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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


Certificados de análisis (COA)

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Kay O Broschat et al.
The Journal of biological chemistry, 277(17), 14764-14770 (2002-02-14)
Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic
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
Minsuh Seo et al.
PloS one, 6(9), e24179-e24179 (2011-10-01)
Cancer cells adopt glycolysis as the major source of metabolic energy production for fast cell growth. The HIF-1-induced PFKFB3 plays a key role in this adaptation by elevating the concentration of Fru-2,6-BP, the most potent glycolysis stimulator. As this metabolic
María Cruz Rodríguez et al.
PloS one, 7(12), e50876-e50876 (2012-12-29)
Bacteria of the genus Brucella have the unusual capability to catabolize erythritol and this property has been associated with their virulence mainly because of the presence of erythritol in bovine foetal tissues and because the attenuated S19 vaccine strain is
Quan Wang et al.
Glycobiology, 22(12), 1760-1767 (2012-07-27)
Streptococcus pneumoniae is a major human pathogen associated with diseases worldwide. The capsular polysaccharides (CPSs) are considered a major virulence factor and are targets for a vaccine. d-Mannitol was found to be present in the CPS of several S. pneumoniae

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