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Short synthesis of labeled and unlabeled 6Z,9Z,12Z,15-hexadecatetraenoic acid as metabolic probes for biosynthetic studies on diatoms

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Pohnert,  G.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Adolph,  S.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Wichard,  T.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;
IMPRS on Ecological Interactions, MPI for Chemical Ecology, Max Planck Society;

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Citation

Pohnert, G., Adolph, S., & Wichard, T. (2004). Short synthesis of labeled and unlabeled 6Z,9Z,12Z,15-hexadecatetraenoic acid as metabolic probes for biosynthetic studies on diatoms. Chemistry and Physics of Lipids, 131(2), 159-166. doi:10.1016/j.chemphyslip.2004.04.011.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0012-A2C3-C
Abstract
We describe a short synthesis of the unusual polyunsaturated 6Z,9Z, 12Z, 15-hexadecatetraenoic acid found in marine and fresh water diatoms. Using a one pot reductive bis-Wittig-olefination, the homoconjugated tetraene backbone of the fatty acid can be