Inhibition of serine proteases by arylboronic acids.
Arylboronic acids were found to be strong competitive inhibitors of subtilisin and chymotrypsin. The binding constants are strongly pH dependent and give a Hammett-type plot with a slope of -0.885. The pH dependence, the Hammett plot, and nmr model-system studies indicate that inhibition is due to electron-pair donation by the active site histidine to the bound inhibitor.
D001412:Bacillus subtilis; D001555:Benzene Derivatives / Q000494:pharmacology; D001665:Binding Sites; D001897:Boronic Acids / Q000494:pharmacology*; D002021:Buffers; D002918:Chymotrypsin / Q000037:antagonists & inhibitors*
D001555:Benzene Derivatives; D001897:Boronic Acids; D002021:Buffers; D002918:Chymotrypsin