Issue 7, 1988

Studies in terpenoid biosynthesis. Part 38. The role of an 16β,17-epoxyaphidicolane in the minor biosynthetic pathway leading to aphidicolin

Abstract

The hydroxylation of [15-2H, 17-2H3]aphidicolane-3α,16β,18-triol at C-17 in the biosynthesis of aphidicolin is shown to involve an isotope effect whilst there is no effect in the incorporation of [15-2H, 17-2H2]aphidicol-16-ene-3α,18-diol suggesting that the transformation of the 16-ene involves epoxidation and hydrolysis rather than hydration and hydroxylation. Feeding experiments suggest that the 16β,17-epoxyaphidicolane-3α,18-diol is involved in this transformation.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1988, 2009-2012

Studies in terpenoid biosynthesis. Part 38. The role of an 16β,17-epoxyaphidicolane in the minor biosynthetic pathway leading to aphidicolin

M. J. Ackland, J. F. Gordon, J. R. Hanson and A. H. Ratcliffe, J. Chem. Soc., Perkin Trans. 1, 1988, 2009 DOI: 10.1039/P19880002009

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