4-Diphosphocytidyl-2-C-methyl-D-erythritol

LUTTGEN, H ROHDICH, F., HERZ, S., WUNGSINTAWEEKUL, J., HECHT, S., SCHUHR, C.A., FELLERMEIER, M., SAGNER, S., ZENK, M.H., BACHER, A., EISENREICH, W., Biosynthesis of terpenoids ychB protein of Escherichia coli phosphorylates the 2-hydroxy group of 4-diphosphocytidyl-2-C-methyl-D-erythritol, Proc. Natl. Acad. Sci. USA, 2000,97,1062-1067. 

MEP is first transformed into 4-(cytidine 5 -diphospho)-2-C-methyl-D-erythritol with the enzyme 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase (ispD, EC 2.7.7.60), followed by tire formation of 2-phospho-4-(cytidine 5 -diphospho)-2-C-methyl-D-erythritol catalyzed by the enzyme 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase (ispE, EC 2.7.1.148). Later, the enzyme 2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase (ispF, EC 4.6.1.12) produces 2-(3-methyl-D-erythritol 2,4-cyclodiphosphate, which is converted into... 

Fig. 15.2 Biosynthetic pathway of ubiquinone in prokaryotes. Enzyme names and intermediates are inferred from research studies in E. coli. The chain length of isoprenoids tmd ubiquinone pathway intermediates is kept unspecified (n) to generalize the pathway model to encompass all prokaryotes. (1) eiythtose-4-phosphate (2) phosphoenolpyruvate (3) 3-deoxy-ttfabino-heptulosonate 7-phosphate (4) 3-dehydroquinate (5) 3-dehydroshikimate (6) shikimate (7) shikimate-3-phos-phate (8) 5-enolpyruvyl-shikimate-3-phosphate (9) chorismate (10) para hydroxybenzoate (11) pyruvate (12) glyceraldehyde-3-phosphate (13) l-deoxy-D-xyMose-5-phosphate (14) 2-C-methyl-D-eiythrithol-5-phosphate (15) 4-diphosphocytidyl-2C-methyl-D-erythritol (16) 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate (17) 2-C-methyl-D-erythritol-2,4-cyclo-diphosphate (18) l-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate (19) demethylaUyl diphosphate (20) isopentenyl diphosphate (21) farnesyl diphosphate (22) polyprenyl diphosphate (23) 3-polyprenyl-4-hydrobenzoate (24) 2-polyprenylphenol (25) 2-polypienyl-6-hydtoxyphenol ...

Herz, S., Wungsintaweekul, J., Schuhr, C.A. et al. (2000) Biosynthesis of terpenoids YgbB protein converts 4-diphosphocytidyl-2C-methyl-D-erythritol 2-phosphate to 2C-methyl-D-erythritol 2,4-cyclodiphosphate. Proceedings of the National Academy of Sciences of the United States of America, 97, 2486-2490. 

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