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Literature summary for 3.5.2.6 extracted from

  • Bounaga, S.; Galleni, M.; Laws, A.P.; Page, M.I.
    Cysteinyl peptide inhibitors of Bacillus cereus zinc beta-lactamase (2001), Bioorg. Med. Chem., 9, 503-510.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
captopril
-
Bacillus cereus
additional information pH dependence of inhibition, mechanism, the thiol anion of the cysteinyl peptide inhibitors displaces the hydroxide ion from the active site Zn2+, D,D-peptides bind to the enzyme better than other diastereomers due to the stereochemistry of the active site Bacillus cereus
N(2-mercaptoethyl)phenylacetamide
-
Bacillus cereus
N-carbobenzoxy-D-cysteine
-
Bacillus cereus
N-carbobenzoxy-D-cysteinyl-D-penicillamine chelates Zn2+ Bacillus cereus
N-carbobenzoxy-D-cysteinyl-D-phenylalanine
-
Bacillus cereus
N-carbobenzoxy-D-cysteinyl-L-phenylalanine
-
Bacillus cereus
N-carbobenzoxy-DL-cysteinyl-glycine
-
Bacillus cereus
N-carbobenzoxy-L-cysteine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-D-phenylalanine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-DL-alanine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-DL-phenylalanine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-DL-proline
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-DL-serine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-DL-valine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-glycine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-L-leucine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-L-phenylalanine
-
Bacillus cereus
N-carbobenzoxy-L-cysteinyl-L-serine
-
Bacillus cereus
N-phenylacetyl-DL-penicillamine
-
Bacillus cereus
N-phenylacetyl-L-cysteine
-
Bacillus cereus
N-phenylacetylglycine
-
Bacillus cereus

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ dependent on, metalloenzyme, located at the active site Bacillus cereus

Organism

Organism UniProt Comment Textmining
Bacillus cereus
-
-
-

Synonyms

Synonyms Comment Organism
zinc beta-lactamase
-
Bacillus cereus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.003
-
N-carbobenzoxy-D-cysteinyl-D-phenylalanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.009
-
N-carbobenzoxy-L-cysteinyl-D-phenylalanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.011
-
N-carbobenzoxy-D-cysteinyl-L-phenylalanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.017
-
N-carbobenzoxy-L-cysteinyl-DL-phenylalanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.02
-
N-carbobenzoxy-D-cysteine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.027
-
N-carbobenzoxy-L-cysteinyl-L-phenylalanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.042
-
captopril pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.042
-
N-carbobenzoxy-L-cysteinyl-glycine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.046
-
N-carbobenzoxy-DL-cysteinyl-glycine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.048
-
N-carbobenzoxy-L-cysteinyl-DL-valine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.056
-
N(2-mercaptoethyl)phenylacetamide pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.062
-
N-carbobenzoxy-L-cysteinyl-DL-alanine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.073
-
N-carbobenzoxy-L-cysteinyl-DL-serine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.084
-
N-carbobenzoxy-L-cysteinyl-L-serine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.095
-
N-carbobenzoxy-L-cysteinyl-DL-proline pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.097
-
N-carbobenzoxy-L-cysteine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.108
-
N-phenylacetyl-L-cysteine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.136
-
N-carbobenzoxy-L-cysteinyl-L-leucine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
0.515
-
N-phenylacetyl-DL-penicillamine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus
1
-
N-phenylacetylglycine pH 7.0, 30°C, 1.0 M NaCl, 0.002 mM Zn2+ Bacillus cereus