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61793

SAFC

2-Keto-D-glucose

≥98.0% (TLC)

Synonym(e):

D-Glucosone

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About This Item

Empirische Formel (Hill-System):
C6H10O6
CAS-Nummer:
Molekulargewicht:
178.14
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

100
200

Assay

≥98.0% (TLC)

Form

solid

Farbe

white to beige

Lagertemp.

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

InChIKey

DCNMIDLYWOTSGK-HSUXUTPPSA-N

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Anwendung

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. Wirkung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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
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.
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

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