Biosynthesis of polyunsaturated short chain aldehydes in the diatom Thalassiosira rotula

Biosynthesis of polyunsaturated short chain aldehydes in the diatom Thalassiosira rotula
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DOI:
10.1021/ol063051v
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发表时间:
2007-03-15
期刊:
影响因子:
5.2
通讯作者:
Pohnert, Georg
Pohnert, Georg
中科院分区:
化学1区
文献类型:
--
作者:
Barofsky, Alexandra;Pohnert, Georg

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硅藻在受伤后释放多不饱和短链醛(PUA),如2E、4Z、7-八烯醛(7a)和2E、4Z、7z -十烯醛(3a)。通过标记实验和合成标准,我们证明了脂肪酸转化的机制并不遵循已知的高等植物或哺乳动物的脂肪加氧酶/氢过氧化物裂解酶途径,而是依赖于多不饱和氢过氧脂肪酸的独特转化。这些中间产物转化为PUA和短链羟基化脂肪酸,这是一种新型的氧化脂类。
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.