Biosynthesis of Terpenoids:  Efficient Multistep Biotransformation Procedures Affording Isotope-Labeled 2C-Methyl-d-erythritol 4-Phosphate Using Recombinant 2C-Methyl-d-erythritol 4-Phosphate Synthase

This paper describes the recombinant expression of the ispC gene of Escherichia coli specifying 2C-methyl-d-erythritol 4-phosphate synthase in a modified form that can be purified efficiently by metal-chelating chromatography. The enzyme was used for the preparation of isotope-labeled 2C-methyl-d-er...

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Veröffentlicht in:Journal of organic chemistry 2001-11, Vol.66 (23), p.7770-7775
Hauptverfasser: Hecht, Stefan, Wungsintaweekul, Juraithip, Rohdich, Felix, Kis, Klaus, Radykewicz, Tanja, Schuhr, Christoph A, Eisenreich, Wolfgang, Richter, Gerald, Bacher, Adelbert
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Sprache:eng
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Zusammenfassung:This paper describes the recombinant expression of the ispC gene of Escherichia coli specifying 2C-methyl-d-erythritol 4-phosphate synthase in a modified form that can be purified efficiently by metal-chelating chromatography. The enzyme was used for the preparation of isotope-labeled 2C-methyl-d-erythritol 4-phosphate employing isotope-labeled glucose and pyruvate as starting materials. The simple one-pot methods described afford numerous isotopomers of 2C-methyl-d-erythritol 4-phosphate carrying 3H, 13C, or 14C from commercially available precursors. The overall yield based on the respective isotope-labeled starting material is approximately 50%.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo015890v