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Literature summary for 3.5.2.6 extracted from
- Serendipitous discovery of alpha-hydroxyalkyl esters as beta-lactamase substrates (2010), Biochemistry, 49, 10496-10506.
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.02 | - |
benzyl [[(2S)-2-hydroxy-4-phenylbutanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae |  |
| 0.071 | - |
benzyl [[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 0.172 | - |
3-[[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]benzoic acid | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 0.32 | - |
3-nitrophenyl (2S)-2-hydroxy-3-phenylpropanoate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 0.34 | - |
benzyl [[(2R)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 0.46 | - |
benzyl [[(2S)-2-hydroxy-2-phenylacetyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 0.52 | - |
benzyl [[(2S)-2-hydroxypropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Enterobacter cloacae | P05364 | - |
- |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| commercial preparation | - |
Enterobacter cloacae | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 3-nitrophenyl (2S)-2-hydroxy-3-phenylpropanoate + H2O | - |
Enterobacter cloacae | ? | - |
? | |
| 3-[[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]benzoic acid + H2O | - |
Enterobacter cloacae | ? | - |
? | |
| benzyl [[(2R)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate + H2O | - |
Enterobacter cloacae | ? + hydroxamate | - |
? | |
| benzyl [[(2S)-2-hydroxy-2-phenylacetyl]oxy]carbamate + H2O | - |
Enterobacter cloacae | ? + hydroxamate | - |
? | |
| benzyl [[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate + H2O | - |
Enterobacter cloacae | ? + hydroxamate | - |
? | |
| benzyl [[(2S)-2-hydroxy-4-phenylbutanoyl]oxy]carbamate + H2O | - |
Enterobacter cloacae | ? + hydroxamate | - |
? | |
| benzyl [[(2S)-2-hydroxypropanoyl]oxy]carbamate + H2O | - |
Enterobacter cloacae | ? + hydroxamate | - |
? | |
| additional information | O-(1-carboxy-1-alkyloxycarbonyl) hydroxamates are found to spontaneously decarboxylate in aqueous neutral buffer to form O-(2-hydroxyalkylcarbonyl) hydroxamates.While the former molecules do not react rapidly with serine beta-lactamases, the latter are quite good substrates of representative class A and C, but not D enzymes. The enzymes catalyze hydrolysis of these compounds to a mixture of the R-hydroxy acid and hydroxamate. Although both D- and L-R-hydroxy acid derivatives were substrates, the former are preferred | Enterobacter cloacae | ? | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| P99 beta-lactamase | - |
Enterobacter cloacae |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1.5 | - |
benzyl [[(2S)-2-hydroxy-4-phenylbutanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 1.5 | - |
benzyl [[(2S)-2-hydroxypropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 3.5 | - |
benzyl [[(2S)-2-hydroxy-2-phenylacetyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 5.9 | - |
benzyl [[(2R)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 6.9 | - |
3-[[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]benzoic acid | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 8.7 | - |
benzyl [[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 10.9 | - |
3-nitrophenyl (2S)-2-hydroxy-3-phenylpropanoate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 2.8 | - |
benzyl [[(2S)-2-hydroxypropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 7.5 | - |
benzyl [[(2S)-2-hydroxy-2-phenylacetyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 17.4 | - |
benzyl [[(2R)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 55 | - |
benzyl [[(2S)-2-hydroxy-4-phenylbutanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 69 | - |
3-[[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]benzoic acid | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 109 | - |
3-nitrophenyl (2S)-2-hydroxy-3-phenylpropanoate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
| 120 | - |
benzyl [[(2S)-2-hydroxy-3-phenylpropanoyl]oxy]carbamate | pH not specified in the publication, temperature not specified in the publication | Enterobacter cloacae | |
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