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 Number |
54010-71-8 |
Product Name |
Sodium (2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl hydrogenphosphate |
IUPAC Name |
sodium;[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] hydrogen phosphate |
Molecular Formula |
C6H12NaO9P |
Molecular Weight |
282.12 g/mol |
InChI |
InChI=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 Key |
OBHLNVXMRZXIII-BTVCFUMJSA-M |
SMILES |
C(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)[O-].[Na+] |
Synonyms |
G6P;Sodium Glucose-6-Phosphate |
Canonical SMILES |
C(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)[O-].[Na+] |
Isomeric SMILES |
C([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
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Standards
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Results
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Appearance
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White crystal powder
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Complies
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Solubility
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Easily soluble in water, insoluble in ether
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Complies
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Identification
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IR
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Complies
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NMR and MS
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Should comply
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Comply
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Specific rotation
( [?]20/D, in H2O)
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+31o ~ +35o
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32.5o
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Any other impurity
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Max. 1%
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Complies
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Water content
(Karl Fischer)
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Max. 1%
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0.23%
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P inorganic
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Max. 0.5%
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Complies
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Assay
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Min. 98%
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98.6%
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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