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Literature summary for 3.1.4.3 extracted from

  • Gonzalez-Bulnes, P.; Gonzalez-Roura, A.; Canals, D.; Delgado, A.; Casas, J.; Llebaria, A.
    2-aminohydroxamic acid derivatives as inhibitors of Bacillus cereus phosphatidylcholine preferred phospholipase C PC-PLC(Bc) (2010), Bioorg. Med. Chem., 18, 8549-8555.
    View publication on PubMed
Search for more literature for 3.1.4.3

Inhibitors

Inhibitors Comment Organism Structure
1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxododecan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium
-
 Bacillus cereus
1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium uncompetitive inhibition Bacillus cereus
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
-
 Bacillus cereus
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
-
 Bacillus cereus
1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium mixed type inhibition Bacillus cereus
1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxododecan-2-aminium
-
 Bacillus cereus
1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxooctan-2-aminium
-
 Bacillus cereus
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylethanaminium
-
 Bacillus cereus
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]hexadecanoyl]amino]-N,N,N-trimethylethanaminium
-
 Bacillus cereus
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]icosanoyl]amino]-N,N,N-trimethylethanaminium
-
 Bacillus cereus
2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylethanaminium
-
 Bacillus cereus
3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylpropan-1-aminium mixed type inhibition Bacillus cereus
3-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylpropan-1-aminium
-
 Bacillus cereus
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
tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxododecan-2-yl)carbamate noncompetitive inhibition Bacillus cereus
tert-butyl (1-[(benzyloxy)[3-(dimethylamino)propyl]amino]-1-oxooctan-2-yl)carbamate
-
 Bacillus cereus

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ active site bound, required Bacillus cereus

Organism

Organism UniProt Comment Textmining
Bacillus cereus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
phosphatidylcholine + H2O
-
 Bacillus cereus 1,2-diacyl-sn-glycerol + choline phosphate
-
 ?

Synonyms

Synonyms Comment Organism
PC-PLC
-
 Bacillus cereus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
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
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
0.012
-
 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium pH and temperature not specified in the publication Bacillus cereus
0.026
-
 1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium pH and temperature not specified in the publication Bacillus cereus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.002
-
 pH and temperature not specified in the publication Bacillus cereus 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]hexadecanoyl]amino]-N,N,N-trimethylethanaminium
0.002
-
 pH and temperature not specified in the publication Bacillus cereus 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
0.003
-
 pH and temperature not specified in the publication Bacillus cereus 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]icosanoyl]amino]-N,N,N-trimethylethanaminium
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
0.004
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxohexadecan-2-aminium
0.004
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
0.004
-
 pH and temperature not specified in the publication Bacillus cereus 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxoicosan-2-aminium
0.005
-
 pH and temperature not specified in the publication Bacillus cereus 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]dodecanoyl]amino]-N,N,N-trimethylethanaminium
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
0.01
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium
0.032
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[3-(dimethylammonio)propyl]amino]-1-oxododecan-2-aminium
0.04
-
 pH and temperature not specified in the publication Bacillus cereus 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxododecan-2-aminium
0.05
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium
0.056
-
 pH and temperature not specified in the publication Bacillus cereus 2-[(benzyloxy)[2-[(tert-butoxycarbonyl)amino]octanoyl]amino]-N,N,N-trimethylethanaminium
0.058
-
 pH and temperature not specified in the publication Bacillus cereus 1-[hydroxy[3-(trimethylammonio)propyl]amino]-1-oxododecan-2-aminium
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
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
0.1
-
 pH and temperature not specified in the publication Bacillus cereus 1-[[3-(dimethylammonio)propyl](hydroxy)amino]-1-oxododecan-2-aminium
0.1
-
 pH and temperature not specified in the publication Bacillus cereus 1-[(benzyloxy)[3-(trimethylammonio)propyl]amino]-1-oxooctan-2-aminium
0.5
-
 pH and temperature not specified in the publication Bacillus cereus 1-[hydroxy[2-(trimethylammonio)ethyl]amino]-1-oxooctan-2-aminium

General Information

General Information Comment Organism
physiological function PC-PLC is an important enzyme that plays a key role in a variety of cellular events and lipid homoeostases Bacillus cereus