An intermediate in carbohydrate metabolism
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Product Type

D-Fructose-1,6-bisphosphate (sodium salt hydrate)

Item No. 20516

Technical Information
Formal Name
1,6-bis(dihydrogen phosphate)-D-fructose, trisodium salt, octahydrate
CAS Number
81028-91-3
Synonyms
  • D-Fructose-1,6-diphosphate
Molecular Formula
C6H11O12P2 • 3Na [8H2O]
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
O[C@H]([C@@H](COP([O-])([O-])=O)O)[C@@H](C(COP([O-])(O)=O)=O)O.[Na+].[Na+].[Na+].O.O.O.O.O.O.O.O
InChi Code
InChI=1S/C6H14O12P2.3Na.8H2O/c7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16;;;;;;;;;;;/h3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16);;;;8*1H2/q;3*+1;;;;;;;;/p-3/t3-,5-,6-;;;;;;;;;;;/m1.........../s1
InChi Key
BUMXRRGJJDMPRT-PESUWTOCSA-K
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    D-Fructose-1,6-bisphosphate is an intermediate in carbohydrate metabolism, including glycolysis and gluconeogenesis. During glycolysis, it is generated by the phosphorylation of fructose-6-phosphate by phosphofructokinase. The reverse reaction, mediated by fructose-1,6-bisphosphatase-1, is one of the rate-limiting steps in gluconeogenesis.1,2 The same reaction occurs within chloroplasts in plants as part of the reductive pentose phosphate cycle.3 Because cancer cells adopt glycolysis as a major source of metabolic energy production, this pathway has become a major target for cancer chemotherapy.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marcus, F., and Hosey, M.M. Purification and properties of liver fructose 1,6-bisphosphatase from C57BL/KsJ normal and diabetic mice. The Journal of Biological Chemisty 255(6), 2481-2486 (1980).

    2. Van Den Berghe, G. Disorders of gluconeogenesis. J. Inherit. Metab. Dis. 19(4), 470-477 (1996).

    3. Wolosiuk, R.A., Ballicora, M.A., and Hagelin, K. The reductive pentose phosphate cycle for photosynthetic CO2 assimilation: Enzyme modulation. FASEB J. 7(8), 622-637 (1993).

    4. Seo, M., Kim, J.D., Neau, D., et alStructure-based development of small molecule PFKFB3 inhibitors: A framework for potential cancer therapeutic agents targeting the Warburg effect. PLoS One 6(9), e24179 (2011).