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A Novel Synthesis of p-Nitrobenzylphosphonic Acid and its Action on Alkaline Phosphatase
Letters in Organic Chemistry (2008)
  • James K. Hand, Georgia Southern University
  • Amanda L. Stewart, Georgia Southern University
  • Randy B. Sears, Georgia Southern University
  • Trianna R. McCall, Georgia Southern University
  • Catherine M. Davis-McGibony, Georgia Southern University
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
Disciplines
Publication Date
2008
Citation Information
James K. Hand, Amanda L. Stewart, Randy B. Sears, Trianna R. McCall, et al.. "A Novel Synthesis of p-Nitrobenzylphosphonic Acid and its Action on Alkaline Phosphatase" Letters in Organic Chemistry Vol. 5 Iss. 7 (2008)
Available at: http://works.bepress.com/amanda_stewart/5/