Biosynthesis of polyunsaturated short chain aldehydes in the diatom Thalassiosira rotula

被引：40

作者：

Barofsky, Alexandra ^{[1
]}

Pohnert, Georg ^{[1
]}

机构：

[1] EPFL, Inst Sci & Ingn Chim, LECH, CH-1015 Lausanne, Switzerland

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 06期

关键词：

D O I：

10.1021/ol063051v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diatom Thalassiosira rotula releases polyunsaturated short chain aldehydes (PUA) such as 2E, 4Z, 7-octatrienal (7a) and 2E, 4Z, 7Z-decatrienal (3a) upon wounding. Using labeling experiments and synthetic standards, we demonstrate that the mechanism of fatty acid transformation does not follow established lipoxygenase/hydroperoxide lyase pathways known from higher plants or mammals but rather relies on a unique transformation of polyunsaturated hydroperoxy fatty acids. These intermediates are transformed to PUA and short chain hydroxylated fatty acids, which are novel oxylipins.

引用

页码：1017 / 1020

页数：4

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