Inhibitors | Comment | Organism | Structure |
---|---|---|---|
additional information | beta-ketophosphonates are less effective against OXA-10 enzyme, effective inhibitors of the class D OXA-1 enzyme and the class C P99 enzyme | Enterobacter cloacae | |
additional information | beta-ketophosphonates are less effective against OXA-10 enzyme, effective inhibitors of the class D OXA-1 enzyme and the class C P99 enzyme; beta-ketophosphonates are less effective against OXA-10 enzyme, effective inhibitors of the class D OXA-1 enzyme and the class C P99 enzyme; beta-ketophosphonates are less effective against OXA-10 enzyme, effective inhibitors of the class D OXA-1 enzyme and the class C P99 enzyme | Escherichia coli | |
sodium benzyl (2-hydroxy-2-phenylethyl)phosphonate | - |
Enterobacter cloacae | |
sodium benzyl (2-hydroxy-2-phenylethyl)phosphonate | - |
Escherichia coli | |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | - |
Enterobacter cloacae | |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | - |
Escherichia coli | |
sodium benzyl 2-(1',3'-benzothiazol-2'-yl)-2-oxo-ethylphosphonate | - |
Enterobacter cloacae | |
sodium benzyl 2-(1',3'-benzothiazol-2'-yl)-2-oxo-ethylphosphonate | - |
Escherichia coli | |
sodium benzyl [2-(biphenyl-4-yl)-2-hydroxyethyl]phosphonate | - |
Enterobacter cloacae | |
sodium benzyl [2-(biphenyl-4-yl)-2-hydroxyethyl]phosphonate | - |
Escherichia coli | |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Enterobacter cloacae | |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Escherichia coli | |
sodium benzyl [2-oxo-2-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)ethyl]phosphonate | - |
Enterobacter cloacae | |
sodium benzyl [2-oxo-2-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)ethyl]phosphonate | - |
Escherichia coli | |
sodium benzyl {2-[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]-2-oxoethyl}phosphonate | - |
Enterobacter cloacae | |
sodium benzyl {2-[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]-2-oxoethyl}phosphonate | - |
Escherichia coli | |
sodium biphenyl-4-ylmethyl (2-oxo-2-phenylethyl)phosphonate | - |
Enterobacter cloacae | |
sodium biphenyl-4-ylmethyl (2-oxo-2-phenylethyl)phosphonate | - |
Escherichia coli | |
sodium biphenyl-4-ylmethyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Enterobacter cloacae | |
sodium biphenyl-4-ylmethyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Escherichia coli | |
sodium phenyl (2-oxo-2-phenylethyl)phosphonate | - |
Enterobacter cloacae | |
sodium phenyl (2-oxo-2-phenylethyl)phosphonate | - |
Escherichia coli | |
sodium phenyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Enterobacter cloacae | |
sodium phenyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | - |
Escherichia coli | |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | - |
Enterobacter cloacae | |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | - |
Escherichia coli |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
0.0076 | - |
nitrocefin | pH 7.5, 25°C | Escherichia coli | |
0.0226 | - |
nitrocefin | pH 7.5, 25°C | Escherichia coli | |
0.086 | - |
nitrocefin | pH 7.5, 25°C | Escherichia coli | |
0.12 | - |
cephalothin | pH 7.5, 25°C | Escherichia coli | |
0.29 | - |
7-aminocephalosporanic acid | pH 7.5, 25°C | Enterobacter cloacae |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Enterobacter cloacae | Q59401 | P99 | - |
Enterobacter cloacae P99 | Q59401 | P99 | - |
Escherichia coli | - |
- |
- |
Escherichia coli | P13661 | class D OXA-1 beta-lactamase, E. coli | - |
Escherichia coli | P62593 | class A TEM-2 enzyme Escherichia coli | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
7alpha-aminocephalosporanic acid + H2O | - |
Enterobacter cloacae | (2R)-5-[(acetyloxy)methyl]-2-[(S)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
7alpha-aminocephalosporanic acid + H2O | - |
Enterobacter cloacae P99 | (2R)-5-[(acetyloxy)methyl]-2-[(S)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
7beta-aminocephalosporanic acid + H2O | - |
Enterobacter cloacae | (2R)-5-[(acetyloxy)methyl]-2-[(R)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
7beta-aminocephalosporanic acid + H2O | - |
Enterobacter cloacae P99 | (2R)-5-[(acetyloxy)methyl]-2-[(R)-amino(carboxy)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
cephalothin + H2O | - |
Escherichia coli | (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
nitrocefin + H2O | - |
Escherichia coli | (2R)-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? |
Synonyms | Comment | Organism |
---|---|---|
beta-lactamase | - |
Escherichia coli |
beta-lactamase | - |
Enterobacter cloacae |
class A TEM-2 enzyme | - |
Escherichia coli |
class C beta-lactamase | - |
Enterobacter cloacae |
class D OXA-1 beta-lactamase | - |
Escherichia coli |
OXA-10 enzyme | - |
Escherichia coli |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Escherichia coli |
25 | - |
assay at | Enterobacter cloacae |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
assay at | Escherichia coli |
7.5 | - |
assay at | Enterobacter cloacae |
Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
---|---|---|---|---|---|
0.006 | - |
sodium biphenyl-4-ylmethyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.024 | - |
sodium benzyl 2-(1',3'-benzothiazol-2'-yl)-2-oxo-ethylphosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.07 | - |
sodium benzyl [2-oxo-2-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)ethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.074 | - |
sodium biphenyl-4-ylmethyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.1 | - |
sodium phenyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.14 | - |
sodium phenyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.15 | - |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.17 | - |
sodium benzyl 2-(1',3'-benzothiazol-2'-yl)-2-oxo-ethylphosphonate | pH 7.5, 25°C | Escherichia coli | |
0.19 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.2 | - |
sodium phenyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.2 | - |
sodium biphenyl-4-ylmethyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.2 | - |
sodium biphenyl-4-ylmethyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.23 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.26 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-hydroxyethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.27 | - |
sodium benzyl [2-oxo-2-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)ethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.3 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-hydroxyethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.35 | - |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.38 | - |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.43 | - |
sodium benzyl {2-[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]-2-oxoethyl}phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.44 | - |
sodium benzyl (2-hydroxy-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.475 | - |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.64 | - |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
0.67 | - |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
0.92 | - |
sodium phenyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl {2-[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]-2-oxoethyl}phosphonate | pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl (2-hydroxy-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-hydroxyethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium phenyl [2-oxo-2-(pentafluorophenyl)ethyl]phosphonate | above, pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl (2-oxo-2-phenylethyl)phosphonate | above, pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl [2-(biphenyl-4-yl)-2-oxoethyl]phosphonate | above, pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium phenyl (2-oxo-2-phenylethyl)phosphonate | above, pH 7.5, 25°C | Escherichia coli | |
1 | - |
sodium benzyl {2-[3-(2-chlorophenyl)-5-methyl-1,2-oxazol-4-yl]-2-oxoethyl}phosphonate | above, pH 7.5, 25°C | Enterobacter cloacae | |
1 | - |
sodium biphenyl-4-ylmethyl (2-oxo-2-phenylethyl)phosphonate | above, pH 7.5, 25°C | Escherichia coli | |
1.05 | - |
sodium phenyl (2-oxo-2-phenylethyl)phosphonate | pH 7.5, 25°C | Escherichia coli | |
1.08 | - |
sodium benzyl (2-hydroxy-2-phenylethyl)phosphonate | pH 7.5, 25°C | Enterobacter cloacae | |
1.5 | - |
sodium benzyl [2-oxo-2-(2-oxo-2,3-dihydro-1,3-benzoxazol-6-yl)ethyl]phosphonate | pH 7.5, 25°C | Escherichia coli | |
3600 | - |
sodium benzyl 2-(1',3'-benzothiazol-2'-yl)-2-oxo-ethylphosphonate | pH 7.5, 25°C | Escherichia coli |