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Literature summary 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)

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

Protein Variants

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

Inhibitors

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

Organism

EC Number Organism UniProt Comment Textmining
3.5.1.11 Escherichia coli
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
3.5.1.11 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
a

Substrates and Products (Substrate)

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

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.5.1.11 0.03
-
 phenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.05
-
 phenylacetamide mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.06
-
 phenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.076
-
 (R)-alpha-methylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.124
-
 (R)-alpha-methylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.2
-
 phenylacetamide wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.2
-
 (R)-alpha-methylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.276
-
 (R)-alpha-ethylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.36
-
 (S)-alpha-methylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.37
-
 (S)-alpha-ethylphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.4
-
 (R)-alpha-ethylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.47
-
 (R)-alpha-methylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 0.5
-
 (S)-alpha-methylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 1
-
 (S)-alpha-ethylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 1
-
 phenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 1.1
-
 (S)-alpha-methylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 1.1
-
 phenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 1.1
-
 (S)-alpha-ethylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 1.5
-
 phenylacetamide mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 1.5
-
 (S)-alpha-methylphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 2 5 (R)-phenylglycinamide mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 2
-
 phenylacetamide mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 2.1
-
 (S)-alpha-ethylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 3.3
-
 (R)-alpha-ethylphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 3.5
-
 (R)-alpha-hydroxyphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 4
-
 (R)-phenylglycinamide mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 4.05
-
 (S)-alpha-hydroxyphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 5.7
-
 (R)-alpha-ethylphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 5.7
-
 (S)-alpha-hydroxyphenylacetic acid mutant F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 6.2
-
 (R)-alpha-hydroxyphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 8.2
-
 (S)-alpha-hydroxyphenylacetic acid mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 10
-
 (S)-alpha-hydroxyphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 13
-
 (R)-alpha-hydroxyphenylacetic acid mutant F146Y, pH 7.0, 30°C Escherichia coli
3.5.1.11 15
-
 (R)-phenylglycinamide mutant F146Y/F24A, pH 7.0, 30°C Escherichia coli
3.5.1.11 31
-
 (R)-alpha-hydroxyphenylacetic acid wild-type, pH 7.0, 30°C Escherichia coli
3.5.1.11 40
-
 (R)-phenylglycinamide wild-type, pH 7.0, 30°C Escherichia coli