An intermediate in the pentose phosphate pathway
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6-Phosphogluconic Acid (sodium salt hydrate)

Item No. 43388

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-(dihydrogen phosphate), D-gluconic acid, trisodium salt hydrate
Synonyms
  • NSC 316735
  • 6-PGA
  • 6-Phospho-D-gluconate
  • 6-Phosphogluconate
Molecular Formula
C6H10O10P • 3Na [XH2O]
Formula Weight
273.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS pH 7.2: Soluble: ≥10 mg/ml
SMILES
O[C@@H]([C@@H]([C@H](C([O-])=O)O)O)[C@@H](COP([O-])([O-])=O)O.[Na+].[Na+].[Na+].O
InChi Code
InChI=1S/C6H13O10P.3Na.H2O/c7-2(1-16-17(13,14)15)3(8)4(9)5(10)6(11)12;;;;/h2-5,7-10H,1H2,(H,11,12)(H2,13,14,15);;;;1H2/q;3*+1;/p-3/t2-,3-,4+,5-;;;;/m1..../s1
InChi Key
FWSKVIQPWHIUJW-GQOAHPRESA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    6-Phosphogluconic acid is an intermediate in the oxidative phase of the pentose phosphate pathway.1,2 It is formed from 6-phosphoglucono-δ-lactone by lactonase and is decarboxylated by 6-phosphogluconate dehydrogenase to form ribulose-5-phosphate. 6-Phosphogluconic acid inhibits glucose-6-phosphate isomerase with Ki values of 48 and 42 µM using glucose-6-phosphate or fructose-6-phosphate as the substrates, respectively.3 It has been used as a cross-linking agent in the formation of hydrogels.4 6-Phosphogluconic acid has also been conjugated to nanoparticles to modulate zeta potential.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Berg, J.M., Tymoczko, J.L., and Stryer, L. Biochemistry. (2002).

    2. Gumaa, K.A., and McLean, P. The pentose phosphate pathway of glucose metabolism: Enzyme profiles and transient and steady-state content of intermediates of alternative pathways of glucose metabolism in Krebs ascites cells. Biochem. J. 115(5), 1009-1029 (1969).

    3. Gaitonde, M.K., Murray, E., and Cunningham, V.J. Effect of 6-phosphogluconate on phosphoglucose isomerase in rat brain in vitro and in vivo. J. Neurochem. 52(5), 1348-1352 (1989).

    4. Martínez-Martínez, M., Rodríguez-Berna, G., Gonzalez-Alvarez, I., et al. Ionic hydrogel based on chitosan cross-linked with 6-phosphogluconic trisodium salt as a drug delivery system. Biomacromolecules 19(4), 1294-1304 (2018).

    5. Bonengel, S., Prüfert, F., Perera, G., et al. Polyethylene imine-6-phosphogluconic acid nanoparticles - a novel zeta potential changing system. Int. J. Pharm. 483(1-2), 19-25 (2015).