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F3627

Sigma-Aldrich

D-Fructose 6-phosphate disodium salt hydrate

≥98%, amorphous powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H11Na2O9P · xH2O
CAS Number:
Molecular Weight:
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


Certificates of Analysis (COA)

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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
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.
S Y But et al.
Biochemistry. Biokhimiia, 77(4), 372-377 (2012-07-20)
In the cluster of genes for sucrose biosynthesis and cleavage in Methylomicrobium alcaliphilum 20Z, a gene whose encoded sequence showed high similarity to sugar kinases of the ribokinase family was found. By heterologous expression of this gene in Escherichia coli
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

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