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E0377

Sigma-Aldrich

D-Erythrose 4-phosphate sodium salt

≥50% (TLC)

Synonym(s):

4-Phospho-D-erythrose sodium salt

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About This Item

Empirical Formula (Hill Notation):
C4H8NaO7P
CAS Number:
103302-15-4
Molecular Weight:
222.07
UNSPSC Code:
12352201
NACRES:
NA.25

Quality Level

100

Assay

≥50% (TLC)

form

powder

color

white to off-white

solubility

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

storage temp.

−20°C

SMILES string

[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

InChI key

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.

Biochem/physiol Actions

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.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
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
Bouchra Elkhalfi et al.
Protein expression and purification, 89(2), 146-155 (2013-03-20)
The gammaproteobacterium Pseudomonas syringae pv. tomato DC3000 is the causal agent of bacterial speck, a common disease of tomato. The mode of infection of this pathogen is not well understood, but according to molecular biological, genomic and proteomic data it
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