2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-2Ha]-2-C-methyl -D-erythritol was synthesized. The relevant steps allowing deuterium introduc
Synthesis of tritium labelled 2-C-methyl-d-erythritol, a useful substrate for the elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis
✍ Scribed by Jean-François Hoeffler; Catherine Grosdemange-Billiard; Michel Rohmer
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 132 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Free 2-C-methyl-d-erythritol is utilised for isoprenoid biosynthesis by Escherichia coli mutants lacking the two ®rst enzymes of the methylerythritol phosphate pathway, the deoxyxylulose phosphate synthase and isomero-reductase. For feeding experiments, this tetrol was synthesised with an overall 43% yield from readily available 1,2-O-isopropylidene-a-d-xylofuranose, including the possibility of tritium labelling.
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In the bacterium Escherichia coli, gcpE is an essential gene in the methylerythritol phosphate pathway for isoprenoid biosynthesis. Incubation of [1-3 H]methylerythritol with an E. coli mutant defective in the gcpE gene resulted in the accumulation of [1-3 H]methylerythritol 2,4-cyclodiphosphate. Th
Optically pure 1-deoxy-D-xylulose, a key metabolite for feeding experiments in the methylerythritol phosphate pathway for isoprenoid biosynthesis, is conveniently synthesised from 1,2-O-isopropylidene-a-D-xylofuranose or from D-arabinose. This renders labelling with hydrogen isotopes possible.
Optically pure 2-C-methyl-d-erythritol 4-phosphate, a key intermediate in the mevalonate-independent route for isoprenoid biosynthesis, is conveniently synthesized from 1,2-O-isopropylidene-a-d-xylofuranose, including the possibility of radiolabeling of this substrate.