Biosynthesis and turnover of anandamide and other N-acylethanolamines in peritoneal macrophages.
Polyunsaturated N-acylethanolamines (NAEs), including anandamide (20:4n-6 NAE), elicit a variety of biological effects through cannabinoid receptors, whereas saturated and monounsaturated NAEs are inactive. Arachidonic acid mobilization induced by treatment of intact mouse peritoneal macrophages with Ca2+ ionophore A23187 had no effect on the production of NAE or its precursor N-acylphosphatidylethanolamine (N-acyl PE). Addition of exogenous ethanolamine resulted in enhanced NAE synthesis by its N-acylation with endogenous fatty acids, but this pathway was not selective for arachidonic acid. Incorporation of (18)O from H2 (18)O-containing media into the amide carbonyls of both NAE and N-acyl PE demonstrated a rapid, constitutive turnover of both lipids.
Kuwae
T
T
Faculty of Pharmaceutical Sciences, Josai University, Keyakiday, Sakado, Saitama, Japan.
Shiota
Y
Y
Schmid
P C
PC
Krebsbach
R
R
Schmid
H H
HH
D000215:Acylation; D000818:Animals; D001095:Arachidonic Acids / Q000096:biosynthesis / Q000378:metabolism*; D000001:Calcimycin / Q000494:pharmacology; D002250:Carbon Radioisotopes; D063388:Endocannabinoids; D019856:Ethanolamine / Q000494:pharmacology; D004983:Ethanolamines / Q000378:metabolism*; D007476:Ionophores / Q000494:pharmacology; D017737:Macrophages, Peritoneal / Q000187:drug effects / Q000378:metabolism*; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D053284:Polyunsaturated Alkamides
D001095:Arachidonic Acids; D002250:Carbon Radioisotopes; D063388:Endocannabinoids; D004983:Ethanolamines; D007476:Ionophores; C022203:N-acylethanolamines; D053284:Polyunsaturated Alkamides; D000001:Calcimycin; D019856:Ethanolamine; C078814:anandamide