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Merck

F3627

Sigma-Aldrich

D-Fructose 6-phosphate disodium salt hydrate

≥98%, amorphous powder

Sinónimos:

Sodium (2R,3R,4S)-2,3,4,6-tetrahydroxy-5-oxohexyl phosphate

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About This Item

Fórmula empírica (notación de Hill):
C6H11Na2O9P · xH2O
Número de CAS:
Peso molecular:
304.10 (anhydrous basis)
Beilstein/REAXYS Number:
5686786
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

bacterial (Corynebacterium)

Quality Level

assay

≥98%

form

amorphous powder

impurities

<0.05 mol % fructose 1,6-diphosphate
<1.5 mol % glucose 6-phosphate

color

white to off-white

solubility

H2O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow

cation traces

Na: 14.6-15.6% (dry basis)

application(s)

agriculture

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].OC[C@@]1(O)O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@@H]1O

InChI

1S/C6H13O9P.2Na.H2O/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13;;;/h3-5,7-10H,1-2H2,(H2,11,12,13);;;1H2/q;2*+1;/p-2/t3-,4-,5+,6-;;;/m1.../s1

InChI key

VSCMQICEHMPOEC-HTKRKRNRSA-L

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Application

D-Fructose 6-phosphate (F6P) is a sugar intermediate of the glycolytic pathway that may be used to help identify, differentiate and characterize enzymes such as phosphofructokinase(s), pyrophosphate-dependent fructose-6-phosphate 1-phosphotransferase(s), D-fructose-6-phosphate aldolase(s), glutamine:fructose-6-phosphate amidotransferase(s) and glucosamine-6P synthase(s).

Biochem/physiol Actions

Fructose-6-phosphate is a glycolytic intermediate produced by the isomerization of glucose-6-phosphate by phosphoglucoisomerase.

Other Notes

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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O N Rozova et al.
Biochemistry. Biokhimiia, 77(3), 288-295 (2012-07-19)
The properties of the purified recombinant PPi-dependent 6-phosphofructokinases (PPi-PFKs) from the methanotroph Methylosinus trichosporium OB3b and rhizospheric phytosymbiont Methylobacterium nodulans ORS 2060 were determined. The dependence of activities of PPi-PFK-His(6)-tag from Ms. trichosporium OB3b (6 × 45 kDa) and PPi-PFK from
Sławomir Milewski
Biochimica et biophysica acta, 1597(2), 173-192 (2002-06-05)
L-Glutamine: D-fructose-6-phosphate amidotransferase, known under trivial name of glucosamine-6-phosphate synthase, as the only member of the amidotransferase subfamily of enzymes, does not display any ammonia-dependent activity. This enzyme, catalysing the first committed step in a pathway leading to the eventual
Yimin Qian et al.
Bioorganic & medicinal chemistry letters, 21(21), 6264-6269 (2011-10-01)
Through high throughput screening and subsequent hit identification and optimization, we synthesized a series of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as the first reported potent and reversible GFAT inhibitors. SAR studies of this class of compounds indicated significant impact on GFAT inhibition potency
Philippe Durand et al.
Archives of biochemistry and biophysics, 474(2), 302-317 (2008-02-19)
L-Glutamine:d-fructose-6-phosphate amidotransferase, also known as glucosamine-6-phosphate synthase (GlcN6P synthase), which catalyzes the first step in a pathway leading to the formation of uridine 5'-diphospho-N-acetyl-d-glucosamine (UDP-GlcNAc), is a key point in the metabolic control of the biosynthesis of amino sugar-containing macromolecules.
Wai Yee Phong et al.
PloS one, 8(2), e56037-e56037 (2013-02-15)
Metabolic versatility has been increasingly recognized as a major virulence mechanism that enables Mycobacterium tuberculosis to persist in many microenvironments encountered in its host. Glucose is one of the most abundant carbon sources that is exploited by many pathogenic bacteria

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We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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