A series of peptidyl N-nitrosoanilines were designed, synthesized, and evaluated as inactivators of cysteine protease papain and serine protease chymotrypsin. These new compounds exhibited different inhibitory activities toward the cysteine protease papain in a time-and concentration-dependent manner with second-order rate constants (k inact/KI) ranging over 2 orders of magnitude from 0.604 M-1 s-1 (1) to 100.36 M-1 s-1 (7). No ...