F1502

D-Fructose 6-phosphate dipotassium salt

Name: <SC>D</SC>-Fructose 6-phosphate dipotassium salt
Brand: SIGMA

≥97% (enzymatic), amorphous powder

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About This Item

Linear Formula:

C₆H₁₁O₉PK₂

CAS Number:

103213-47-4

Molecular Weight:

336.32

MDL number:

MFCD30342368

UNSPSC Code:

12352201

PubChem Substance ID:

24894770

NACRES:

NA.25

Key Documents

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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

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

Chemistry & Biochemicals

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Show Differences

1 of 4

This Item	F3627	D3126	P7877
Sigma-Aldrich F1502 D-Fructose 6-phosphate dipotassium salt	Sigma-Aldrich F3627 D-Fructose 6-phosphate disodium salt hydrate	Sigma-Aldrich D3126 2-Deoxyribose 5-phosphate sodium salt	Sigma-Aldrich P7877 6-Phosphogluconic acid trisodium salt
biological source synthetic (inorganic)	biological source bacterial (Corynebacterium)	biological source synthetic (inorganic)	biological source synthetic (organic)
assay ≥97% (enzymatic)	assay ≥98%	assay ≥95% (ICP-AES)	assay ≥97% (enzymatic)
Quality Level 200	Quality Level 300	Quality Level 200	Quality Level 200
solubility H₂O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow	solubility H₂O: 100 mg/mL, clear to slightly hazy, colorless to faintly yellow	solubility H₂O: 100 mg/mL, clear, colorless to very faintly yellow	solubility water: 50 mg/mL, clear, colorless
form amorphous powder	form amorphous powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

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).[1]

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Subunit interactions in pig-kidney fructose-1,6-bisphosphatase: binding of substrate induces a second class of site with lowered affinity and catalytic activity.

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:

In vitro characterization of LmbK and LmbO: identification of GDP-D-erythro-α-D-gluco-octose as a key intermediate in lincomycin A biosynthesis.

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

Kinetic characterization of human glutamine-fructose-6-phosphate amidotransferase I: potent feedback inhibition by glucosamine 6-phosphate.

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

Glucosamine-6-phosphate synthase--the multi-facets enzyme.

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

Discovery of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as glutamine fructose-6-phosphate amidotransferase (GFAT) inhibitors.

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

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