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
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
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
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Stefan Mittelmaier et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(11-12), 877-882 (2010-03-02)
Glucose degradation products (GDPs) formed during heat sterilization of peritoneal dialysis (PD) fluids exert cytotoxic effects and promote the formation of advanced glycation end-products in the peritoneal cavity. As a result, long-term application of continuous ambulatory peritoneal dialysis is limited.
Model-based heuristic optimized operating policies for D-glucose oxidation in a batch reactor with pulsate addition of enzyme
Maria Gheorghe
Computers & Chemical Engineering, 31(10), 1231-1241 (2007)
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
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
Wenhui Zhang et al.
Journal of the American Chemical Society, 134(28), 11511-11524 (2012-06-02)
Pathways in the degradation of the C(6) 1,2-dicarbonyl sugar (osone) D-glucosone 2 (D-arabino-hexos-2-ulose) in aqueous phosphate buffer at pH 7.5 and 37 °C have been investigated by (13)C and (1)H NMR spectroscopy with the use of singly and doubly (13)C-labeled
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