenicillanate F24 in beta-subunit has a fixed position, whereas F146 of alpha-subunit acts as a flexible lid on the binding site Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
D-2-nitro-5[(phenylglycyl)amino]benzoic acid + H2O
-
Escherichia coli ?
-
?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.03
-
phenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
0.05
-
phenylacetamide mutant F146Y, pH 7.0, 30°C Escherichia coli
0.06
-
phenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
0.076
-
(R)-alpha-methylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
0.124
-
(R)-alpha-methylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
0.2
-
phenylacetamide wild-type, pH 7.0, 30°C Escherichia coli
0.2
-
(R)-alpha-methylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
0.276
-
(R)-alpha-ethylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
0.36
-
(S)-alpha-methylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
0.37
-
(S)-alpha-ethylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
0.4
-
(R)-alpha-ethylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
0.47
-
(R)-alpha-methylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
0.5
-
(S)-alpha-methylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
1
-
(S)-alpha-ethylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
1
-
phenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
1.1
-
(S)-alpha-methylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
1.1
-
phenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
1.1
-
(S)-alpha-ethylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
1.5
-
phenylacetamide mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
1.5
-
(S)-alpha-methylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
2 5 (R)-phenylglycinamide mutant F24A, pH 7.0, 30°C Escherichia coli
2
-
phenylacetamide mutant F24A, pH 7.0, 30°C Escherichia coli
2.1
-
(S)-alpha-ethylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.3
-
(R)-alpha-ethylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5
-
(R)-alpha-hydroxyphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
4
-
(R)-phenylglycinamide mutant F146Y, pH 7.0, 30°C Escherichia coli
4.05
-
(S)-alpha-hydroxyphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
5.7
-
(R)-alpha-ethylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
5.7
-
(S)-alpha-hydroxyphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
6.2
-
(R)-alpha-hydroxyphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
8.2
-
(S)-alpha-hydroxyphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
10
-
(S)-alpha-hydroxyphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
13
-
(R)-alpha-hydroxyphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
15
-
(R)-phenylglycinamide mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
31
-
(R)-alpha-hydroxyphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
40
-
(R)-phenylglycinamide wild-type, pH 7.0, 30°C Escherichia coli