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Letters in Organic Chemistry

Author(s): James K. Hand, Amanda L. Stewart, Randy B. Sears, Trianna R. McCall and Catherine M. Davis- McGibony

DOI: 10.2174/157017808785982167

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A Novel Synthesis of p-Nitrobenzylphosphonic Acid and its Action on Alkaline Phosphatase

Page: [563 - 565] Pages: 3

  • * (Excluding Mailing and Handling)

Abstract

p-Nitrobenzylphosphonic acid was obtained via a nucleophilic substitution of nitrobenzyl bromide with trimethyl phosphite as opposed to nitration of benzylphosphonic acid. This compound is a competitive inhibitor of alkaline phosphatase (KI ∼ 125 μM) and has potential to inhibit a wide range of other phosphatases including serine/threonine phosphatases and tyrosine phosphatases.

Keywords: Alkaline phosphatase, enzyme inhibition, nucleophilic substitution