CAS 1854-25-7|2-Keto-D-Glucose
| 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 |
Names
| Name | D-glucosone |
|---|---|
| Synonym | More Synonyms |
2-Keto-D-Glucose BiologicalActivity
| Description | 2-Keto-D-Glucose (D-Glucosone) is a key intermediate in a secondary metabolic pathway leading to the antibiotic Cortalcerone. 2-Keto-D-Glucose is also an intermediate in the conversion of D-glucose into D-fructose. 2-Keto-D-Glucose is found in various natural sources, including fungi, algae, and shellfish[1][2]. |
|---|---|
| Related Catalog | Research Areas >>InfectionSignaling Pathways >>Others >>Others |
| In Vitro | Pyrroloquinoline quinone-dependent 2-keto-D-glucose (2KG) dehydrogenase (2KGDH) has high specificity for the oxidation of 2-Keto-D-Glucose to 2-keto-D-gluconic acid (2KGA). P. aureofaciens (Pa2KGDH) specifically preferred 2KG as a substrate and oxidized the C-1 position of 2KG, indicating that the enzyme is a 2KGDH[3]. |
| References | [1]. Sun, Lianhong, et al. Engineering galactose oxidase to increase expression level in E. coli, enhance thermostability, and introduce novel activities. Dissertation (Ph.D.), California Institute of Technology. [2]. zawa K, et al. A novel pyrroloquinoline quinone-dependent 2-keto-D-glucose dehydrogenase from Pseudomonas aureofaciens. J Bacteriol. 2015 Apr;197(8):1322-9. [3]. Te-ning E.Liu, et al. Convenient, laboratory procedure for producing solid d-arabino-hexos-2-ulose (d-glucosone). Carbohydrate Research. Volume 113, Issue 1, 16 February 1983, Pages 151-157. |
Chemical & Physical Properties
| Density | 1.574 g/cm3 |
|---|---|
| Boiling Point | 481ºC at 760 mmHg |
| Melting Point | 118-120°C |
| Molecular Formula | C6H10O6 |
| Molecular Weight | 178.14000 |
| Flash Point | 258.8ºC |
| Exact Mass | 178.04800 |
| PSA | 115.06000 |
| Vapour Pressure | 2.85E-11mmHg at 25°C |
| Index of Refraction | 1.55 |
| InChIKey | DCNMIDLYWOTSGK-HSUXUTPPSA-N |
| SMILES | O=CC(=O)C(O)C(O)C(O)CO |
| Storage condition | Hygroscopic, Store under Inert atmosphere -20°C Freezer |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | 24/25 |
| RIDADR | NONH for all modes of transport |
| HS Code | 29144000 |
Articles27
More Articles| 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(... | |
| 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 ... | |
| 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 mono... |
Synonyms
| Arabino-hexosulose |
| D-arabino-hexosulose |
| Fructosone |
| arabino-Hexos-2-ulose |
| Mannosone |
| 3-deoxyglucosone |
| (3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanal |
| D-Arabino-hexos-2-ulose |
| 2-Keto-D-glucose |
| 2-Ketoglucose |
| Glucosone |
