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

被引:34
作者
Amslinger, S
Kis, K
Hecht, S
Adam, P
Rohdich, F
Arigoni, D
Bacher, A
Eisenreich, W
机构
[1] Tech Univ Munich, Lehrstuhl Organ Chem & Biochem, D-85747 Garching, Germany
[2] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
D O I
10.1021/jo025705t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(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.
引用
收藏
页码:4590 / 4594
页数:5
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