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

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

IUPAC name Cytidine 5′-(1-deoxy-2-C-methyl-2-O-phosphono-D-erythritol-1-yl dihydrogen diphosophate)
Systematic IUPAC name O¹-{[(2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3,4-dihydroxyoxan-2-yl]methyl} O³-[(2R,3S)-2,4-dihydroxy-3-methyl-3-(phosphonooxy)butyl] dihydrogen diphosphate
Identifiers
CAS Number	263016-95-1^Y
3D model (JSmol)	Interactive image
MeSH	4-diphosphocytidyl-2C+methylerythritol+2-phosphate
PubChem CID	443200
CompTox Dashboard (EPA)	DTXSID10332066
SMILES C[C@](CO)([C@@H](COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O)O)OP(=O)(O)O
Properties
Chemical formula	C₁₄H₂₆N₃O₁₇P₃
Molar mass	601.29 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

4-Diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate (orCDP-MEP, 4-diphosphocytidyl-2C methylerythritol 2-phosphate) is an intermediate in the MEP pathwayofisoprenoid precursor biosynthesis.

It is formed by CDP-ME kinase (IspE) and is a substrate for 2C-methyl-D-erythritol 2,4-cyclodiphosphate synthase (IspF).^[1]

References

[edit]

^ Narayanasamy P, Eoh H, Brennan PJ, Crick DC (2010). "Synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate and kinetic studies of Mycobacterium tuberculosis IspF, a potential drug target". Chem Biol. 17 (2): 117–22. doi:10.1016/j.chembiol.2010.01.013. PMC 2837070. PMID 20189102.

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Cholesterol and steroid metabolic intermediates

Mevalonate pathway

toHMG-CoA	Acetyl-CoA Acetoacetyl-CoA HMB HMB-CoA HMG-CoA
Ketone bodies	Acetone Acetoacetic acid β-Hydroxybutyric acid
toDMAPP	Mevalonic acid Phosphomevalonic acid 5-Diphosphomevalonic acid Isopentenyl pyrophosphate Dimethylallyl pyrophosphate
Geranyl-	Geranyl pyrophosphate Geranylgeranyl pyrophosphate
Carotenoid	Prephytoene diphosphate Phytoene

Non-mevalonate pathway

From Cholesterol
toSteroid hormones

Nonhuman

ToErgocalciferol

This article about an organic compound is a stub. You can help Wikipedia by expanding it.

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