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Literature summary for 3.5.2.6 extracted from
- Irreversible inhibition of the Mycobacterium tuberculosis beta-lactamase by clavulanate (2007), Biochemistry, 46, 11998-12004.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| expressed in Escherichia coli BL21(DE3) cells | Mycobacterium tuberculosis |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| clavulanate | 0.1 mM, irreversible inhibition | Mycobacterium tuberculosis |  |
| Sulbactam | 0.1 mM inhibit the enzyme competitively and reversibly with respect to nitrocefin | Mycobacterium tuberculosis | |
| tazobactam | 0.1 mM inhibit the enzyme in a time-dependent manner, but the activity of the enzyme reappears due to the slow hydrolysis of the covalently acylated enzyme | Mycobacterium tuberculosis | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0034 | - |
meropenem | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.008 | - |
ampicillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.0094 | - |
Imipenem | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.019 | - |
penicillin G | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.022 | - |
amoxicillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.057 | - |
nitrocefin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.059 | - |
piperacillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.069 | - |
Penicillin V | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.114 | - |
cephalosporin C | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.127 | - |
cefoxitin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.152 | - |
cephalotin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.184 | - |
cefamandole | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.195 | - |
CENTA | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.28 | - |
ceftazidime | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.52 | - |
ceftriaxone | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 5.1 | - |
cefuroxime | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Mycobacterium tuberculosis | - |
- |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| Ni-NTA agarose column chromatography and Superdex 200 Hi-Load gel filtration | Mycobacterium tuberculosis |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| amoxicillin + H2O | - |
Mycobacterium tuberculosis | (2R,4S)-2-[(R)-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid | - |
? | |
| ampicillin + H2O | - |
Mycobacterium tuberculosis | (2R,4S)-2-[(R)-[[(2R)-2-amino-2-phenylacetyl]amino](carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid | - |
? | |
| cefamandole + H2O | - |
Mycobacterium tuberculosis | (2R)-2-[(R)-carboxy{[(2R)-2-hydroxy-2-phenylacetyl]amino}methyl]-5-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| cefoxitin + H2O | - |
Mycobacterium tuberculosis | (2R)-5-[(carbamoyloxy)methyl]-2-[(S)-carboxy(methoxy)[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| ceftazidime + H2O | - |
Mycobacterium tuberculosis | (2R)-2-[(R)-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}(carboxy)methyl]-5-[(pyridin-1-ium-1-yl)methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate | - |
? | |
| ceftriaxone + H2O | - |
Mycobacterium tuberculosis | (2R)-2-[(R)-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino](carboxy)methyl]-5-[[(6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)sulfanyl]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| cefuroxime + H2O | - |
Mycobacterium tuberculosis | (2R)-5-[(carbamoyloxy)methyl]-2-[(R)-carboxy{[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino}methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| CENTA + H2O | - |
Mycobacterium tuberculosis | (2R)-5-{[(3-carboxy-4-nitrophenyl)sulfanyl]methyl}-2-{(R)-carboxy[2-(thiophen-2-yl)acetamido]methyl}-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| cephalosporin C + H2O | - |
Mycobacterium tuberculosis | N6-[(R)-{(2R)-5-[(acetyloxy)methyl]-4-carboxy-3,6-dihydro-2H-1,3-thiazin-2-yl}(carboxy)methyl]-6-oxo-D-lysine | - |
? | |
| cephalotin + H2O | - |
Mycobacterium tuberculosis | (2R)-5-[(acetyloxy)methyl]-2-[(R)-carboxy[(thiophen-2-ylacetyl)amino]methyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylic acid | - |
? | |
| imipenem + H2O | - |
Mycobacterium tuberculosis | (5R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-({2-[(iminomethyl)amino]ethyl}sulfanyl)-4,5-dihydro-1H-pyrrole-2-carboxylic acid | - |
? | |
| meropenem + H2O | - |
Mycobacterium tuberculosis | (4R,5S)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid | - |
? | |
| nitrocefin + H2O | - |
Mycobacterium tuberculosis | (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 | - |
? | |
| penicillin G + H2O | - |
Mycobacterium tuberculosis | (2R,4S)-2-[(R)-carboxy[(phenylacetyl)amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid | - |
? | |
| penicillin V + H2O | - |
Mycobacterium tuberculosis | (2R,4S)-2-[(R)-carboxy(2-phenoxyacetamido)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid | - |
? | |
| piperacillin + H2O | - |
Mycobacterium tuberculosis | (2R,4S)-2-[(R)-carboxy[[(2R)-2-[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]-2-phenylacetyl]amino]methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| Ambler class A beta-lactamase | - |
Mycobacterium tuberculosis |
| BlaC | is an an extended spectrum beta-lactamase | Mycobacterium tuberculosis |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0013 | - |
meropenem | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.033 | - |
ceftazidime | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.167 | - |
Imipenem | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.8 | - |
cefoxitin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 0.82 | - |
ceftriaxone | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 5.67 | - |
amoxicillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 8.17 | - |
cefuroxime | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 8.17 | - |
cephalotin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 9.33 | - |
penicillin G | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 11 | - |
ampicillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 11.5 | - |
piperacillin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 17.83 | - |
cephalosporin C | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 29.5 | - |
CENTA | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 35 | - |
Penicillin V | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 58.3 | - |
cefamandole | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
| 111.3 | - |
nitrocefin | in 100 mM MES (pH 6.4) | Mycobacterium tuberculosis | |
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