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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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Darmawi Juminaga et al.
Applied and environmental microbiology, 78(1), 89-98 (2011-10-25)
Efficient biosynthesis of L-tyrosine from glucose is necessary to make biological production economically viable. To this end, we designed and constructed a modular biosynthetic pathway for L-tyrosine production in E. coli MG1655 by encoding the enzymes for converting erythrose-4-phosphate (E4P)
Bianca Derrer et al.
Frontiers in bioscience (Landmark edition), 18, 944-969 (2013-06-12)
The shikimate pathway provides basic building blocks for a variety of aromatic compounds including aromatic amino acids, ubiquinone, folate and compounds of the secondary metabolism. The seven enzymatic reactions of the pathway lead to the generation of chorismate from simple
Shaun B Reeksting et al.
The Biochemical journal, 449(1), 175-187 (2012-10-09)
Malaria tropica is a devastating infectious disease caused by Plasmodium falciparum. This parasite synthesizes vitamin B6 de novo via the PLP (pyridoxal 5'-phosphate) synthase enzymatic complex consisting of PfPdx1 and PfPdx2 proteins. Biosynthesis of PLP is largely performed by PfPdx1
Scott R Walker et al.
Bioorganic & medicinal chemistry letters, 21(17), 5092-5097 (2011-04-16)
3-Deoxy-d-arabino-heptulosonate 7-phosphate (DAH7P) synthase catalyses the first step of the shikimate pathway for the biosynthesis of aromatic compounds. Enzymes of this pathway have been identified as potential targets for drug design. The reaction catalysed by DAH7P synthase is an aldol
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
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