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Literature summary for 3.4.16.4 extracted from

  • Pelto, R.B.; Pratt, R.F.
    Kinetics and stereochemistry of hydrolysis of an N-(phenylacetyl)-alpha-hydroxyglycine ester catalyzed by serine beta-lactamases and DD-peptidases (2012), Org. Biomol. Chem., 10, 7356-7362.
    View publication on PubMedView publication on EuropePMC

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.2
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Actinomadura sp.
0.36
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Streptomyces sp.
0.45
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Streptomyces sp.
4.3
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Actinomadura sp.

Organism

Organism UniProt Comment Textmining
Actinomadura sp. P39045
-
-
Streptomyces sp. P15555
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate + H2O no reaction with (S)-enantiomer Streptomyces sp. (2R)-N-(phenylacetyl)-2-hydroxyglycine + 3-hydroxybenzoate substrate for both beta-lactamases and D,D-peptidases. Both prefer the same enantiomer, the (R)-form ?
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate + H2O no reaction with (S)-enantiomer Actinomadura sp. (2R)-N-(phenylacetyl)-2-hydroxyglycine + 3-hydroxybenzoate substrate for both beta-lactamases and D,D-peptidases. Both prefer the same enantiomer, the (R)-form ?
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate no reaction with (S)-enantiomer Streptomyces sp. (2R)-N-(phenylacetyl)-2-methoxyglycine + 3-hydroxybenzoate substrate for both beta-lactamases and D,D-peptidases. Both prefer the same enantiomer, the (R)-form ?
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate no reaction with (S)-enantiomer Actinomadura sp. (2R)-N-(phenylacetyl)-2-methoxyglycine + 3-hydroxybenzoate substrate for both beta-lactamases and D,D-peptidases. Both prefer the same enantiomer, the (R)-form ?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Streptomyces sp.
6.9
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Streptomyces sp.
10.4
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Actinomadura sp.
114
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Actinomadura sp.

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
19
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Streptomyces sp.
24
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-hydroxyglycinate pH 7.5, 25°C Actinomadura sp.
98
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Streptomyces sp.
570
-
3-carboxyphenyl (2R)-N-(phenylacetyl)-2-methoxyglycinate pH 7.5, 25°C Actinomadura sp.