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Literature summary extracted from

  • Pelto, R.B.; Pratt, R.F.
    Kinetics and mechanism of inhibition of a serine beta -lactamase by O-aryloxycarbonyl hydroxamates (2008), Biochemistry, 47, 12037-12046.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.5.2.6 3-((benzyloxycarbonylaminooxy)carbonyloxy)benzoic acid o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl (4-chlorophenoxy)carbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl (4-methoxyphenoxy)carbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl (4-nitrophenoxy)carbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl (naphthalen-2-yloxy)carbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl carbonylbis(oxy)dicarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl methoxycarbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl methyl(phenoxycarbonyloxy)carbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits slightly, 20fold less effectiv than benzyl phenoxycarbonyloxycarbamate Enterobacter cloacae
3.5.2.6 benzyl phenoxycarbonothioyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits slightly Enterobacter cloacae
3.5.2.6 benzyl phenoxycarbonyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 benzyl phenylcarbamoyloxycarbamate o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 biphenyl-4-ylmethyl phenoxycarbonyloxycarbamate completely inactivated, 2 micro M concentration, o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 clavulanic acid
-
 Enterobacter cloacae
3.5.2.6 N-(phenoxycarbonyloxy)benzenesulfonamide o-aryloxycarbonyl hydroxamate, cephalothin as substrate, competitive inhibition, inhibits irreversibly Enterobacter cloacae
3.5.2.6 Sulbactam
-
 Enterobacter cloacae

Organism

EC Number Organism UniProt Comment Textmining
3.5.2.6 Enterobacter cloacae
-
 P99
-
3.5.2.6 Enterobacter cloacae P99
-
 P99
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.2.6 (7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
 Enterobacter cloacae 2-[(R)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
 ?
3.5.2.6 (7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
 Enterobacter cloacae P99 2-[(R)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
 ?
3.5.2.6 (7S)-7-(benzyloxycarbonylamino)-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O is 1000000times poorer (kcat and kcat/Km) as a substrate than (7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Enterobacter cloacae 2-[(S)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
 ?
3.5.2.6 (7S)-7-(benzyloxycarbonylamino)-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O is 1000000times poorer (kcat and kcat/Km) as a substrate than (7R)-7-(benzyloxycarbonylamino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Enterobacter cloacae P99 2-[(S)-{[(benzyloxy)carbonyl]amino}(carboxy)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
 ?
3.5.2.6 2-(2-(2-phenylacetamido)acetoxy)acetate + H2O
-
 Enterobacter cloacae ?
-
 ?
3.5.2.6 2-(2-(2-phenylacetamido)acetoxy)acetate + H2O
-
 Enterobacter cloacae P99 ?
-
 ?
3.5.2.6 2-(2-(2-phenylacetamido)ethanethioyloxy)acetate + H2O 2-(2-(2-phenylacetamido)ethanethioyloxy)acetate is much poorer a substrate than 2-(2-(2-phenylacetamido)acetoxy)acetate Enterobacter cloacae ?
-
 ?
3.5.2.6 3-(2-(2-phenylacetamido)acetoxy)benzoate + H2O
-
 Enterobacter cloacae ?
-
 ?
3.5.2.6 cephalothin + H2O
-
 Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
 ?
3.5.2.6 cephalothin + H2O
-
 Enterobacter cloacae P99 (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid
-
 ?
3.5.2.6 additional information 3-(2-(N-methyl-2-phenylacetamido)acetoxy)benzoate is not a substrate Enterobacter cloacae ?
-
 ?
3.5.2.6 additional information 3-(2-(N-methyl-2-phenylacetamido)acetoxy)benzoate is not a substrate Enterobacter cloacae P99 ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
3.5.2.6 class C P99 beta-lactamase
-
 Enterobacter cloacae
3.5.2.6 P99 beta-lactamase
-
 Enterobacter cloacae
3.5.2.6 serine beta-lactamase
-
 Enterobacter cloacae

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.5.2.6 25
-
 assay at Enterobacter cloacae

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.5.2.6 7
-
 assay at Enterobacter cloacae