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E0377 Sigma

D-Erythrose 4-phosphate sodium salt

Synonym: 4-Phospho-D-erythrose sodium salt

  • CAS Number 103302-15-4

  • Empirical Formula (Hill Notation) C4H8NaO7P

  • Molecular Weight 222.07

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Description

Packaging

10 mg in autosample vial

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.1 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.2 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.3

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

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E0377.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Safety & Documentation

Safety Information

WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Calvin Cycle

The Calvin cycle is a more complex process used by algae, plants and photosynthetic bacteria to convert carbon dioxide and water into carbohydrate and molecular oxygen with the aid of sunlight. The l...
BioFiles 2007, 2.6, 27.
Keywords: Aldol condensation, Biofiles, Catalysis, Condensations, Isomerizations, Phosphorylations, Reductions

Pentose Phosphate Pathway

While glucose metabolism by glycolysis occurs where energy is needed quickly, e.g. in brain and muscle cells, a second pathway for glucose metabolism, called pentose phosphate pathway, operates in ti...
BioFiles 2007, 2.6, 25.
Keywords: Catalysis, Glycolysis, Metabolism, Oxidations, Pentose phosphate pathway

Peer-Reviewed Papers

References

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1. Cloning and heterologous overexpression of three gap genes encoding different glyceraldehyde-3-phosphate dehydrogenases from the plant pathogenic bacterium Pseudomonas syringae pv. tomato strain DC3000. Elkhalfi B, Araya-Garay JM, Rodríguez-Castro J, et al. Protein Expr. Purif. 89(2), 146-55, (2013)

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2. Exploring inhibition of Pdx1, a component of the PLP synthase complex of the human malaria parasite Plasmodium falciparum. Reeksting SB, Müller IB, Burger PB, et al. Biochem. J. 449(1), 175-87, (2013)

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3. Poisoning pyridoxal 5-phosphate-dependent enzymes: a new strategy to target the malaria parasite Plasmodium falciparum. Müller IB, Wu F, Bergmann B, et al. PLoS ONE 4(2), e4406, (2009)

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Modular engineering of L-tyrosine production in Escherichia coli. Juminaga D, Baidoo EE, Redding-Johanson AM, et al. Appl. Environ. Microbiol. 78(1), 89-98, (2012)

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Metabolic engineering for microbial production of aromatic amino acids and derived compounds. Bongaerts J, Krämer M, Müller U, et al. Metab. Eng. 3(4), 289-300, (2001)

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Synthesis and evaluation of dual site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase. S. R. Walker, et al., Bioorg. Med. Chem. Lett. 21, 5092-5097, (2011)

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Directed evolution of 2-keto-3-deoxy-6-phosphogalactonate aldolase to replace 3-deoxy-D-arabino-heptulosonic acid 7-phosphate synthase. Ran N, Frost JW. J. Am. Chem. Soc. 129, 6130-6139, (2007)

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Characterization of a recombinant type II 3-deoxy-D-arabino-heptulosonate-7-phosphate synthase from Helicobacter pylori. Webby CJ, Patchett ML, Parker EJ. Biochem. J. 390, 223-230, (2005)

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The shikimate pathway in apicomplexan parasites: implications for drug development. Derrer B, Macheroux P, and Kappes B Front. Biosci. (Landmark Ed.) 18, 944-69, (2013)

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Investigating the role of the hydroxyl groups of substrate erythrose 4-phosphate in the reaction catalysed by the first enzyme of the shikimate pathway. Tran D, Pietersma AL, Schofield LR, et al. Bioorg. Med. Chem. Lett. 21, 6838-6841, (2011)

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