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Hepoxilins and trioxilins in barnacles: An analysis of their potential roles in egg hatching and larval settlement

Lookup NU author(s): Professor Tony Clare


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The barnacle life cycle has two key stages at which eicosanoids are believed to be involved in cellular communication pathways, namely the hatching of nauplii and the settlement of cypris larvae. Barnacle egg-hatching activity has previously been reported to reside in a variety of eicosanoids, including 8-hydroxyeicosapentaenoic acid and a number of tri-hydroxylated polyunsaturated fatty acid derivatives, the trioxilins. The production of the eicosapentaenoic acid metabolite trioxilin A4 (8,11,12-trihydroxy-5,9,14,17-eicosatetraenoic acid) by the barnacles Balanus amphitrite and Elminius modestus was confirmed using a combination of high-performance liquid chromatography and gas chromatography, both linked to mass spectrometry. In addition, both species also generated trioxilin A 3 (8,11,12-trihydroxy-5,9,14-eicosatrienoic acid; an arachidonic acid-derived product), 8,11,12-trihydroxy-9,14,17-eicosatrienoic acid (a Φ3 analogue of trioxilin A3; derived from Φ3 arachidonic acid) and 10,13,14-trihydroxy-4,7,11,16,19-docosapentaenoic acid (a docosahexaenoic acid-derived product). In contrast to earlier reports, trioxilin A3 had no E. modestus egg-hatching activity at any of the concentrations tested (10-9-10-6 mol l-1). The unstable epoxide precursor hepoxilin A3, however, caused significant levels of hatching at 10-6 mol l-1. Furthermore, the stable hepoxilin B3 analogue PBT-3 stimulated hatching at 10-7 mol l-1. Neither trioxilin A3, hepoxilin A3 or PBT-3 at 0.25-30 μmol l-1 served as settlement cues for B. amphitrite cypris larvae.

Publication metadata

Author(s): Vogan C, Maskrey B, Taylor G, Henry S, Pace-Asciak C, Clare A, Rowley A

Publication type: Article

Publication status: Published

Journal: Journal of Experimental Biology

Year: 2003

Volume: 206

Issue: 18

Pages: 3219-3226

Print publication date: 01/09/2003

ISSN (print): 0022-0949

ISSN (electronic): 1477-9145

Publisher: Company of Biologists


DOI: 10.1242/jeb.00542

PubMed id: 12909703


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