PMID:10631325
| Citation |
Radykewicz, T, Rohdich, F, Wungsintaweekul, J, Herz, S, Kis, K, Eisenreich, W, Bacher, A, Zenk, MH and Arigoni, D (2000) Biosynthesis of terpenoids: 1-deoxy-D-xylulose-5-phosphate reductoisomerase from Escherichia coli is a class B dehydrogenase. FEBS Lett. 465:157-60 |
|---|---|
| Abstract |
1-Deoxy-D-xylulose-5-phosphate is converted into 2-C-methyl-D-erythritol-4-phosphate by the catalytic action of 1-deoxy-D-xylulose-5-phosphate reductoisomerase (Dxr protein) using NADPH as cofactor. The stereochemical features of this reaction were investigated in in vitro experiments with the recombinant Dxr protein of Escherichia coli using (4R)- or (4S)-[4-(2)H(1)]NADPH as coenzyme. The enzymatically formed 2-C-methyl-D-erythritol-4-phosphate was isolated and converted into 1,2:3,4-di-O-isopropylidene-2-C-methyl-D-erythritol; NMR spectroscopic investigation of this derivative indicated that only (4S)-[4-(2)H(1)]NADPH affords 2-C-methyl-D-erythritol-4-phosphate labelled exclusively in the H(Re) position of C-1. Stereospecific transfer of H(Si) from C-4 of the cofactor identifies the Dxr protein of E. coli as a class B dehydrogenase. |
| Links | |
| Keywords |
Aldose-Ketose Isomerases/metabolism; Escherichia coli/enzymology; Magnetic Resonance Spectroscopy; Multienzyme Complexes/metabolism; Oxidoreductases/metabolism; Terpenes/metabolism |
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