Biosynthesis of the algal pheromone fucoserratene by the freshwater diatom Asterionella formosa (Bacillariophyceae)

被引：25

作者：

Hombeck, M ^{[1
]}

Boland, W ^{[1
]}

机构：

[1] Max Planck Inst Chem Okol, D-07745 Jena, Germany

来源：

TETRAHEDRON | 1998年 / 54卷 / 37期

关键词：

D O I：

10.1016/S0040-4020(98)00660-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The freshwater diatom Asterionella formosa (Bacillariophyceae) produces octa-1,3E,5Z-triene (6) (fucoserratene), previously identified as the sexual pheromone of the brown seaweed Fucus serratus. Fucoserratene is biosynthesised from eicosa-5,8,11,14,17-pentaenoic acid (7) by oxidative cleavage of the corresponding 12-hydroperoxy intermediate 8. The biosynthetic sequence was established using eicosa-5,8,11,14-tetraen-17-ynoic acid (18), a structural analogue of 7, which was converted to octa-1,3E-dien-5-yne (21), a structural analogue of 6, by homogenates of Asterionella formosa. In addition, a general approach to highly unsaturated eicosanoids from arachidonic acid is described. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：11033 / 11042

页数：10

共 25 条

[11] THE EFFECT OF MERCURY AND CADMIUM ON THE FATTY-ACID AND STEROL COMPOSITION OF THE MARINE DIATOM ASTERIONELLA-GLACIALIS [J].