A cyclic monosaccharide
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Isomer(s)
34049L-Gulose
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β-D-Glucose

Item No. 16775

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
β-D-glucopyranose
CAS Number
492-61-5
Molecular Formula
C6H12O6
Formula Weight
180.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChi Code
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
InChi Key
WQZGKKKJIJFFOK-VFUOTHLCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

    $41

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    25 g

    $119

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    Product Description

    D-Glucose, a naturally occurring monosaccharide found in plants, is the primary energy source for living organisms.1 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.2 α-D-Glucose is the monomer unit in starch, whereas β-D-glucose is the monomer unit in cellulose.2 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Horton, H.R. Carbohydrates. Principles of biochemistry 9, 16-22 (1993).

    3. Hirschmann, R.F., Nicolaou, K.C., Angeles, A.R., et al. The β-D-glucose scaffold as a β-turn mimetic. Accounts Chem. Res. 42(10), 1511-1520 (2009).