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

Hepoxilins and trioxilins in barnacles: an analysis of their potential roles in egg hatching and larval settlement
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藤壶中的Hepoxilins和trioxilins:分析它们在卵孵化和幼虫定居中的潜在作用

DOI:
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发表时间:
2003
影响因子:
2.8
通讯作者:
A. Rowley
A. Rowley
中科院分区:
生物学2区
文献类型:
--
作者:
C. Vogan;B. Maskrey;G. Taylor;Sheelagh Henry;C. Pace;A. Clare;A. Rowley

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摘要 藤壶生命周期有两个关键阶段,类二十烷酸被认为参与细胞通讯途径,即无节幼体的孵化和鲤鱼幼虫的定居。先前报道藤壶卵孵化活性存在于多种类二十烷酸中,包括 8-羟基二十碳五烯酸和许多三羟基化多不饱和脂肪酸衍生物,三苯醚。使用与质谱联用的高效液相色谱和气相色谱相结合,证实了藤壶 Balanus amphitrite 和 Elminiusmodeus 产生二十碳五烯酸代谢物 trioxilin A4(8,11,12-三羟基-5,9,14,17-二十碳四烯酸)。此外,这两个物种还产生三氧西林A3(8,11,12-三羟基-5,9,14-二十碳三烯酸;花生四烯酸衍生产物)、8,11,12-三羟基-9,14,17-二十碳三烯酸(三氧西林A3的ω3类似物;衍生自ω3花生四烯酸)和10,13,14-三羟基-4,7,11,16,19-二十二碳五烯酸(二十二碳六烯酸衍生产物)。与早期报道相反,trioxilin A3 在任何测试浓度 (10-9-10-6 mol l-1) 下均没有 E.modeus 卵孵化活性。然而,不稳定的环氧化物前体 hepoxilin A3 在 10-6 mol l-1 时引起显着水平的孵化。此外,稳定的 hepoxilin B3 类似物 PBT-3 在 10–7 mol l–1 时刺激孵化。 0.25-30 μmol l-1 的三氧西林 A3、海泊西林 A3 或 PBT-3 均不能作为 B. amphitrite cypris 幼虫的沉降线索。
SUMMARY 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 A3 (8,11,12-trihydroxy-5,9,14-eicosatrienoic acid; an arachidonic acid-derived product), 8,11,12-trihydroxy-9,14,17-eicosatrienoic acid (a ω3 analogue of trioxilin A3; derived from ω3 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.
藤壶 Balanus balanoides 中三羟基类二十烷酸的卵孵化活性。
DOI: 10.1016/0304-4165(93)90113-m
发表时间: 1993
期刊: Biochimica et biophysica acta
影响因子: --
作者:
Hill,EM;Holland,DL;East,J
通讯作者: East,J