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

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Catalog No: A10GD-4411
Cas No: 54010-71-8
Properties: Mol Formula: C6H11Na2O9P, Mol Weight: 304.1
IUPAC Name: disodium;[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] phosphate
Synonym: D-GLUCOSE-6-PHOSPHATE MONOSODIUM SALT, Robison ester monosodium salt, sodium

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D-Glucose-6-phosphate monosodium salt

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.


CAS No: 54010-71-8
Synonyms: Robison Ester Monosodium Salt
MDL No: MFCD00136039
Chemical Formula: C6H12NaO9P
Molecular Weight: 282.12

CAS Number54010-71-8
Product NameSodium (2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl hydrogenphosphate
IUPAC Namesodium;[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] hydrogen phosphate
Molecular FormulaC6H12NaO9P
Molecular Weight282.12 g/mol
InChIInChI=1S/C6H13O9P.Na/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);/q;+1/p-1/t3-,4+,5+,6+;/m0./s1
InChI KeyOBHLNVXMRZXIII-BTVCFUMJSA-M
SMILESC(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)[O-].[Na+]
SynonymsG6P;Sodium Glucose-6-Phosphate
Canonical SMILESC(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)[O-].[Na+]
Isomeric SMILESC([C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)OP(=O)(O)[O-].[Na+]

COA:

Product name: D-Glucose-6-phosphate monosodium salt    CAS: 54010-71-8

M.F.: C6H12NaO8P     M.W.: 282.12    Batch No: 20121101    Quantity: 17.5g

Items

Standards

Results

Appearance

White crystal powder

Complies

Solubility

Easily soluble in water, insoluble in ether

Complies

Identification

IR

Complies

NMR and MS

Should comply

Comply

Specific rotation

( [?]20/D, in H2O)

+31o  ~  +35o

32.5o

Any other impurity

Max. 1%

Complies

Water content

(Karl Fischer)

Max. 1%

0.23%

P inorganic

Max. 0.5%

Complies

Assay

Min. 98%

98.6%

References:


1. Merck Index 13, 4475
2. Montero-Lomeli M, de Meis L, J. Biol. Chem. 1992, 267, 1829
3. Rose IA, Warms JV, J. Biol. Chem. 1967, 242, 1635

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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