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

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

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 7 , 2008

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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

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Article Details

Year: 2008
Page: [563 - 565]
Pages: 3
DOI: 10.2174/157017808785982167
Price: $65

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