2-Deoxy-D-glucose CAS#154-17-6
Effective Glycolysis Inhibition Activity: 2-Deoxy-D-glucose is a synthetic glucose analog that acts as a glycolysis inhibitor by interfering with glucose metabolism pathways.
Regulation of Cellular Energy Metabolism: Through its metabolite 2-Deoxy-D-glucose-6-phosphate, it inhibits key enzymes such as hexokinase and phosphoglucose-isomerase, leading to reduced ATP production.
Potential Research Applications in Cell Growth Control: By affecting glucose utilization and energy production, 2-Deoxy-D-glucose can contribute to cell cycle regulation, decreased cell proliferation, and cellular response studies.
Broad Biological Research Value: As a glucose analog with diverse metabolic effects, 2-Deoxy-D-glucose is widely used in biological and biochemical research exploring cellular metabolism and related mechanisms.
Product Description of 2-Deoxy-D-Glucose CAS#154-17-6
2-Deoxy-D-glucose (CAS#154-17-6) is a synthetic glucose analog with a wide range of biological effects. It is commonly recognized as a glycolysis inhibitor; however, its influence on cellular metabolism extends beyond glycolytic regulation.
Through its metabolite 2-Deoxy-D-glucose-6-phosphate, 2-Deoxy-D-glucose competitively inhibits glucose uptake and suppresses the activity of key enzymes, including hexokinase and phosphoglucose-isomerase. This results in reduced ATP production, cell cycle arrest, inhibited cell growth, and ultimately may lead to cell death.
2-Deoxy-D-glucose Chemical Properties
| Melting point | 146-147 °C(lit.) |
| alpha | 45.5 º (c=2, H2O) |
| Boiling point | 211.61°C (rough estimate) |
| density | 1.1738 (rough estimate) |
| refractive index | 46.5 ° (C=1, H2O) |
| storage temp. | 2-8°C |
| solubility | H2O: 50 mg/mL, clear, colorless to faintly yellow |
| pka | pK1:12.52 (25°C) |
| form | crystalline |
| color | white |
| Optical Rotation | +38.5 → +45.9 |
| biological source | synthetic |
| Water Solubility | Soluble in water. |
| Merck | 142904 |
| BRN | 1723331 |
| Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. Solutions in water are not stable and must be used within 1 working day. |
| InChI | 1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1 |
| InChIKey | PMMURAAUARKVCB-CEZCPVKQSA-N |
| SMILES | OC[C@@H](O)[C@@H](O)[C@H](O)CC=O |
| LogP | -1.460 (est) |
| CAS DataBase Reference | 154-17-6(CAS DataBase Reference) |
| EPA Substance Registry System | D-arabino-Hexose, 2-deoxy- (154-17-6) |
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 24/25-37/39-36-26 |
| WGK Germany | 3 |
| RTECS | MQ3325000 |
| F | 46091 |
| TSCA | TSCA listed |
| HS Code | 29400090 |
| Storage Class | 11 - Combustible Solids |
| Hazardous Substances Data | 154-17-6(Hazardous Substances Data) |
Product Application of 2-Deoxy-D-Glucose CAS#154-17-6
2-Deoxy-D-glucose is used as a component of culture media in molecular genetics research and serves as a targeted optical imaging agent for fluorescent in vivo imaging applications. It is also applied in glucoprivic feeding studies to induce and investigate counter-regulatory response (CRR) mechanisms.
In addition, 2-Deoxy-D-glucose is utilized in the development of anticancer strategies, including research related to oxidative stress, radiosensitization, and chemosensitization.
