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Synthesis of 15N and 13C selectively labeled anandamide

✍ Scribed by Xiang-Qun Xie; Hongqin Yang; Greg Choi; Sunyuan Lin; Alexandros Makriyannis

Publisher: John Wiley and Sons
Year: 2002
Tongue: French
Weight: 137 KB
Volume: 45
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.601

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✦ Synopsis

Abstract

Anandamide (Figure 1a) (arachidonyl ethanolamide, AEA), (5Z,8Z,11Z,14Z)‐N‐(2‐hydroxyethyl)‐5,8,11,14‐Eicosatetraenamide, is an endogenous cannabinoid ligand possessing important biological activity. The conformation of AEA in its native receptor binding environment is particularly of interest for pharmaceutical research and biochemistry in general. Here we report a novel synthetic pathway, which selectively introduces ^15^N and ^13^C isotopes into the anandamide molecule. This isotopically labeled AEA can be studied conformationally in its native binding condition via solid state NMR. These synthetic procedures can also be adapted to produce radioactive ligands for receptor binding assays and other structural studies. Copyright © 2002 John Wiley & Sons, Ltd.

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