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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:
103213-44-1
Poids moléculaire :
736.81
Code UNSPSC :
12352201
ID de substance PubChem :
329799667
Nomenclature NACRES :
NA.25

Source biologique

synthetic (organic)

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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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D-(−)-fructose ≥99% (HPLC)

Sigma-Aldrich

F0127

D-(−)-fructose

Trizma® base Primary Standard and Buffer, ≥99.9% (titration), crystalline

Sigma-Aldrich

T1503

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Scott D Pegan et al.
Journal of molecular biology, 386(4), 1038-1053 (2009-01-27)
Mycobacterium tuberculosis, the causative agent of tuberculosis (TB), currently infects one-third of the world's population in its latent form. The emergence of multidrug-resistant and extensive drug-resistant strains has highlighted the need for new pharmacological targets within M. tuberculosis. The class
Chao Wang et al.
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
Javier Modrego et al.
Journal of vascular surgery, 55(4), 1124-1133 (2012-01-10)
The purpose of this study was to evaluate the expression of proteins related to cytoskeleton and energetic metabolism at abdominal aortic aneurysm (AAA) sites using proteomics. Several remodeling-related mechanisms have been associated with AAA formation but less is known about
Paul D van Poelje et al.
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
Paul D van Poelje et al.
Diabetes, 55(6), 1747-1754 (2006-05-30)
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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