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Key Documents

F0752

Sigma-Aldrich

D-Fructose 1,6-bisphosphate tetra(cyclohexylammonium) salt

≥95% anhydrous basis (enzymatic)

Synonyme(s) :

D(+)Fructofuranose 1,6-diphosphate, Harden-Young ester, Hexose diphosphate

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About This Item

Formule empirique (notation de Hill):
C6H14O12P2 · 4C6H13N
Numéro CAS:
Poids moléculaire :
736.81
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic (organic)

Niveau de qualité

Pureté

≥95% anhydrous basis (enzymatic)

Forme

powder

Impuretés

Hexose monophosphates, essentially free

Couleur

white to off-white

Solubilité

water: 100 mg/mL, clear to hazy, colorless to faintly yellow

Température de stockage

−20°C

Chaîne SMILES 

NC1CCCCC1.NC2CCCCC2.NC3CCCCC3.NC4CCCCC4.O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)C(=O)COP(O)(O)=O

InChI

1S/4C6H13N.C6H14O12P2/c4*7-6-4-2-1-3-5-6;7-3(1-17-19(11,12)13)5(9)6(10)4(8)2-18-20(14,15)16/h4*6H,1-5,7H2;3,5-7,9-10H,1-2H2,(H2,11,12,13)(H2,14,15,16)/t;;;;3-,5-,6-/m....1/s1

Clé InChI

NVWGDAYGDKPKLQ-CBCSRFDDSA-N

Application

D-Fructose-1,6-bisphosphate (FBP) 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.

Actions biochimiques/physiologiques

D-Fructose-1,6-bisphosphate (FBP), a common metabolic sugar, is the precursor of glyceraldehyde 3-phosphate and dihydroxyacetone phosphate in the glycolytic pathway.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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)


Certificats d'analyse (COA)

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Handbook of experimental pharmacology, 203(203), 279-301 (2011-04-13)
Fructose-1,6-bisphosphatase (FBPase), a rate-controlling enzyme of gluconeogenesis, has emerged as an important target for the treatment of type 2 diabetes due to the well-recognized role of excessive endogenous glucose production (EGP) in the hyperglycemia characteristic of the disease. Inhibitors of
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Molecular biology reports, 39(4), 5017-5024 (2011-12-14)
This study investigated whether there were single nucleotide polymorphisms (SNPs) in fructose-1,6-bisphosphate aldolase (FBA) gene associated with growth traits of the clam Meretrix meretrix. A FBA gene was identified in M. meretrix and its deduced amino acid residues shared high
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Gluconeogenesis is increased in type 2 diabetes and contributes significantly to fasting and postprandial hyperglycemia. We recently reported the discovery of the first potent and selective inhibitors of fructose 1,6-bisphosphatase (FBPase), a rate-controlling enzyme of gluconeogenesis. Herein we describe acute

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