61793
2-Keto-D-glucose
≥98.0% (TLC)
Synonym(s):
D-Glucosone
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About This Item
Empirical Formula (Hill Notation):
C6H10O6
CAS Number:
Molecular Weight:
178.14
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
Quality Level
assay
≥98.0% (TLC)
form
solid
color
white to beige
storage temp.
2-8°C
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)C=O
InChI
1S/C6H10O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,4-6,8,10-12H,2H2/t4-,5-,6-/m1/s1
InChI key
DCNMIDLYWOTSGK-HSUXUTPPSA-N
Application
2-Keto-D-glucose (D-Glucosone) is a key intermediate of a secondary metabolic pathway leading to the antibiotic cortalcerone. D-Glucosone is a substrate that may be used to identify, differentiate and characterize hexokinase(s).
Biochem/physiol Actions
2-Keto-D-glucose is the key intermediate of a secondary metabolic pathway leading to the antibiotic β-pyrone cortalcerone. This antibiotic offers protection to fungi against bacteria. The enzymatic oxidation of d-glucose by pyanose 2 oxidase results in 2-keto-D-glucose, and is considered as rare sugar.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Stefan Freimund et al.
Carbohydrate research, 339(2), 217-220 (2003-12-31)
The composition of the 2-keto aldoses D-glucosone (1), 6-deoxy-D-glucosone (2), D-allosone (3), and D-galactosone (4) in organic solvents has been determined using NMR spectroscopy. Whereas these keto aldoses form mixtures with up to 15 different isomers in water, the number
A Araki
Nihon Ronen Igakkai zasshi. Japanese journal of geriatrics, 34(9), 716-720 (1998-02-12)
Increased oxidative stress in diabetes mellitus has been implicated in the pathogenesis of diabetic complications. Both an increase in reactive oxygen free radical species (ROS) and a decrease in the antioxidant defense mechanism lead to the increase in oxidative stress
A pH switch affects the steady-state kinetic mechanism of pyranose 2-oxidase from Trametes ochracea.
Kunchala Rungsrisuriyachai et al.
Archives of biochemistry and biophysics, 483(1), 10-15 (2009-01-17)
The flavin-dependent pyranose 2-oxidase catalyzes the oxidation of d-glucose and other pyranoses at the C2 atom to yield 2-keto-sugars and hydrogen peroxide. Here, the steady-state kinetic mechanism of the enzyme from Trametes ochracea was investigated as a function of pH.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 61793-500ML | 04061836777371 |
| 61793-100MG | 04061832385396 |