title: N-arachidonylethanolamine (anandamide) formation from N-arachidonylphosphatidylethanolamine in rat brain membranes.
abstract: 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.
authors.affiliation: Laboratory of Neurosciences, National Institute on Aging, Bethesda, Maryland, U.S.A. sasaki@pet.tmig.or.jp
authors.forename: T
authors.initials: T
authors.lastname: Sasaki
authors.forename: M C
authors.initials: MC
authors.lastname: Chang
mesh_terms: 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
chemical_list: D001095:Arachidonic Acids; D063388:Endocannabinoids; C109143:N-arachidonylphosphatidylethanolamine; D010714:Phosphatidylethanolamines; D053284:Polyunsaturated Alkamides; C078814:anandamide