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
Letters in Organic Chemistry
Title: A Novel Synthesis of p-Nitrobenzylphosphonic Acid and its Action on Alkaline Phosphatase
Volume: 5 Issue: 7
Author(s): James K. Hand, Amanda L. Stewart, Randy B. Sears, Trianna R. McCall and Catherine M. Davis- McGibony
Affiliation:
Keywords: Alkaline phosphatase, enzyme inhibition, nucleophilic substitution
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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Cite this article as:
Hand K. James, Stewart L. Amanda, Sears B. Randy, McCall R. Trianna and Davis- McGibony M. Catherine, A Novel Synthesis of p-Nitrobenzylphosphonic Acid and its Action on Alkaline Phosphatase, Letters in Organic Chemistry 2008; 5 (7) . https://dx.doi.org/10.2174/157017808785982167
DOI https://dx.doi.org/10.2174/157017808785982167 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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