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Biosynthesis of terpenes. Preparation of (E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathway

Amslinger, S. ; Kis, K. ; Hecht, S. ; Adam, P. ; Rohdich, F. ; Arigoni, D. ; Bacher, A. ; Eisenreich, W.


(E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate (E-6) was synthesized in six reaction steps from hydroxyacetone (9) and (ethoxycarbonylmethenyl)-triphenylphosphorane (11) with an overall yield of 38%. The compound was shown to be identical with the product of IspG protein, which serves as an intermediate in the nonmevalonate terpene biosynthetic pathway.

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