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Synthesis of 2-(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenamidoethyl-d4 dihydrogen phosphate, tetra-deuterated pAEA

✍ Scribed by Kejun Cheng; Bijali Saha; A. Mahadevan; Raj K. Razdan; George Kunos; Arthur E. Jacobson; Kenner C. Rice

Publisher: John Wiley and Sons
Year: 2008
Tongue: French
Weight: 74 KB
Volume: 51
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.1540

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✦ Synopsis

Abstract

A labile intermediate phospho‐anandamide (2‐(5Z,8Z,11Z,14Z)‐icosa‐5,8,11,14‐tetraenamidoethyl dihydrogen phosphate, pAEA) has been identified in mouse brain and macrophages, but its precise quantitation was difficult because of its low concentration and chemical instability. We report the synthesis of tetra‐deuterated pAEA from 2‐aminoethyl dihydrogen phosphate‐1,1,2,2‐d^4^ and (5Z,8Z,11Z,14Z)‐2,5‐dioxopyrrolidin‐1‐yl icosa‐5,8,11,14‐tetraenoate. The compound will be used to quantitate the pAEA necessary for a novel biosynthetic pathway. Published in 2008 by John Wiley & Sons, Ltd.

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