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Studies on the non-mevalonate isoprenoid biosynthetic pathway. Simple methods for preparation of isotope-labeled (E)-1-hydroxy-2-methylbut-2-enyl 4-diphosphate

Hecht, S. ; Amslinger, S. ; Jauch, J. ; Kis, K. ; Trentinaglia, V. ; Adam, P. ; Eisenreich, W. ; Bacher, A. ; Rohdich, F.



Abstract

(E)-1-Hydroxy-2-methylbut-2-enyl 4-diphosphate (6) has been recently detected as an intermediate of isoprenoid biosynthesis via 1-deoxy-D-xylulose 5-phosphate. The compound was synthesized in two steps from 2-methyl-2-vinyloxirane with an overall yield of 72%. We also report a method affording [1-H-3]-6 and [1-H-2(1)]-6 from the same starting material in four steps where the hydrogen isotope is ...

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