The interaction of alkynyl carboxylates with serine enzymes. A potent new class of serine enzyme inhibitors.
The recently reported alkynyl esters, propynyl benzoate and propynyl p-methoxybenzoate, were found to interact with a variety of serine enzymes. alpha-Chymotrypsin was inhibited very rapidly by an equivalent amount of the esters. Trypsin, elastase and pronase were also inhibited by the esters. On the other hand, liver esterase started to hydrolyze the alkynyl esters rapidly, but the enzyme became inhibited during the course of reaction. The inhibited enzymes exhibited slow reactivation which could be considerably enhanced by hydroxylamine.
Segal
D
D
Department of Biology, Technion-Israel Institute of Technology, Haifa.
Shalitin
Y
Y
Wingert
H
H
Kitamura
T
T
Stang
P J
PJ
D001565:Benzoates / Q000494:pharmacology*; D001665:Binding Sites; D002918:Chymotrypsin / Q000037:antagonists & inhibitors; D004793:Enzyme Reactivators; D004950:Esterases / Q000037:antagonists & inhibitors*; D006868:Hydrolysis; D062385:Hydroxybenzoates / Q000494:pharmacology*; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D010196:Pancreatic Elastase / Q000037:antagonists & inhibitors; D011402:Pronase / Q000037:antagonists & inhibitors; D015842:Serine Proteinase Inhibitors; D013053:Spectrophotometry; D014361:Trypsin Inhibitors
D001565:Benzoates; D004793:Enzyme Reactivators; D062385:Hydroxybenzoates; D015842:Serine Proteinase Inhibitors; D014361:Trypsin Inhibitors; C059564:propynyl p-methoxybenzoic acid; C059565:propynyl benzoate; D004950:Esterases; C022635:serine esterase; D002918:Chymotrypsin; D010196:Pancreatic Elastase; D011402:Pronase