D-Glucose, 6-(Dihydrogen-phosphat), Mononatriumsalz

Bezeichnung:D-Glucose, 6-(Dihydrogen-phosphat), Mononatriumsalz

CAS-Nr54010-71-8

Englisch Name:ROBISON ESTER MONOSODIUM SALT

CBNumberCB3681824

SummenformelC6H14NaO9P

Molgewicht284.13

MOL-Datei54010-71-8.mol

Synonyma

D-Glucose, 6-(Dihydrogen-phosphat), Mononatriumsalz

D-Glucose, 6-(Dihydrogen-phosphat), Mononatriumsalz physikalisch-chemischer Eigenschaften

Schmelzpunkt	204 °C (dec.)(lit.)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	H₂O: 50 mg/mL, clear, colorless to very faintly yellow
Aggregatzustand	crystalline
Wasserlöslichkeit	aqueous buffer: 1mg/mL water: 5mg/mL
BRN	5787568
InChI	InChI=1/C6H13O9P.Na.H/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14;;/h1,3-6,8-11H,2H2,(H2,12,13,14);;/t3-,4+,5+,6+;;/s3
InChIKey	RUFPTDNHMAGVMV-IWNCBHIWNA-N
SMILES	[C@@H](O)([C@H](O)COP(O)(O)=O)[C@H](O)[C@@H](O)C=O.[NaH] \|&1:0,2,10,12,r\|
CAS Datenbank	54010-71-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-24/25
WGK Germany	3
F	3-10
HS Code	29400000

Gefahreninformationscode (GHS)

ROBISON ESTER MONOSODIUM SALT Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
D-Glucose-6-phosphate is formed in cells when glucose is phosphorylated by hexokinase (or glucokinase) or by the conversion of glucose-1-phosphate by phosphoglucomutase, which is the first step of glycogen synthesis. It is stored as glycogen when blood glucose levels are high. Disruption of D-glucose-6-phosphate activity leads to glycogen storage disease type I or von Gierke’s disease, a group of inherited metabolic diseases characterized by severe hypoglycemia, growth retardation, and hepatomegaly, due to accumulation of glycogen and fat in the liver. D-Glucose-6-phosphate is also the starting molecule of both glycolysis and the pentose phosphate pathways. Because cancer cells adopt glycolysis as a major source of metabolic energy production, and the pentose phosphate pathway plays a role in helping glycolytic cancer cells to meet their anabolic demands, this compound can be used to study the progression of this process.
Chemische Eigenschaften
White crystalline solid
Allgemeine Beschreibung
A glycolytic intermediate that also acts as a competitive and reversible inhibitor of hexokinase. Useful in creating an ATP-regenerating system. Causes the release of mitochondrially bound hexokinase in muscle.
läuterung methode
It can be freed from metal impurities as described for glucose-1-phosphate. The solubility of the Na salt is 5% in H2O at 20o. Its barium salt can be purified by solution in dilute HCl and precipitation by neutralising the solution. The precipitate is washed with small volumes of cold water and dried in air. Alternatively the barium salt is dissolved in H2O, 4volumes of EtOH are added, the precipitate is collected, washed with 90% EtOH, absolute EtOH, 75% EtOH/25% Et2O, 25% EtOH/75% Et2O and finally dry Et2O. The dry Barium salt has [] D +17.9o (c 1, H2O). [Beilstein 1 IV.]

D-Glucose, 6-(Dihydrogen-phosphat), Mononatriumsalz Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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