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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. and Eisenreich, W. (2002) Biosynthesis of terpenes. Preparation of (E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathway. The Journal of Organic Chemistry 67 (13), pp. 4590-4594.

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Abstract

(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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Item type:Article
Date:2002
Additional Information (public):Times Cited: 10
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger
Identification Number:
ValueType
ISI:000176472200031Web of Science ID
10.1021/jo025705tDOI
Keywords:2-c-methyl-d-erythritol 4-phosphate pathway escherichia-coli isoprenoid biosynthesis nonmevalonate pathway 4-(cytidine 5'-diphospho)-2-c-methyl-d-erythritol isopentenyl diphosphate gene 5-phosphate protein lytb
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:No
Item ID:11064
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