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

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

Names
IUPAC name [(2R,3S,4R,5R)-5-(4-Amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [[(2R,3S)-2,4-dihydroxy-3-methyl-3-phosphonooxybutoxy]-hydroxyphosphoryl] hydrogen phosphate
Identifiers
CAS Number	263016-95-1
Jmol interactive 3D	Image
MeSH	4-diphosphocytidyl-2C+methylerythritol+2-phosphate
PubChem	443200
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).
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Infobox references

4-Diphosphocytidyl-2-C-methyl-D-erythritol 2-phosphate (or CDP-MEP, 4-diphosphocytidyl-2C methylerythritol 2-phosphate) is an intermediate in the MEP pathway of isoprenoid 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

1. 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 (Cell Press) 17: 117–22. doi:10.1016/j.chembiol.2010.01.013. PMC 2837070. PMID 20189102.