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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. and Kis, K. and Hecht, S. and Adam, P. and Rohdich, F. and Arigoni, D. and 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.

Item Type:

Article

Additional information (public):

Times Cited: 10

Institutions:

Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger

Identification Number:

Value	Type
ISI:000176472200031	Web of Science ID
10.1021/jo025705t	DOI

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

Subjects:

500 Science > 540 Chemistry & allied sciences

Status:

Published

Refereed:

Yes, this version has been refereed

Created at the University of Regensburg:

Owner:

Dr. Sabine Amslinger

Deposited On:

24 Nov 2009 16:24

Last Modified: