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Literature summary for 3.5.2.6 extracted from

  • Curley, K.; Pratt, R.F.
    The oxyanion hole in serine beta-lactamase catalysis: interactions of thiono substrates with the active site (2000), Bioorg. Chem., 28, 338-356.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
N-(phenylacetyl)thioglycylglycolic acid weak reversible inhibition Enterobacter cloacae
thiono derivative of N-(phenylacetyl)thioglycylglycolic acid weak reversible inhibition Enterobacter cloacae

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information enzyme-ligand interaction kinetics and energies Enterobacter cloacae

Organism

Organism UniProt Comment Textmining
Enterobacter cloacae
-
class C beta-lactamase
-
Enterobacter cloacae P99
-
class C beta-lactamase
-

Reaction

Reaction Comment Organism Reaction ID
a beta-lactam + H2O = a substituted beta-amino acid enzyme-ligand interaction-structure, computational analysis, residues K67, N152, Y150, and K315 are involved in substrate binding, tetrahedral intermediate Enterobacter cloacae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
7-(thienyl-2-acetamido)-3-[2-(4-N,N-dimethylaminophenylazo)pyridinium-methyl]-3-cephem-4-carboxylic acid + H2O chromophoric substrate Enterobacter cloacae (2R)-2-[(R)-carboxy{(E)-[1-hydroxy-2-(thiophen-2-yl)ethylidene]amino}methyl]-5-{[(2E)-2-{[4-(dimethyliminio)cyclohexa-2,5-dien-1-ylidene]hydrazinylidene}pyridin-1(2H)-yl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
7-(thienyl-2-acetamido)-3-[2-(4-N,N-dimethylaminophenylazo)pyridinium-methyl]-3-cephem-4-carboxylic acid + H2O chromophoric substrate Enterobacter cloacae P99 (2R)-2-[(R)-carboxy{(E)-[1-hydroxy-2-(thiophen-2-yl)ethylidene]amino}methyl]-5-{[(2E)-2-{[4-(dimethyliminio)cyclohexa-2,5-dien-1-ylidene]hydrazinylidene}pyridin-1(2H)-yl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
additional information no activity with the thiono analogue of N-(phenylacetyl)thioglycylglycolic acid Enterobacter cloacae ?
-
?
additional information no activity with the thiono analogue of N-(phenylacetyl)thioglycylglycolic acid Enterobacter cloacae P99 ?
-
?
N-(phenylacetyl)thioglycylglycolic acid + H2O
-
Enterobacter cloacae phenylacetylglycine + glycolate
-
?
N-(phenylacetyl)thioglycylglycolic acid + H2O
-
Enterobacter cloacae P99 phenylacetylglycine + glycolate
-
?

Synonyms

Synonyms Comment Organism
serine beta-lactamase
-
Enterobacter cloacae

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
5.5
-
thiono derivative of N-(phenylacetyl)thioglycylglycolic acid pH 7.5, 25°C Enterobacter cloacae
11
-
N-(phenylacetyl)thioglycylglycolic acid pH 7.5, 25°C Enterobacter cloacae