2-C-Methylerythritol 4-phosphate

2-C-Methyl-d-erythritol 4-phosphate (MEP) is an intermediate on the MEP pathway (non-mevalonate pathway) of isoprenoid precursor biosynthesis.[1] It is the first committed metabolite on that pathway on the route to IPP and DMAPP.

2-C-Methyl-d-erythritol 4-phosphate

Names
IUPAC name (2R,3R)-2,3,4-trihydroxy-3-methylbutyl dihydrogen phosphate
Other names 2-C-Methylerythritol 4-phosphate
Identifiers
CAS Number	206440-72-4^N
3D model (JSmol)	Interactive image
Abbreviations	MEP
ChEBI	CHEBI:58262^Y
ChemSpider	10246067^Y
PubChem CID	443198
CompTox Dashboard (EPA)	DTXSID90332064
InChI InChI=1S/C5H13O7P/c1-5(8,3-6)4(7)2-12-13(9,10)11/h4,6-8H,2-3H2,1H3,(H2,9,10,11)/p-2/t4-,5+/m1/s1^Y Key: XMWHRVNVKDKBRG-UHNVWZDZSA-L^Y
SMILES CC(CO)(C(COP(=O)(O)O)O)O
Properties
Chemical formula	C5H13O7P
Molar mass	216.126
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

See also

• DXP reductoisomerase
• MEP pathway (formerly known as the non-mevalonate pathway)
• Fosmidomycin

References

1. Takahashi S, Kuzuyama T, Watanabe H, Seto H (1998). "A 1-deoxy-D-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-C-methyl-D-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis". Proc. Natl. Acad. Sci. U.S.A. 95 (17): 9879–84. doi:10.1073/pnas.95.17.9879. PMC 21430. PMID 9707569.

External links

• 2-C-methylerythritol+4-phosphate at the US National Library of Medicine Medical Subject Headings (MeSH)