Protein phosphatases play important roles in the regulation of cell gr
owth and metabolism, yet little is known about their enzymatic mechani
sm. By extrapolation from data on inhibitors of other types of hydrola
ses, an inhibitor of prostatic acid phosphatase was designed that is l
ikely to function as a mechanism-based phosphotyrosine phosphatase ina
ctivator. This molecule, 4-(fluoromethyl)phenyl phosphate, represents
a useful paradigm for the design of potent and specific phosphatase in
hibitors.