Add time:08/24/2019         Source:sciencedirect.com

The affinity constants (K1a0) and the phosphorylation constants (kp) were determined for a series of homologs of diethyl malaoxon where the “leaving group” consisted of either mercaptomalonate, mercaptosuccinate, a-mercaptoglutarate or β-mercaptoglutarate esters. The Ka(mM) values with respect to acetylcholinesterase had the following order :succinate > β-glutarate > α-glutarate > malonate, and ranged from 3–6 for succinate to 0–15 for malonate. The order of kP(min−1) values was α-glutarate ⩾ malonate ⩾ succinate > β-glutarate and varied from 77 for α-glutarate to 0–5 for β-glutarate. The Ka values of the relevant acetoxon homologs were of the same order as those of the comparable malaoxon homologs, suggesting that only one carbethoxy group was necessary for initial binding. Compounds in this study which lacked an α-carbethoxy group were poor cholinesterase inhibitors because they were unable to phosphorylate the enzyme.

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