Please use this identifier to cite or link to this item: http://hdl.handle.net/1893/2923
Appears in Collections:Aquaculture Journal Articles
Peer Review Status: Refereed
Title: Cultured fish cells metabolize octadecapentaenoic acid (all-cis delta3,6,9,12,15–18∶5) to octadecatetraenoic acid (all-cis delta6,9,12,15–18∶4) via its 2-trans intermediate (trans delta2, all-cis delta6,9,12,15–18∶5)
Authors: Ghioni, Cristina
Porter, Alexander E A
Sadler, Ian H
Tocher, Douglas R
Sargent, John R
Contact Email: drt1@stir.ac.uk
Keywords: Cell culture
Fish
AS cell line
TF cell line
SAF-1 cell line
Polyunsaturated fatty acids
Metabolism
Oxidation
18:5n-3
18:4n-3
Stearidonic acid
Intermediates
Issue Date: Feb-2001
Publisher: Springer / American Oil Chemists' Society (AOCS)
Citation: Ghioni C, Porter AEA, Sadler IH, Tocher DR & Sargent JR (2001) Cultured fish cells metabolize octadecapentaenoic acid (all-cis delta3,6,9,12,15–18∶5) to octadecatetraenoic acid (all-cis delta6,9,12,15–18∶4) via its 2-trans intermediate (trans delta2, all-cis delta6,9,12,15–18∶5), Lipids, 36 (2), pp. 145-153.
Abstract: Octadecapentaenoic acid (all-cis Δ3,6,9,12,15-18:5; 18:5n-3) is an unusual fatty acid found in marine dinophytes, haptophytes and prasinophytes. It is not present at higher trophic levels in the marine food web but its metabolism by animals ingesting algae is unknown. Here we studied the metabolism of 18:5n-3 in cell lines derived from turbot (Scophthalmus maximus), gilthead sea bream (Sparus aurata) and Atlantic salmon (Salmo salar). Cells were incubated in the presence of approximately 1 μM [U-14C] 18:5n-3 methyl ester or [U-14C] 18:4n-3 (octadecatetraenoic acid; all-cis Δ6,9,12,15-18:4) methyl ester, both derived from the alga Isochrysis galbana grown in H14CO3, and also with 25 μM unlabelled 18:5n-3 or 18:4n-3. Cells were also incubated with 25 μM trans Δ2, all-cis Δ6,9,12,15-18:5 (2-trans 18:5n-3) produced by alkaline isomerization of 18:5n-3 chemically synthesized from docosahexaenoic acid (all-cis Δ4,7,10,13,16,19-22:6; 22:6n-3). Radio- and mass analyses of total fatty acids extracted from cells incubated with 18:5n-3 were consistent with this fatty acid being rapidly metabolized to 18:4n-3 which was then elongated and further desaturated to eicosatetraenoic acid (all-cis Δ8,11,14,17,19-20:4; 20:4n-3) and eicosapentaenoic acid (all-cis Δ5,8,11,14,17-20:5; 20:5n-3). Similar mass increases of 18:4n-3 and its elongation and further desaturation products occurred in cells incubated with 18:5n-3 or 2-trans 18:5n-3. We conclude that 18:5n-3 is readily converted biochemically to 18:4n-3 via a 2-trans 18:5n-3 intermediate generated by a Δ3,Δ2-enoyl-CoA-isomerase acting on 18:5n-3. Thus, 2-trans 18:5n-3 is implicated as a common intermediate in the β-oxidation of both 18:5n-3 and 18:4n-3.
Type: Journal Article
URI: http://hdl.handle.net/1893/2923
URL: http://www.springerlink.com/content/0024-4201/
DOI Link: http://dx.doi.org/10.1007/s11745-001-0701-0
Rights: Published in Lipids by Springer / American Oil Chemists' Society (AOCS).; The final publication is available at www.springerlink.com
Affiliation: University of Stirling
University of Stirling
University of Edinburgh
Aquaculture
University of Stirling

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