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Issue 0, 1972
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Studies in terpenoid biosynthesis. Part IX. The sequence of oxidation on ring B in kaurene–gibberellin biosynthesis

Abstract

The formation of 7β-hydroxy-(–)-kaur-16-en-19-oic acid and its incorporation into gibberellic acid and the kauranoid metabolites of Gibberella fujikuroi are described. The results of incubation of 7β-hydroxy-[6β-3H,17-14C]-(–)-kaur-16-en-19-oic acid have shown that the 6β-hydrogen atom is lost in the formation of gibberellic acid. However 6β,7β-dihydroxy-(–)-kaur-16-en-19-oic acid is not incorporated into gibberellic acid. Experiments with [1-3H2,1-14C]geranyl pyrophosphate suggest that the 6β-hydrogen atom migrates to C-7 during ring contraction.

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Article type: Paper
DOI: 10.1039/P19720001892
Citation: J. Chem. Soc., Perkin Trans. 1, 1972, 1892-1895
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    Studies in terpenoid biosynthesis. Part IX. The sequence of oxidation on ring B in kaurene–gibberellin biosynthesis

    J. R. Hanson, J. Hawker and A. F. White, J. Chem. Soc., Perkin Trans. 1, 1972, 1892
    DOI: 10.1039/P19720001892

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