E0377
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:
Molecular Weight:
222.07
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.25
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Quality Level
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
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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
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
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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