Formation and biological activity of 12-ketoeicosatetraenoic acid in the nervous system of Aplysia.
作者： D Piomelli , S J Feinmark , E Shapiro , J H Schwartz
DOI: 10.1016/S0021-9258(18)37431-3
关键词:
摘要: 12-Hydroperoxy-5,8,10,14-eicosatetraenoic acid (12-HPETE), a lipoxygenase product, simulates the synaptic responses produced by modulatory transmitter, histamine, and neuroactive peptide, Phe-Met-Arg-Phe-amide (FMRFamide), in identified neurons of marine mollusk, Aplysia californica (Piomelli, D., Shapiro, E., Feinmark, S. J., Schwartz, J. H. (1987) Neurosci. 7, 3675-3886; Piomelli, S., Vogel, Chin, G., (1988) Cold Spring Harbor Symp. Quant. Biol. 53, press). The 12-lipoxygenase pathway has not yet been fully characterized, but 12-HPETE is known to be metabolized further. We therefore began search for other metabolites order investigate whether actions might require its conversion active products. Here we report identification 12-keto-5,8,10,14-eicosatetraenoic (12-KETE), metabolite formed nervous tissue. This product was incubations tissue with arachidonic using high performance liquid chromatography, UV spectrometry, gas chromatography/mass spectrometry. [3H]12-KETE from endogenous lipid stores tissue, labeled incubation [3H]arachidonic acid, when stimulated application histamine. In L14 L10 cells, abdominal ganglion, applications 12-KETE elicit changes membrane potential similar those evoked 12(S)-Hydroxy-5,8,10,14-eicosatetraenoic another 12-HPETE, inactive. These results support hypothesis that metabolite, 12-KETE, participate transduction histamine neurons.
sci-hub.st 参考文章(27)
W C Glasgow, T M Harris, A R Brash, A short-chain aldehyde is a major lipoxygenase product in arachidonic acid-stimulated porcine leukocytes. Journal of Biological Chemistry. ,vol. 261, pp. 200- 204 ,(1986) , 10.1016/S0021-9258(17)42453-7
C R Pace-Asciak, E Granström, B Samuelsson, Arachidonic acid epoxides. Isolation and structure of two hydroxy epoxide intermediates in the formation of 8,11,12- and 10,11,12-trihydroxyeicosatrienoic acids. Journal of Biological Chemistry. ,vol. 258, pp. 6835- 6840 ,(1983) , 10.1016/S0021-9258(18)32298-1
G. J. Garssen, J. F. G. Vliegenthart, J. Boldingh, An anaerobic reaction between lipoxygenase, linoleic acid and its hydroperoxides Biochemical Journal. ,vol. 122, pp. 327- 332 ,(1971) , 10.1042/BJ1220327
G. A. Veldink, J. F. G. Vliegenthart, J. Boldingh, The enzymic conversion of linoleic acid hydroperoxide by flax-seed hydroperoxide isomerase. Biochemical Journal. ,vol. 120, pp. 55- 60 ,(1970) , 10.1042/BJ1200055
Brady A. Vick, Don C. Zimmerman, Pathways of Fatty Acid Hydroperoxide Metabolism in Spinach Leaf Chloroplasts Plant Physiology. ,vol. 85, pp. 1073- 1078 ,(1987) , 10.1104/PP.85.4.1073
Don C. Zimmerman, Carol A. Coudron, Identification of Traumatin, a Wound Hormone, as 12-Oxo-trans-10-dodecenoic Acid. Plant Physiology. ,vol. 63, pp. 536- 541 ,(1979) , 10.1104/PP.63.3.536
Bernard Fruteau de Laclos, Pierre Borgeat, Conditions for the formation of the oxo derivatives of arachidonic acid from platelet 12-lipoxygenase and soybean 15-lipoxygenase Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism. ,vol. 958, pp. 424- 433 ,(1988) , 10.1016/0005-2760(88)90228-7
M. Eisenstadt, J. E. Goldman, E. R. Kandel, H. Koike, J. Koester, J. H. Schwartz, Intrasomatic Injection of Radioactive Precursors for Studying Transmitter Synthesis in Identified Neurons of Aplysia californica Proceedings of the National Academy of Sciences of the United States of America. ,vol. 70, pp. 3371- 3375 ,(1973) , 10.1073/PNAS.70.12.3371
Daniel Weinreich, Cynthia Weiner, Richard McCaman, Endogenous levels of histamine in single neurons isolated from CNS ofAplysia californica Brain Research. ,vol. 84, pp. 341- 345 ,(1975) , 10.1016/0006-8993(75)90991-9
Clive Little, Peter J. O'Brien, An intracellular GSH-peroxidase with a lipid peroxide substrate Biochemical and Biophysical Research Communications. ,vol. 31, pp. 145- 150 ,(1968) , 10.1016/0006-291X(68)90721-3