Inhibitors | Comment | Organism | Structure |
---|---|---|---|
2-[(biphenyl-4-ylsulfonyl)[2-(hydroxyamino)-2-oxoethyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | - |
Bacillus thermoproteolyticus | |
2-[benzyl[2-(hydroxyamino)-2-oxoethyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | the phenyl group of the strong binder occupies the S'2-subpocket, while a second ring system occupy the S1-subpocket in both thermolysin, EC 3.4.24.27, and pseudolysin | Bacillus thermoproteolyticus | |
2-[benzyl[2-(hydroxyamino)-2-oxoethyl]amino]-N-[3-(4-phenylpiperazin-1-yl)propyl]acetamide (non-preferred name) | the phenyl group of the strong binder occupies the S'2-subpocket, while a second ring system occupy the S1-subpocket in both thermolysin, EC 3.4.24.27, and pseudolysin | Bacillus thermoproteolyticus | |
2-[[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | - |
Bacillus thermoproteolyticus | |
2-[[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | - |
Bacillus thermoproteolyticus | |
additional information | inhibitor synthesis, docking analysis and binding structure, molecular modeling and Molecular dynamics simulation of pseudolysin-ligand interactions, overview. When the compounds possess two ring systems, the largest and most electron rich ring system seems to occupy the S1-subpocket. The fourth zinc coordinating ligand in the free enzyme is a water molecule. Upon inhibitor binding this water molecule is replaced by a metal binding group of the inhibitor | Bacillus thermoproteolyticus | |
N-[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-N-[(4-phenoxyphenyl)sulfonyl]glycine | - |
Bacillus thermoproteolyticus | |
[(biphenyl-4-ylmethyl)[2-(hydroxyamino)-2-oxoethyl]amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[(biphenyl-4-ylsulfonyl)[2-(hydroxyamino)-2-oxoethyl]amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[1-[2-(hydroxyamino)-2-oxoethyl]-2-[3-(4-phenylpiperazin-1-yl)propyl]hydrazinyl]acetic acid | - |
Bacillus thermoproteolyticus | |
[[(4-methoxyphenyl)sulfonyl](2-oxo-2-[[2-(4-sulfamoylphenyl)ethyl]amino]ethyl)amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[[2-(hydroxyamino)-2-oxoethyl](4-nitrobenzyl)amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[[2-(hydroxyamino)-2-oxoethyl](4-phenoxybenzyl)amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]acetic acid | - |
Bacillus thermoproteolyticus | |
[[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]acetic acid | - |
Bacillus thermoproteolyticus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Zn2+ | the enzyme has a catalytic zinc ion at the active site cleft with a tetrahedral coordination formed by the two histidines of a HEXXH motif, and a glutamic acid located 18-72 residues C-terminal of the HEXXH motif. The fourth zinc coordinating ligand in the free enzyme is a water molecule | Bacillus thermoproteolyticus |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Bacillus thermoproteolyticus | - |
- |
- |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
7-methoxycoumarin-4-yl-acetyl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | - |
Bacillus thermoproteolyticus | ? | - |
? | |
Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide + H2O | - |
Bacillus thermoproteolyticus | ? | - |
? |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Bacillus thermoproteolyticus |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.8 | - |
assay at | Bacillus thermoproteolyticus |
IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|
0.0004 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | 2-[benzyl[2-(hydroxyamino)-2-oxoethyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.0028 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | 2-[benzyl[2-(hydroxyamino)-2-oxoethyl]amino]-N-[3-(4-phenylpiperazin-1-yl)propyl]acetamide (non-preferred name) | |
0.0067 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | 2-[benzyl[2-(hydroxyamino)-2-oxoethyl]amino]-N-[3-(4-phenylpiperazin-1-yl)propyl]acetamide (non-preferred name) | |
0.015 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | 2-[[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.016 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | 2-[[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.02 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl](4-nitrobenzyl)amino]acetic acid | |
0.031 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | 2-[(biphenyl-4-ylsulfonyl)[2-(hydroxyamino)-2-oxoethyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.033 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | 2-[[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.046 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]acetic acid | |
0.082 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | N-[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-N-[(4-phenoxyphenyl)sulfonyl]glycine | |
0.121 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [(biphenyl-4-ylmethyl)[2-(hydroxyamino)-2-oxoethyl]amino]acetic acid | |
0.15 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [(biphenyl-4-ylsulfonyl)[2-(hydroxyamino)-2-oxoethyl]amino]acetic acid | |
0.153 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]acetic acid | |
0.169 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl][(4-methoxyphenyl)sulfonyl]amino]acetic acid | |
0.186 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]acetic acid | |
0.2 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl](4-phenoxybenzyl)amino]acetic acid | |
0.241 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | [(biphenyl-4-ylsulfonyl)[2-(hydroxyamino)-2-oxoethyl]amino]acetic acid | |
0.276 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | 2-[[2-(hydroxyamino)-2-oxoethyl][(4-phenoxyphenyl)sulfonyl]amino]-N-[2-(4-sulfamoylphenyl)ethyl]acetamide (non-preferred name) | |
0.282 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [[(4-methoxyphenyl)sulfonyl](2-oxo-2-[[2-(4-sulfamoylphenyl)ethyl]amino]ethyl)amino]acetic acid | |
0.33 | - |
pH 7.8, 37°C, versus substrate Abz-Ala-Gly-Leu-Ala-4-nitrobenzylamide | Bacillus thermoproteolyticus | [1-[2-(hydroxyamino)-2-oxoethyl]-2-[3-(4-phenylpiperazin-1-yl)propyl]hydrazinyl]acetic acid | |
0.336 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | N-[(2R)-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl]-N-[(4-phenoxyphenyl)sulfonyl]glycine | |
0.43 | - |
pH 7.8, 37°C, versus substrate 7-methoxycoumarin-4-yl-Arg-Pro-Pro-Gly-Phe-Ser-Ala-Phe-Lys-(2,4-dinitrophenyl)-OH | Bacillus thermoproteolyticus | [[2-(hydroxyamino)-2-oxoethyl](4-phenoxybenzyl)amino]acetic acid |
General Information | Comment | Organism |
---|---|---|
evolution | thermolysin and pseudolysin belong to subclan MA(E) of peptidases, also known as the Glu-zincins, of the matrix metalloproteinases family of zinc-containing endoproteinases with broad substrate specificity and extracellular matrix components are among the substrates | Bacillus thermoproteolyticus |
additional information | the glutamic acid of the HEXXH motif is catalytically important | Bacillus thermoproteolyticus |