N-arachidonylethanolamine (anandamide) formation from N-arachidonylphosphatidylethanolamine in rat brain membranes.
Labeled L-N-arachidonylphosphatidylethanolamine (L-N-arachidonyl PE), a likely precursor of N-arachidonylethanolamine (anandamide), as well as its D-isomer, were synthesized using [14C]arachidonic acid. Anandamide was formed by incubating L-N-arachidonyl PE and rat brain membrane with phenylmethylsulfonyl fluoride (PMSF), an inhibitor of anandamide amidohydrolase. Formation of anandamide from L-N-arachidonyl PE was inhibited by p-chloromercuriphenylsulfonic acid (p-CMPS), sulfhydryl reagent, and heat inactivate pre-treatment. D-N-Arachidonyl PE, an unnatural analog for N-arachidonyl PE, did not form anandamide.
Sasaki
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Laboratory of Neurosciences, National Institute on Aging, Bethesda, Maryland, U.S.A. sasaki@pet.tmig.or.jp
Chang
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MC
D000818:Animals; D001095:Arachidonic Acids / Q000096:biosynthesis*; D002462:Cell Membrane / Q000378:metabolism; D002540:Cerebral Cortex / Q000378:metabolism*; D063388:Endocannabinoids; D008297:Male; D010714:Phosphatidylethanolamines / Q000378:metabolism*; D053284:Polyunsaturated Alkamides; D051381:Rats; D011916:Rats, Inbred F344
D001095:Arachidonic Acids; D063388:Endocannabinoids; C109143:N-arachidonylphosphatidylethanolamine; D010714:Phosphatidylethanolamines; D053284:Polyunsaturated Alkamides; C078814:anandamide