2-Deoxy-D-glucose
SIGMA/D6134 - ≥99% (GC), crystalline
Synonym: 2-Deoxy-D-arabinohexose
CAS Number: 154-17-6
Empirical Formula (Hill Notation): C6H12O5
Molecular Weight: 164.16
EC Number: 205-823-0
MDL Number: MFCD00151328
Linear Formula: C6H12O5
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: D6134-25G
This image depicts SKU: D6134-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: D6134-1G
This image depicts SKU: D6134-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: D6134-250MG
This image depicts SKU: D6134-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: D6134-5G
This image depicts SKU: D6134-5G
| assay | ≥99% (GC) |
| biological source | synthetic (organic) |
| color | white |
| form | crystalline |
| InChI | 1S/C6H12O5/c7-2-1-4(9)6(1 |
| InChI key | VRYALKFFQXWPIH-PBXRRBTRSA |
| mp | 146-147 °C (lit.) |
| Quality Level | 200  |
| SMILES string | OC[C@@H](O)[C@@H](O)[C@H] |
| solubility | H2O: soluble 330 mg/mL, clear, colorless |
| storage temp. | 2-8°C |
| technique(s) | gas chromatography (GC): suitable |
| Application: | 2-Deoxy-D-glucose (2-DG) is used in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR). 2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress. |
| Biochem/physiol Actions: | 2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increase ROS production, and activate AMPK. |
| 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. |
| Packaging: | 1, 5, 25 g in poly bottle |
| Packaging: | 250 mg in poly bottle |
| Preparation Note: | A further purification of the Grade II material by recrystallization. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99% (GC) |
| mp | 146-147 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352201 |