Erythrose 4-phosphate

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Erythrose 4-phosphate
Erythrose 4-phosphate.svg
Erythrose 4-phosphate.png
Names
Other names
E4P
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH erythrose+4-phosphate
PubChem CID
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 Yes check.svgY
    Key: NGHMDNPXVRFFGS-IUYQGCFVSA-L Yes check.svgY
  • 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).
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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]

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 DAHP synthase reaction.svg
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.

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Shikimate pathway Biosynthetic Pathway

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DAHP synthase Class of enzymes

3-Deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) synthase is the first enzyme in a series of metabolic reactions known as the shikimate pathway, which is responsible for the biosynthesis of the amino acids phenylalanine, tyrosine, and tryptophan. Since it is the first enzyme in the shikimate pathway, it controls the amount of carbon entering the pathway. Enzyme inhibition is the primary method of regulating the amount of carbon entering the pathway. Forms of this enzyme differ between organisms, but can be considered DAHP synthase based upon the reaction that is catalyzed by this enzyme.

3-Deoxy-<small>D</small>-arabino-heptulosonic acid 7-phosphate Chemical compound

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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.