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
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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
Certificates of Analysis (COA)
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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
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Giffhorn F
Applied Microbiology and Biotechnology, 54(6), 727-740 (2000)
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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
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
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.
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