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

• CAT Number: R066788
• CAS Number: 81028-91-3
• Molecular Formula: C6H30Na3O20P2
• Molecular Weight: 553.203
• Purity: ≥95%
• Synonyms: 1,6-bis(dihydrogen phosphate)-D-fructose, trisodium salt, octahydrate
• Storage: Room temperature
• IUPAC Name: sodium;[(2R,3S,4S)-3,4,5-trihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]methyl dihydrogen phosphate;octahydrate
• InChI: InChI=1S/C6H14O12P2.3Na.8H2O/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15;;;;;;;;;;;/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15);;;;8*1H2/t3-,4-,5+,6?;;;;;;;;;;;/m1.........../s1
• InChIKey: SLINXSDQTXGTNN-OLMHPWOBSA-N
• SMILES: C(C1C(C(C(O1)(COP(=O)(O)O)O)O)O)OP(=O)(O)O.O.O.O.O.O.O.O.O.[Na].[Na].[Na]

D-Fructose-1,6-bisphosphate (CAS 81028-91-3) 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. The same reaction occurs within chloroplasts in plants as part of the reductive pentose phosphate cycle. Because cancer cells adopt glycolysis as a major source of metabolic energy production, this pathway has become a major target for cancer chemotherapy.

Reference

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).