PMID- 2774398
OWN - NLM
STAT- MEDLINE
DCOM- 19891003
LR  - 20190616
IS  - 0077-8923 (Print)
IS  - 0077-8923 (Linking)
VI  - 559
DP  - 1989
TI  - 12-keto-eicosatetraenoic acid. A biologically active eicosanoid in the nervous 
      system of Aplysia.
PG  - 208-18
AB  - The lipoxygenase product 12-hydroperoxy-5,8,10,14-eicosatetraenoic acid 
      (12-HPETE), stimulates the synaptic response produced by the modulatory 
      transmitter histamine and the neuroactive peptide Phe-Met-Arg-Phe-amide 
      (FMRFamide) in identified neurons of the marine mollusk Aplysia californica. The 
      12-lipoxygenase pathway has not yet been fully characterized, but 12-HPETE is 
      known to be metabolized further. Therefore, we began to search for other 
      metabolites in order to investigate whether the actions of 12-HPETE might require 
      its conversion to other active products. We have identified 
      12-keto-5,8,10,14-eicosatetraenoic acid (12-KETE) as a metabolite of 12-HPETE 
      formed by Aplysia nervous tissue. 12-KETE was identified in incubations of the 
      tissue with arachidonic acid using HPLC, UV spectrometry, and 
      gas-chromatography/mass spectrometry. [3H]12-KETE is formed from endogenous lipid 
      stores in nervous tissue, labeled with [3H]arachidonic acid upon stimulation by 
      application of histamine. In L14 and L10 cells, identified neurons in the 
      abdominal ganglion, applications of 12-KETE elicit changes in membrane potential 
      similar to those evoked by histamine. Another metabolite of 12-HPETE, 
      12(s)-hydroxy-5,8,10,14-eicosatetraenoic acid [12(S)-HETE], is inactive. These 
      results support the hypothesis that 12-HPETE and its metabolite, 12-KETE, 
      participate in transduction of histamine responses in Aplysia neurons.
FAU - Piomelli, D
AU  - Piomelli D
AD  - Howard Hughes Medical Institute, Columbia University, New York, New York 10032.
FAU - Feinmark, S J
AU  - Feinmark SJ
FAU - Shapiro, E
AU  - Shapiro E
FAU - Schwartz, J H
AU  - Schwartz JH
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - United States
TA  - Ann N Y Acad Sci
JT  - Annals of the New York Academy of Sciences
JID - 7506858
RN  - 0 (12-keto-5,8,11,13-eicosatetraenoic acid)
RN  - 0 (Arachidonic Acids)
SB  - IM
MH  - Animals
MH  - Aplysia
MH  - Arachidonic Acids/biosynthesis/*isolation & purification
MH  - Chromatography, High Pressure Liquid
MH  - Ganglia/*physiology
MH  - Gas Chromatography-Mass Spectrometry
MH  - In Vitro Techniques
MH  - Nervous System/*analysis/metabolism
EDAT- 1989/01/01 00:00
MHDA- 1989/01/01 00:01
CRDT- 1989/01/01 00:00
PHST- 1989/01/01 00:00 [pubmed]
PHST- 1989/01/01 00:01 [medline]
PHST- 1989/01/01 00:00 [entrez]
AID - 10.1111/j.1749-6632.1989.tb22610.x [doi]
PST - ppublish
SO  - Ann N Y Acad Sci. 1989;559:208-18. doi: 10.1111/j.1749-6632.1989.tb22610.x.