Erythrose 4-phosphate |
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| Names |
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| IUPAC names [(2R,3R)-2,3-Dihydroxy-4-oxobutyl] phosphate d-Erythrose 4-(dihydrogen phosphate) |
| Other names E4P |
| Identifiers |
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| ChEBI | |
| ChemSpider | |
| MeSH | erythrose+4-phosphate |
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| 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)/t3-,4+/m0/s1 YKey: NGHMDNPXVRFFGS-IUYQGCFVSA-N Y
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| Properties |
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| 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). |
Chemical compound
Erythrose 4-phosphate is aphosphate of the simple sugarerythrose. It is an intermediate in thepentose phosphate pathway and theCalvin cycle.[1]
The enzymetransaldolase catalyzes the formation of erythrose 4-phosphate andfructose 6-phosphate fromsedoheptulose 7-phosphate andglyceraldehyde 3-phosphate.[2] This reaction is a part of the non-oxidative phase of the pentose phosphate pathway.
In the Calvin cycle, the enzymefructose-bisphosphate aldolase catalyzes the formation of sedoheptulose 1,7-bisphosphate from erythrose 4-phosphate anddihydroxyacetone phosphate.[3]
In addition, it serves as a precursor in the biosynthesis of the aromatic amino acidstyrosine,phenylalanine, andtryptophan. It is used in the first step of theshikimate pathway. At this stage,phosphoenolpyruvate and erythrose-4-phosphate react to form3-deoxy-D-arabinoheptulosonate-7-phosphate (DAHP), in a reaction catalyzed by the enzymeDAHP synthase.
Biosynthesis of DAHP from phosphoenolpyruvate and erythrose-4-phosphate
It also used in3-hydroxy-1-aminoacetone phosphate biosynthesis, which is a precursor ofvitamin B6 inDXP-dependent pathway.Erythrose-4-phosphate dehydrogenase is used to produce 4-phospho-D-erythronic acid:[4][5]
- ^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.
- ^Wamelink, M. M. C.; Struys, E. A.; Jakobs, C. (December 2008)."The biochemistry, metabolism and inherited defects of the pentose phosphate pathway: A review".Journal of Inherited Metabolic Disease.31 (6):703–717.doi:10.1007/s10545-008-1015-6.ISSN 0141-8955.PMID 18987987.
- ^Stincone, Anna; Prigione, Alessandro; Cramer, Thorsten; Wamelink, Mirjam M. C.; Campbell, Kate; Cheung, Eric; Olin-Sandoval, Viridiana; Grüning, Nana-Maria; Krüger, Antje; Tauqeer Alam, Mohammad; Keller, Markus A.; Breitenbach, Michael; Brindle, Kevin M.; Rabinowitz, Joshua D.; Ralser, Markus (August 2015)."The return of metabolism: biochemistry and physiology of the pentose phosphate pathway".Biological Reviews.90 (3):927–963.doi:10.1111/brv.12140.ISSN 1464-7931.PMC 4470864.PMID 25243985.
- ^Enzyme1.2.1.72 atKEGG Pathway Database.
- ^Yang Y, Zhao G, Man TK, Winkler ME (1998)."Involvement of the gapA- and epd (gapB)-encoded dehydrogenases in pyridoxal 5'-phosphate coenzyme biosynthesis in Escherichia coli K-12".J. Bacteriol.180 (16):4294–9.doi:10.1128/JB.180.16.4294-4299.1998.PMC 107430.PMID 9696782.