Substituent effects on the mechanism-based inactivation of prostatic acid phosphatase

JK Myers, JD Cohen, TS Widlanski

Index: Myers, Jason K.; Cohen, Jonathan D.; Widlanski, Theodore S. Journal of the American Chemical Society, 1995 , vol. 117, # 45 p. 11049 - 11054

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Citation Number: 44

Abstract

Abstract: The mechanism of the inactivation of prostatic acid phosphatase (PAP) by 4- halomethylaryl phosphates, such as 4-(fluoromethyl) phenyl phosphate (FMPP), was probed by varying the benzylic leaving group and adding a nitro group to the 2 position. These studies demonstrate that both the rate and efficiency of inactivation are dependent on the nature of the leaving group in the benzylic position, with the brominated inhibitor being the ...