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F1502

Sigma-Aldrich

D-Fructose 6-phosphate dipotassium salt

≥97% (enzymatic), amorphous powder

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About This Item

Linear Formula:
C6H11O9PK2
CAS Number:
103213-47-4
Molecular Weight:
336.32
UNSPSC Code:
12352201
PubChem Substance ID:
24894770
NACRES:
NA.25

biological source

synthetic (inorganic)

Quality Level

200

Assay

≥97% (enzymatic)

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

K: 20.3-26.2% (dry basis)

storage temp.

−20°C

SMILES string

[K+].[K+].OCC1(O)O[C@H](COP([O-])([O-])=O)[C@@H](O)[C@@H]1O

InChI

1S/C6H13O9P.2K/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);;/q;2*+1/p-2/t3-,4-,5+,6?;;/m1../s1

InChI key

UNAFCPBHNZYEIY-UHOQFTJOSA-L

Related Categories

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 amino-transferase(s) and glucosamine-6P synthase(s).

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Joel L Asenjo et al.
Biochimica et biophysica acta, 1840(6), 1798-1807 (2014-01-22)
Fructose-1,6-bisphosphatase, a major enzyme of gluconeogenesis, is inhibited by AMP, Fru-2,6-P2 and by high concentrations of its substrate Fru-1,6-P2. The mechanism that produces substrate inhibition continues to be obscure. Four types of experiments were used to shed light on this:
Chia-I Lin et al.
Journal of the American Chemical Society, 136(3), 906-909 (2014-01-02)
Lincomycin A is a clinically useful antibiotic isolated from Streptomyces lincolnensis. It contains an unusual methylmercapto-substituted octose, methylthiolincosamide (MTL). While it has been demonstrated that the C8 backbone of MTL moiety is derived from D-fructose 6-phosphate and D-ribose 5-phosphate via
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
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
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.
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