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Journal Article

Biosynthesis of polyunsaturated short chain aldehydes in the diatom Thalassiosira rotula

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Citation

Barofsky, A., & Pohnert, G. (2007). Biosynthesis of polyunsaturated short chain aldehydes in the diatom Thalassiosira rotula. Organic Letters, 9(6), 1017-1020. doi:10.1021/ol063051v.


Cite as: https://hdl.handle.net/21.11116/0000-0003-4C2E-6
Abstract
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.