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Anandamide Amidohydrolase Reacting With 2‐arachidonoylglycerol, Another Cannabinoid Receptor Ligand

S. Goparaju, N. Ueda, H. Yamaguchi, S. Yamamoto
Published 1998 · Chemistry, Medicine

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Two endogenous ligands for cannabinoid receptors, anandamide (arachidonylethanolamide) and 2‐arachidonoylglycerol, lose their biological activities by enzymatic hydrolysis. A cDNA for a rat liver enzyme hydrolyzing anandamide as well as oleamide was overexpressed in COS‐7 cells. When the particulate fraction was allowed to react with 2‐arachidonoylglycerol, arachidonic acid was produced. In contrast, this hydrolytic reaction did not occur with the control cells. The hydrolysis of 2‐arachidonoylglycerol proceeded about 4‐fold faster than the anandamide hydrolysis with a K m value as low as 6 μM and an optimal pH of 10. Phenylmethylsulfonyl fluoride and methyl arachidonyl fluorophosphonate inhibited the hydrolysis of both anandamide and 2‐arachidonoylglycerol in parallel. Furthermore, the hydrolysis of [14C]2‐arachidonoylglycerol was inhibited by anandamide dose‐dependently. These results suggest that anandamide and 2‐arachidonoylglycerol can be inactivated by the same enzyme.
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