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Literature summary extracted from
- 2-aminohydroxamic acid derivatives as inhibitors of Bacillus cereus phosphatidylcholine preferred phospholipase C PC-PLC(Bc) (2010), Bioorg. Med. Chem., 18, 8549-8555.
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.1.4.3 | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium | - |
Bacillus cereus |  |
| 3.1.4.3 | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxododecan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium | uncompetitive inhibition | Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium | mixed type inhibition | Bacillus cereus | |
| 3.1.4.3 | 1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxododecan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxooctan-2-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylethanaminium | - |
Bacillus cereus | |
| 3.1.4.3 | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]hexadecanoyl]amino]-N,N,N-trimethylethanaminium | - |
Bacillus cereus | |
| 3.1.4.3 | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]icosanoyl]amino]-N,N,N-trimethylethanaminium | - |
Bacillus cereus | |
| 3.1.4.3 | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylethanaminium | - |
Bacillus cereus | |
| 3.1.4.3 | 3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylpropan-1-aminium | mixed type inhibition | Bacillus cereus | |
| 3.1.4.3 | 3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylpropan-1-aminium | - |
Bacillus cereus | |
| 3.1.4.3 | additional information | PC-PLCBc inhibition is not due to the interaction of compounds with the phospholipase catalytic zinc atoms, but rather results from the inhibitor cationic group recognition by the PCPLCBc amino acids involved in choline lipid binding. Inhibitor design based on 2-aminohydroxamic acid PC-PLCBc inhibitors that block the enzyme by coordination of the zinc active site atoms present in PC-PLCBc, overview | Bacillus cereus | |
| 3.1.4.3 | tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxododecan-2-yl)carbamate | noncompetitive inhibition | Bacillus cereus | |
| 3.1.4.3 | tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxooctan-2-yl)carbamate | - |
Bacillus cereus | |
Metals/Ions
| EC Number | Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.1.4.3 | Zn2+ | active site bound, required | Bacillus cereus | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.1.4.3 | Bacillus cereus | - |
- |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.1.4.3 | phosphatidylcholine + H2O | - |
Bacillus cereus | 1,2-diacyl-sn-glycerol + choline phosphate | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 3.1.4.3 | PC-PLC | - |
Bacillus cereus |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.1.4.3 | 0.0025 | - |
tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxododecan-2-yl)carbamate | pH and temperature not specified in the publication | Bacillus cereus | |
| 3.1.4.3 | 0.0025 | - |
3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylpropan-1-aminium | pH and temperature not specified in the publication | Bacillus cereus | |
| 3.1.4.3 | 0.012 | - |
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium | pH and temperature not specified in the publication | Bacillus cereus | |
| 3.1.4.3 | 0.026 | - |
1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium | pH and temperature not specified in the publication | Bacillus cereus | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 3.1.4.3 | 0.002 | - |
pH and temperature not specified in the publication | Bacillus cereus | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]hexadecanoyl]amino]-N,N,N-trimethylethanaminium | |
| 3.1.4.3 | 0.002 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium | |
| 3.1.4.3 | 0.003 | - |
pH and temperature not specified in the publication | Bacillus cereus | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]icosanoyl]amino]-N,N,N-trimethylethanaminium | |
| 3.1.4.3 | 0.004 | - |
pH and temperature not specified in the publication | Bacillus cereus | 3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylpropan-1-aminium | |
| 3.1.4.3 | 0.004 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium | |
| 3.1.4.3 | 0.004 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium | |
| 3.1.4.3 | 0.004 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium | |
| 3.1.4.3 | 0.005 | - |
pH and temperature not specified in the publication | Bacillus cereus | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylethanaminium | |
| 3.1.4.3 | 0.008 | - |
pH and temperature not specified in the publication | Bacillus cereus | tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxododecan-2-yl)carbamate | |
| 3.1.4.3 | 0.01 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.032 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.04 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.05 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.056 | - |
pH and temperature not specified in the publication | Bacillus cereus | 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylethanaminium | |
| 3.1.4.3 | 0.058 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.077 | - |
pH and temperature not specified in the publication | Bacillus cereus | tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxooctan-2-yl)carbamate | |
| 3.1.4.3 | 0.078 | - |
pH and temperature not specified in the publication | Bacillus cereus | 3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylpropan-1-aminium | |
| 3.1.4.3 | 0.1 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxododecan-2-aminium | |
| 3.1.4.3 | 0.1 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium | |
| 3.1.4.3 | 0.5 | - |
pH and temperature not specified in the publication | Bacillus cereus | 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium | |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 3.1.4.3 | physiological function | PC-PLC is an important enzyme that plays a key role in a variety of cellular events and lipid homoeostases | Bacillus cereus |
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