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E0377

Sigma-Aldrich

D-Erythrose 4-phosphate sodium salt

≥50% (TLC)

Synonyme(s) :

4-Phospho-D-erythrose sodium salt

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About This Item

Formule empirique (notation de Hill):
C4H8NaO7P
Numéro CAS:
Poids moléculaire :
222.07
Code UNSPSC :
12352201
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥50% (TLC)

Forme

powder

Couleur

white to off-white

Solubilité

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

Température de stockage

−20°C

Chaîne SMILES 

[Na+].[H]C(=O)[C@H](O)[C@H](O)COP(O)([O-])=O

InChI

1S/C4H9O7P.Na/c5-1-3(6)4(7)2-11-12(8,9)10;/h1,3-4,6-7H,2H2,(H2,8,9,10);/q;+1/p-1/t3-,4+;/m0./s1

Clé InChI

KKDBADMPNGAKHM-RFKZQXLXSA-M

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Application

D-Erythrose 4-phosphate (E4P) is used as a substrate to identify, differentiate and characterize 2-keto-3-deoxy-6-phosphogalactonate (KDPGal) aldolase(s) and 3-deoxy-D-arabino-heptulosonate 7-phosphate (DAH7P) synthase(s) that initiate the shikimate pathway in microorganisms and plants. It may be used as a substrate to identify, differentiate and characterize glyceraldehyde-3-phosphate dehydrogenase(s) (GAPDH) involved in surface antigen and virulence factor development in pathogenic microorganisms. E4P may be used in malaria research as an inhibitor of the PfPdx1 component of the PLP (pyridoxal 5′-phosphate) synthase enzymatic complex responsible for the de novo synthesizes vitamin B6 in Plasmodium falciparum.

Actions biochimiques/physiologiques

Erythrose 4-phosphate is an intermediate in the penntose phosphate pathway, as well as the biosynthesis of phenylalanine, tyrosine, tryptophan and metabolism of vitamin B6.

Autres remarques

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Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

J Bongaerts et al.
Metabolic engineering, 3(4), 289-300 (2001-10-26)
Metabolic engineering to design and construct microorganisms suitable for the production of aromatic amino acids and derivatives thereof requires control of a complicated network of metabolic reactions that partly act in parallel and frequently are in rapid equilibrium. Engineering the
David Tran et al.
Bioorganic & medicinal chemistry letters, 21(22), 6838-6841 (2011-10-08)
3-Deoxy-D-arabino-heptulosonate 7-phosphate (DAH7P) synthase catalyses the first step of the shikimate pathway, which is responsible for the biosynthesis of aromatic amino acids in microorganisms and plants. This enzyme catalyses an aldol reaction between phosphoenolpyruvate and D-erythrose 4-phosphate to generate DAH7P.
Ingrid B Müller et al.
PloS one, 4(2), e4406-e4406 (2009-02-07)
The human malaria parasite Plasmodium falciparum is able to synthesize de novo pyridoxal 5-phosphate (PLP), a crucial cofactor, during erythrocytic schizogony. However, the parasite possesses additionally a pyridoxine/pyridoxal kinase (PdxK) to activate B6 vitamers salvaged from the host. We describe
Ningqing Ran et al.
Journal of the American Chemical Society, 129(19), 6130-6139 (2007-04-25)
Directed evolution of 2-keto-3-deoxy-6-phosphogalactonate (KDPGal) aldolase for microbial synthesis of shikimate pathway products provides an alternate strategy to circumvent the competition for phosphoenolpyruvate between 3-deoxy-D-arabino-heptulosonic acid 7-phosphate (DAHP) synthase and the phosphoenolpyruvate:carbohydrate phosphotransferase system in Escherichia coli. E. coli KDPGal
Celia J Webby et al.
The Biochemical journal, 390(Pt 1), 223-230 (2005-04-28)
DAH7P (3-Deoxy-D-arabino-heptulosonate 7-phosphate) synthase catalyses the condensation reaction between phosphoenolpyruvate (PEP) and D-erythrose 4-phosphate (E4P) as the first committed step in the biosynthesis of aromatic compounds in plants and micro-organisms. Previous work has identified two families of DAH7P synthases based

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