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

Document Type

Article

Publication Date

2008

Publication Title

Letters in Organic Chemistry

DOI

10.2174/157017808785982167

ISSN

1875-6255

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.

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