54010-71-8, D-Glucose-6-phosphate monosodium salt ,
CAS:54010-71-8
C6H12NaO9P / 282.12
MFCD00136039
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 | 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 ( [α]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
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