Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
Molecular Weight:
164.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-823-0
Beilstein/REAXYS Number:
1723331
MDL number:
biological source
synthetic
Quality Level
assay
≥98% (GC)
form
crystalline
technique(s)
gas chromatography (GC): suitable, inhibition assay: suitable
color
white to off-white
mp
146-147 °C (lit.)
solubility
H2O: 0.250 g/5mL
application(s)
clinical research
life science and biopharma
metabolomics
storage temp.
2-8°C
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
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
InChI key
VRYALKFFQXWPIH-PBXRRBTRSA-N
General description
2-Deoxy-D-glucose, a non-metabolizable glucose analogue, disrupts glycolysis by targeting hexokinase, the rate-limiting step in glycolysis. Phosphorylated to 2-DG-P by hexokinase, it accumulates in the cell, depleting cellular ATP. This approach, effective in starving and killing cancer cells, may also inhibit virus cells reliant on glycolysis for replication. This versatile molecule finds application in cancer, virology, metabolomics and biochemical research.
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.
Features and Benefits
- High-purity compound suitable for a wide variety of research applications
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Still not finding the right product?
Explore all of our products under 2-Deoxy-D-glucose
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Articles
Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.