CONFORMATIONALLY RESTRICTED CARBAMATE INHIBITORS OF HORSE SERUM BUTYRYLCHOLINESTERASE

Conformationally restricted carbamate inhibitors, exo-2-norbomyl-N-but ylcarbamate (1), endo-2-norbornyl-N-butylcarbamate (2), 1-adamantyl-N- butylcarbamate (3), and 2-adamantyl-N-butylcarbamate (4) as active sit e-directed irreversible inhibitors of horse serum butyrylcholinesteras e;are investigated for values of the dissociation constant (KI), the c arbamylation constant (k(2)), and the bimolecular rate constant(ki). C ompound 1 is the most potent inhibitor of the enzyme and the values of K-I and k(i) are 20 nM and 1.1x10(5) M-1 sec(-1) respectively. (C) 19 98 Elsevier Science Ltd. All rights reserved.