N-(carbobenzyloxy)isatin: A slow binding α-keto lactam inhibitor of α-chymotrypsin

The N-carbobenzyloxy derivative of 2,3-dioxindole (N-Cbz-isatin) (1) has been synthesized and shown to be a slow binding inhibitor of chymotrypsin. Compound 1 does not inhibit porcine pancreatic elastase. The N-tert-butoxycarbonyl derivative of 2,3-dioxindole (2) is a weak inhibitor of chymotrypsin and does not inhibit porcine pancreatic elastase.