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
2-C-Methyl-D-erythritol 4-(dihydrogen phosphate)
Systematic IUPAC name
(2R,3S)-2,3,4-Trihydroxy-3-methylbutyl dihydrogen phosphate
Other names
2-C-Methylerythritol 4-phosphate
Methyl-D-erythritol phosphate
Identifiers
3D model (JSmol)
Abbreviations MEP
ChEBI
ChemSpider
  • 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 checkY
    Key: XMWHRVNVKDKBRG-UHNVWZDZSA-L checkY
  • CC(CO)(C(COP(=O)(O)O)O)O
Properties
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

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. Bibcode:1998PNAS...95.9879T. doi:10.1073/pnas.95.17.9879. PMC 21430. PMID 9707569.
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