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Phytochemistry. 2003 Feb;62(3):351-8.

Biosynthesis of 14,15-dehydro-12-oxo-phytodienoic acid and related cyclopentenones via the phytoprostane D(1) pathway.

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Julius-von-Sachs-Institute for Biosciences, Pharmaceutical Biology, University of Wuerzburg, Julius-von-Sachs-Platz 2, D-97082 Wuerzburg, Germany.


A novel group of cyclopentenone prostaglandin-like compounds, deoxy phytoprostanes J(1), together with their precursors, phytoprostanes D(1), were identified in tobacco, tomato and Arabidopsis. Previously, it was thought that 14,15-dehydro-12-oxo-phytodienoic acid, a member of the deoxy phytoprostanes J(1) family, is derived from either 12-oxo-phytodienoic acid or diketols via the allene oxide synthase pathway. Results suggest that 14,15-dehydro-12-oxo-phytodienoic acid as well as structurally related cyclopentenones of the chromomoric acid family are synthesized via the phytoprostane D(1) pathway in planta. Notably, 14,15-dehydro-12-oxo-phytodienoic acid is more abundant than 12-oxo-phytodienoic acid in all three species so far analyzed.

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