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Literature summary extracted from

  • Ganta, S.R.; Perumal, S.; Pagadala, S.R.; Samuelsen, O.; Spencer, J.; Pratt, R.F.; Buynak, J.D.
    Approaches to the simultaneous inactivation of metallo- and serine-beta-lactamases (2009), Bioorg. Med. Chem. Lett., 19, 1618-1622.
    View publication on PubMedView publication on EuropePMC

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.5.2.6 0.0045
-
(6R,7Z)-7-(hydroxyimino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5,5-dioxide pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.005
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.014
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 0.0154
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.06
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 0.24
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[formyl(hydroxy)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.29
-
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.315
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.323
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 0.366
-
(6R,7Z)-3-[(acetyloxy)methyl]-7-(hydroxyimino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1.45
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(hydroxyamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae

Organism

EC Number Organism UniProt Comment Textmining
3.5.2.6 Enterobacter cloacae
-
-
-
3.5.2.6 Escherichia coli
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Escherichia coli (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy(formylamino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy(formylamino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-(hydroxyamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy(hydroxyamino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-[formyl(hydroxy)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[formyl(hydroxy)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Escherichia coli (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[hydroxy(phenylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[hydroxy(phenylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Escherichia coli (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7Z)-3-[(acetyloxy)methyl]-7-(hydroxyimino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate + H2O
-
Enterobacter cloacae (2R)-5-[(acetyloxy)methyl]-2-[(Z)-carboxy(hydroxyimino)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
-
?
3.5.2.6 (6R,7Z)-7-(hydroxyimino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5,5-dioxide + H2O
-
Enterobacter cloacae (2R)-2-[(Z)-carboxy(hydroxyimino)methyl]-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate 1,1-dioxide
-
?

Synonyms

EC Number Synonyms Comment Organism
3.5.2.6 oxa-1 beta-lactamase class D enzyme Escherichia coli
3.5.2.6 P99 beta-lactamase class C enzyme Enterobacter cloacae

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.5.2.6 0.121
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 0.32
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[formyl(hydroxy)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.46
-
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.49
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 0.54
-
(6R,7Z)-7-(hydroxyimino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5,5-dioxide pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1.02
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 1.6
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(hydroxyamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1.81
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 2.56
-
(6R,7Z)-3-[(acetyloxy)methyl]-7-(hydroxyimino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 690
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1180
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3.5.2.6 1.1
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(hydroxyamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1.38
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[formyl(hydroxy)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 1.59
-
(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 2.02
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 3.16
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 7.01
-
(6R,7Z)-3-[(acetyloxy)methyl]-7-(hydroxyimino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 85.1
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Escherichia coli
3.5.2.6 100
-
(6R,7R)-3-[(acetyloxy)methyl]-7-[hydroxy(phenylacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 120
-
(6R,7Z)-7-(hydroxyimino)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5,5-dioxide pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 3700
-
(6R,7R)-3-[(acetyloxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae
3.5.2.6 45000
-
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pH and temperature not specified in the publication Enterobacter cloacae