D-Glucose-6-phosphate (sodium salt)

• CAT Number: R066753
• CAS Number: 54010-71-8
• Molecular Formula: C6H12NaO9P
• Molecular Weight: 282.117
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: sodium;[(2R,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexyl] hydrogen phosphate
• 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
• InChIKey: OBHLNVXMRZXIII-BTVCFUMJSA-M
• SMILES: C(C(C(C(C(C=O)O)O)O)O)OP(=O)(O)[O-].[Na+]

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.

Reference

1.Berg, J.M.,Tymoczko, J.L. and Stryer, L. Biochemistry. 5th Edition, (2002).