caa a22 4500 47708446X CHVBK 20180405111459.0 cr unu---uuuuu 170330e19960201xx s 000 0 eng 10.1007/BF01923355 doi (NATIONALLICENCE)springer-10.1007/BF01923355 ω10-Lipoxygenase products of α-linolenic acid are esterified to phospholipids in Hydra vulgaris [Elektronische Daten] [V. Di Marzo, R. Vardaro, L. De Petrocellis, G. Cimino] We have recently reported the occurrence of 9(R)-hydroxy-, 9(R)-hydroperoxy- and 9-keto-octadeca-10E,12Z,15Z-trienoic acids (9-HOTrE, 9-HPOTrE and 9-KOTrE) inHydra vulgaris, and their biosynthesis from α-linolenic acid (α-LA) through the action of an enantioselective ω 10(R)-lipoxygenase (ω10-LO). Here we describe the finding of these α-LA metabolites as esters to the 2-position of phosphatidylcholine, phosphatidylethanolamine and, in trace amounts, phosphatidylinositol. Small amounts of a compound co-eluting with an authentic standard of 9(R)-hydroxy-octadeca-10E,12Z-dienoic acid, a metabolite potentially derived from the action of ω 10-LO on linoleic acid, were also found esterified with phospholipids. Since direct peroxidation of membrane lipids has been described, experiments were aimed at establishing whether α-LA metabolite-containing phospholipids could originate, inH. vulgaris, from either spontaneous or ω 10-LO-catalyzed oxidation of phospholipid-bound α-LA. Incubation of either unlabelled or radiolabelled PUFA-containing phosphoglycerides withH. vulgaris ω 10-LO did not result in their peroxidation. This suggests that α-LA and LA metabolites are incorporated into glycerophospholipids after their formation by ω 10-LO, and that, as in mamals, membrane phospholipids may serve as a reservoir for these bioactive compounds. This is the first example in an invertebrate species of lipoxygenase products esterified to phosphoglycerides. Birkhäuser Verlag Basel, 1996 Hydroxyoctadecatrienoic acids nationallicence polyunsaturated fatty acids nationallicence lipoxygenases nationallicence invertebrate oxylipins nationallicence Hydra nationallicence HETEs nationallicence Di Marzo V. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut Vardaro R. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut De Petrocellis L. Istituto di Cibernetica, C.N.R., Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut Cimino G. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut Experientia Birkhäuser-Verlag 52/2(1996-02-01), 120-126 0014-4754 52:2<120 1996 52 18 https://doi.org/10.1007/BF01923355 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF01923355 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Di Marzo V. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut NATIONALLICENCE 700 1- Vardaro R. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut NATIONALLICENCE 700 1- De Petrocellis L. Istituto di Cibernetica, C.N.R., Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut NATIONALLICENCE 700 1- Cimino G. Istituto per la Chimica di Molecole di Interesse Biologico, Via Toiano 6, I-80072, Arco Felice, Naples, (Italy) aut NATIONALLICENCE 773 0- Experientia Birkhäuser-Verlag 52/2(1996-02-01), 120-126 0014-4754 52:2<120 1996 52 18 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer