F6803

D-Fructose 1,6-bisphosphate trisodium salt hydrate

≥98% (TLC)

• Synonyme(s) : D(+)Fructofuranose 1,6-diphosphate trisodium salt hydrate, Harden-Young ester, Hexose diphosphate trisodium salt hydrate
• Formule empirique (notation de Hill) : C₆H₁₁Na₃O₁₂P₂ · xH₂O
• Numéro CAS: 38099-82-0
• Poids moléculaire : 406.06 (anhydrous basis)
• Numéro MDL: MFCD03427650
• Code UNSPSC : 12352201
• ID de substance PubChem : 24894921
• Nomenclature NACRES : NA.25

Propriétés

• Source biologique: microbial
• Niveau de qualité: 200
• Essai: ≥98% (TLC)
• Forme: powder
• Technique(s): thin layer chromatography (TLC): suitable
• Couleur: white to off-white
• Solubilité: water: 50 mg/mL, clear, colorless to faintly yellow
• Traces de cations: Na: 14.6-18.8% (dry basis)
• Température de stockage: −20°C
• Chaîne SMILES: O.[Na+].[Na+].[Na+].O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@H](O)C(=O)COP(O)([O-])=O
• InChI: 1S/C6H14O12P2.3Na.H2O/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);;;;1H2/q;3*+1;/p-3/t3-,5-,6-;;;;/m1..../s1
• Clé InChI: ISLNIFDAODOXHN-GNWSQLALSA-K

Description

Application

D-Fructose-1,6-bisphosphate (FBP), a common metabolic sugar, is the precursor of glyceraldehyde 3-phosphate and dihydroxyacetone phosphate in the glycolytic pathway.[1] It may be used as an allosteric activator of enzymes such as pyruvate kinase and NAD⁺-dependent L-(+)-lactate dehydrogenase, as an inhibitor of acetate kinase and as a substrate to identify and characterize enzymes such as fructose-1,6-bisphosphate aldolase(s) and fructose-1,6-bisphosphatase(s). FBP is studied as a neuroprotective agent in brain injury.[2]

Actions biochimiques/physiologiques

Fructose-1,6-biphosphate (F1,6P) is a glycolytic intermediate produced by the transfer of a phosphate from ATP to fructose-6-phosphate by the enzyme phosphofructokinase. Fructose-1,6-biphosphate, along with fructose-2,6-biphosphate, modulates the activity of phosphofructokinase-1 (PFK-1), the rate-limiting step in glycolysis. Fructose-1,6-biphosphate is also an allosteric activator of the M2 isoform of Pyruvate Kinase (PK-M2), the predominant form of pyruvate kinase in cancer cells.

Fructose-1,6-biphosphate (F1,6P) is a glycolytic intermediate produced by the transfer of a phosphate from ATP to fructose-6-phosphate by the enzyme phosphofructokinase. Fructose-1,6-biphosphate, along with fructose-2,6-biphosphate, modulates the activity of phosphofructokinase-1 (PFK-1), the rate-limiting step in glycolysis. During glycolysis, aldolase splits Fructose-1,6-biphosphate into dihydroxacetone phosphate (DHAP) and glyceraldehyde phosphate. Fructose-1,6-biphosphate is also an allosteric activator of the M2 isoform of Pyruvate Kinase (PK-M2), the predominant form of pyruvate kinase in cancer cells.

Autres remarques

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Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)