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Elucidation of the 2-C-methyl-d-erythritol 4-phosphate pathway for isoprenoid biosynthesis: straightforward syntheses of enantiopure 1-deoxy-d-xylulose from pentose derivatives

✍ Scribed by Jean-François Hoeffler; Catherine Grosdemange-Billiard; Michel Rohmer

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
65 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

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.

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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.

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1-Deoxy-D-xyluiose 5-phosphate is biotransformed to 2-C-methyl-D-erythritol 4-phosphate in a single step in the presence of NADPH by a new recombinant enzyme named l-deoxy-D-xylulose 5-phosphate reductoisomerase purified from Escherichia coli.