D8375
2-Deoxy-D-glucose
≥98% (GC), crystalline
Synonym(s):
2-Deoxyglucose, 2-Deoxy-D-arabinohexose
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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:
Product Name
2-Deoxy-D-glucose, ≥98% (GC), crystalline
InChI key
VRYALKFFQXWPIH-PBXRRBTRSA-N
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
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
biological source
synthetic
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
Quality Level
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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
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.
Other Notes
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To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Proceedings of the National Academy of Sciences of the United States of America, 110(22), 8790-8794 (2013-05-15)
Single-cell level measurements are necessary to characterize the intrinsic biological variability in a population of cells. In this study, we demonstrate that, with the microarrays for mass spectrometry platform, we are able to observe this variability. We monitor environmentally (2-deoxy-D-glucose)
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The Journal of cell biology, 209(5), 687-703 (2015-06-10)
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American journal of physiology. Endocrinology and metabolism, 304(7), E677-E685 (2013-01-24)
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Autosomal dominant polycystic kidney disease (ADPKD) is a common genetic disorder characterized by bilateral renal cyst formation. Recent identification of signaling cascades deregulated in ADPKD has led to the initiation of several clinical trials, but an approved therapy is still
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