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F3627

Sigma-Aldrich

D-Fructose 6-phosphate disodium salt hydrate

≥98%, amorphous powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C6H11Na2O9P · xH2O
Numéro CAS:
26177-86-6
Poids moléculaire :
304.10 (anhydrous basis)
Numéro Beilstein :
5686786
Numéro MDL:
MFCD16661244
Code UNSPSC :
12352201
ID de substance PubChem :
329799699
Nomenclature NACRES :
NA.25

Source biologique

bacterial (Corynebacterium)

Niveau de qualité

300

Pureté

≥98%

Forme

amorphous powder

Impuretés

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

Couleur

white to off-white

Solubilité

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

Traces de cations

Na: 14.6-15.6% (dry basis)

Application(s)

agriculture

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

VSCMQICEHMPOEC-HTKRKRNRSA-L

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Catégories apparentées

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).

Actions biochimiques/physiologiques

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

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
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
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