β-D-Glucose

• CAT Number: R065331
• CAS Number: 492-61-5
• Molecular Formula: C6H12O6
• Molecular Weight: 180.156
• Purity: ≥95%
• Synonyms: β-D-glucopyranose
• Storage: -20°C
• IUPAC Name: (2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
• InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: WQZGKKKJIJFFOK-VFUOTHLCSA-N
• SMILES: C(C1C(C(C(C(O1)O)O)O)O)O

D-Glucose, a naturally occurring monosaccharide found in plants, is the primary energy source for living organisms. It is utilized as a metabolic intermediate by cells for either aerobic or anaerobic respiration. D-Glucose exists in two cyclic forms, α-D-glucose and β-D-glucose, based on the position of the substituent at the anomeric center. α-D-Glucose is the monomer unit in starch, whereas β-D-glucose is the monomer unit in cellulose. When one of these anomers is added to solution, it undergoes reversible epimerization to the other via an open-chain form, during which the specific rotation of the solution changes gradually until it reaches equilibrium. The existence of multiple binding modes of this single monosaccharide has been studied as a model scaffold to design compounds with increased probability of ligand binding.

Reference

1.Slein, M.W. D-glucose, determination with hexokinase and glucose-6-phosphate dehydrrogenase. Methods of Enzymatic Analysis 1, 117-123 (1963).