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Merck

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)


Analysenzertifikate (COA)

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Cellulose Chemistry and Properties: Fibers, Nanocelluloses and Advanced Materials, 178-178 (2012)
G Treitz et al.
Journal of biotechnology, 85(3), 271-287 (2001-02-15)
The enzymatic oxidation of D-glucose to 2-keto-D-glucose (D-arabino-hexos-2-ulose, D-glucosone) is of prospective industrial interest. Pyranose oxidase (POx) from Peniphora gigantea is deactivated during the reaction. To develop a kinetic model including the main reaction and the enzyme inactivation, possible side-reactions
Torbjörn Linden et al.
Kidney international, 62(2), 697-703 (2002-07-12)
Bioincompatible glucose degradation products (GDPs) in fluids for peritoneal dialysis (PD) develop during sterilization and storage. Their biological activity has successfully been monitored through the use of various in vitro methods but their molecular and chemical nature is less well
Teruyuki Usui et al.
Bioscience, biotechnology, and biochemistry, 71(9), 2162-2168 (2007-09-11)
Glyceraldehyde (GLA) was determined in glucose degradation and glycation. GLA was detected as a decahydroacridine-1,8-dione derivative on reversed phase HPLC using cyclohexane-1,3-dione derivatizing reagent. The glucose-derived GLA level was higher than the glycation-derived GLA level, because GLA was converted to
Fungal pyranose oxidases: occurrence, properties and biotechnical applications in carbohydrate chemistry
Giffhorn F
Applied Microbiology and Biotechnology, 54(6), 727-740 (2000)

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