2-Keto-D-Glucose

2-Keto-D-Glucose Structure
2-Keto-D-Glucose structure
Common Name 2-Keto-D-Glucose
CAS Number 1854-25-7 Molecular Weight 178.14000
Density 1.574 g/cm3 Boiling Point 481ºC at 760 mmHg
Molecular Formula C6H10O6 Melting Point 118-120°C
MSDS USA Flash Point 258.8ºC

Peroxynitrite induces formation of N( epsilon )-(carboxymethyl) lysine by the cleavage of Amadori product and generation of glucosone and glyoxal from glucose: novel pathways for protein modification by peroxynitrite.

Diabetes 51(9) , 2833-9, (2002)

Accumulation of advanced glycation end products (AGEs) on tissue proteins increases with pathogenesis of diabetic complications and atherosclerosis. Here we examined the effect of peroxynitrite (ONOO(-)) on the formation of N( epsilon )-(carboxymethyl)lysine ...

Bioconversion of D-glucose into D-glucosone by glucose 2-oxidase from Coriolus versicolor at moderate pressures.

Appl. Biochem. Biotechnol. 163 , 906-917, (2011)

Glucose 2-oxidase (pyranose oxidase, pyranose:oxygen-2-oxidoreductase, EC 1.1.3.10) from Coriolus versicolor catalyses the oxidation of D-glucose at carbon 2 in the presence of molecular O₂ producing D-glucosone (2-keto-glucose and D-arabino-2-hexosulose) and...

Fungal pyranose oxidases: occurrence, properties and biotechnical applications in carbohydrate chemistry.

Appl. Microbiol. Biotechnol. 54 , 727, (2000)

Pyranose oxidases are widespread among lignin-degrading white rot fungi and are localized in the hyphal periplasmic space. They are relatively large flavoproteins which oxidize a number of common monosaccharides on carbon-2 in the presence of oxygen to yield ...

Identification and quantification of six major α-dicarbonyl process contaminants in high-fructose corn syrup.

Anal. Bioanal. Chem 403(10) , 2923-31, (2012)

High-fructose corn syrup (HFCS) is a widely used liquid sweetener produced from corn starch by hydrolysis and partial isomerization of glucose to fructose. During these processing steps, sugars can be considerably degraded, leading, for example, to the format...

Quantification of the six major α-dicarbonyl contaminants in peritoneal dialysis fluids by UHPLC/DAD/MSMS.

Anal. Bioanal. Chem 401 , 1183-1193, (2011)

During heat sterilization of peritoneal dialysis solutions, glucose is partially transformed into glucose degradation products (GDPs), which significantly reduce the biocompatibility of these medicinal products. Targeted α-dicarbonyl screening identified glyo...

Identification and quantification of the glucose degradation product glucosone in peritoneal dialysis fluids by HPLC/DAD/MSMS.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 878(11-12) , 877-82, (2010)

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 contin...

Convenient preparation of L-arabino-hexos-5-ulose derivatives from lactose.

Carbohydr. Res. 338(22) , 2349-58, (2003)

2,6-di-O-benzyl- (9), 2-O-benzyl-3,4-O-isopropylidene- (19), and 2-O-benzyl-6-O-m-chlorobenzoyl-L-arabino-hexos-5-ulose (20) have been prepared using 4'-deoxy-4'-eno- and 6'-deoxy-5'-eno lactose dimethyl acetal derivatives 7 and 14 as key intermediates. The s...

Transient-state and steady-state kinetic studies of the mechanism of NADH-dependent aldehyde reduction catalyzed by xylose reductase from the yeast Candida tenuis.

Biochemistry 40(34) , 10371-81, (2001)

Microbial xylose reductase, a representative aldo-keto reductase of primary sugar metabolism, catalyzes the NAD(P)H-dependent reduction of D-xylose with a turnover number approximately 100 times that of human aldose reductase for the same reaction. To determi...

Pyranose 2-dehydrogenase, a novel sugar oxidoreductase from the basidiomycete fungus Agaricus bisporus.

Arch. Microbiol. 167(2-3) , 119-25, (1997)

A novel C-2-specific sugar oxidoreductase, tentatively designated as pyranose 2-dehydrogenase, was purified 68-fold to apparent homogeneity (16.4 U/mg protein) from the mycelia of Agaricus bisporus, which expressed maximum activity of the enzyme during idioph...

Purification, characterization, and molecular cloning of a pyranose oxidase from the fruit body of the basidiomycete, Tricholoma matsutake.

Biosci. Biotechnol. Biochem. 67(12) , 2598-607, (2003)

A new H(2)O(2)-generating pyranose oxidase was purified as a strong antifungal protein from an arbuscular mycorrhizal fungus, Tricholoma matsutake. The protein showed a molecular mass of 250 kDa in gel filtration, and probably consisted of four identical 62 k...