Erythrose 4-phosphate

Erythrose 4-phosphate is a phosphate of the simple sugar erythrose. It is an intermediate in the pentose phosphate pathway and the Calvin cycle.[1]

Erythrose 4-phosphate
Names
IUPAC name
(2R,3R)-2,3-dihydroxy-4-oxobutyl phosphate
Other names
E4P
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH erythrose+4-phosphate
UNII
  • InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/p-2/t3-,4+/m0/s1 checkY
    Key: NGHMDNPXVRFFGS-IUYQGCFVSA-L checkY
  • InChI=1/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/p-2/t3-,4+/m0/s1
    Key: NGHMDNPXVRFFGS-VVTNXMPSBK
  • [O-]P([O-])(=O)OC[C@@H](O)[C@@H](O)C=O
Properties
C4H9O7P
Molar mass 200.084 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

In addition, it serves as a precursor in the biosynthesis of the aromatic amino acids tyrosine, phenylalanine, and tryptophan. It is used in the first step of the shikimate pathway. At this stage, phosphoenolpyruvate and erythrose-4-phosphate react to form 3-deoxy-D-arabinoheptulosonate-7-phosphate (DAHP), in a reaction catalyzed by the enzyme DAHP synthase.

Biosynthesis of DAHP from phosphoenolpyruvate and erythrose-4-phosphate

It also used in 3-hydroxy-1-aminoacetone phosphate biosynthesis, which is a precursor of vitamin B6 in DXP-dependent pathway. Erythrose-4-phosphate dehydrogenase is used to produce erythronate-4-phosphate.

References
  1. Schramm, M.; Racker, E. (1957). "Formation of Erythrose-4-phosphate and Acetyl Phosphate by a Phosphorolytic Cleavage of Fructose-6-phosphate". Nature. 179 (4574): 1349–1350. Bibcode:1957Natur.179.1349S. doi:10.1038/1791349a0. PMID 13451617. S2CID 1541286.
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