PMID- 2493649 OWN - NLM STAT- MEDLINE DCOM- 19890413 LR - 20190501 IS - 0027-8424 (Print) IS - 1091-6490 (Electronic) IS - 0027-8424 (Linking) VI - 86 IP - 5 DP - 1989 Mar TI - Formation and action of 8-hydroxy-11,12-epoxy-5,9,14-icosatrienoic acid in Aplysia: a possible second messenger in neurons. PG - 1721-5 AB - In Aplysia neural tissue, the release and metabolism of arachidonic acid are stimulated by histamine or by activation of the identified L32 nerve cell circuit of the abdominal ganglion. Previously we found that histamine and intracellular stimulation of L32 cells, which are putatively histaminergic neurons, cause the production of 12-hydroxy-5,8,10,14-icosatetraenoic acid (12-HETE), a product of the 12-lipoxygenase pathway formed through 12-hydroperoxy-5,8,10,14-icosatetraenoic acid (12-HPETE). 12-HPETE, but not 12(S)-HETE, mimics the dual-action response of L14 ink motor neurons to histamine and stimulation of L32. 12-HPETE can also be further metabolized to 8-hydroxy-11,12-epoxy-5,9,14-icosatrienoic acid (8-HEpETE) which was identified by HPLC, enzymatic hydrolysis, and GC/MS. Production of 8-HEpETE is specific, as its positional isomer 10-hydroxy-11,12-epoxy-5,8,14-icosatrienoic acid is not formed after physiologic stimulation. 8-HEpETE can elicit the late component (hyperpolarization) of the dual-action response in L14 cells, suggesting that it may be a second messenger in Aplysia. FAU - Piomelli, D AU - Piomelli D AD - Howard Hughes Medical Institute, Columbia University, New York, NY 10032. FAU - Shapiro, E AU - Shapiro E FAU - Zipkin, R AU - Zipkin R FAU - Schwartz, J H AU - Schwartz JH FAU - Feinmark, S J AU - Feinmark SJ LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - United States TA - Proc Natl Acad Sci U S A JT - Proceedings of the National Academy of Sciences of the United States of America JID - 7505876 RN - 0 (Fatty Acids, Unsaturated) RN - 85589-24-8 (8-hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid) RN - EC 1.13.11.12 (Lipoxygenase) RN - FC398RK06S (8,11,14-Eicosatrienoic Acid) SB - IM MH - 8,11,14-Eicosatrienoic Acid/analogs & derivatives/biosynthesis/*physiology MH - Animals MH - Aplysia MH - Electric Stimulation MH - Fatty Acids, Unsaturated/*physiology MH - Ganglia/physiology MH - Gas Chromatography-Mass Spectrometry MH - Isomerism MH - Lipoxygenase/metabolism MH - Neurons/*physiology MH - *Second Messenger Systems PMC - PMC286773 EDAT- 1989/03/01 00:00 MHDA- 1989/03/01 00:01 PMCR- 1989/09/01 CRDT- 1989/03/01 00:00 PHST- 1989/03/01 00:00 [pubmed] PHST- 1989/03/01 00:01 [medline] PHST- 1989/03/01 00:00 [entrez] PHST- 1989/09/01 00:00 [pmc-release] AID - 10.1073/pnas.86.5.1721 [doi] PST - ppublish SO - Proc Natl Acad Sci U S A. 1989 Mar;86(5):1721-5. doi: 10.1073/pnas.86.5.1721.