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F6803

Sigma-Aldrich

D-Fructose 1,6-bisphosphate trisodium salt hydrate

≥98% (TLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C6H11Na3O12P2 · xH2O
Numero CAS:
38099-82-0
Peso molecolare:
406.06 (anhydrous basis)
Numero MDL:
MFCD03427650
Codice UNSPSC:
12352201
ID PubChem:
24894921
NACRES:
NA.25

Origine biologica

microbial

Livello qualitativo

200

Saggio

≥98% (TLC)

Forma fisica

powder

tecniche

thin layer chromatography (TLC): suitable

Colore

white to off-white

Solubilità

water: 50 mg/mL, clear, colorless to faintly yellow

Cationi in tracce

Na: 14.6-18.8% (dry basis)

Temperatura di conservazione

−20°C

Stringa SMILE

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
ISLNIFDAODOXHN-GNWSQLALSA-K

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Applicazioni

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

Azioni biochim/fisiol

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.

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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Tao Yu et al.
Cell, 174(6), 1549-1558 (2018-08-14)
Engineering microorganisms for production of fuels and chemicals often requires major re-programming of metabolism to ensure high flux toward the product of interest. This is challenging, as millions of years of evolution have resulted in establishment of tight regulation of
Gauri S Joshi et al.
Journal of bacteriology, 194(6), 1350-1360 (2012-01-17)
The cbb(I) region of Rhodopseudomonas palustris (Rp. palustris) contains the cbbLS genes encoding form I ribulose-1,5-bisphosphate (RuBP) carboxylase oxygenase (RubisCO) along with a divergently transcribed regulator gene, cbbR. Juxtaposed between cbbR and cbbLS are the cbbRRS genes, encoding an unusual
Guilherme Vargas Bochi et al.
Inflammation, 35(6), 1786-1792 (2012-07-11)
The accumulation of advanced oxidation protein products (AOPP) has been linked to several pathological conditions. Previous studies have identified AOPP as a novel biomarker of oxidative damage to proteins and a novel class of mediator of inflammation. The aim of
Roberto Christ Vianna Santos et al.
Inflammation, 35(3), 1198-1203 (2012-02-14)
It has been previously showed that fructose-1,6-bisphosphate (FBP) has anti-inflammatory and immunomodulatory effects on several experimental inflammation models. However, the effects and mechanism of FBP on Zymosan-induced acute lung injury (ALI) in mice had not been tested. In this study
Chao Qi et al.
Chemistry, an Asian journal, 8(1), 88-94 (2012-11-30)
Calcium phosphates (CPs), as the major inorganic component of biological hard tissues, have been investigated for applications as biomaterials owing to their excellent biocompatibility. However, the traditional synthetic CPs are usually prepared from inorganic phosphorus and calcium sources. Herein, we
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