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2-Deoxy-D-glucose_Molecular_structure_CAS_154-17-6)
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2-Deoxy-D-glucose

Catalog No. D3179 Name Sigma Aldrich
CAS Number 154-17-6 Website http://www.sigmaaldrich.com
M. F. C6H12O5 Telephone 1-800-521-8956
M. W. 164.15648 Fax
Purity ≥98% Email
Storage Chembase ID: 105767

SYNONYMS

Title
D-2-脱氧葡萄糖
IUPAC name
(3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal
IUPAC Traditional name
deoxyglucose
Synonyms
2-脱氧-D-葡糖

DATABASE IDS

PubChem SID 24893732
CAS Number 154-17-6
MDL Number MFCD00151328
EC Number 205-823-0
Beilstein Number 1723331

PROPERTIES

Antion Traces chloride (Cl-): ≤0.05%
Antion Traces sulfate (SO42-): ≤0.05%
Cation Traces Al: ≤0.0005%
Cation Traces Ca: ≤0.003%
Cation Traces Cu: ≤0.0005%
Cation Traces Fe: ≤0.0005%
Cation Traces K: ≤0.005%
Cation Traces Mg: ≤0.0005%
Cation Traces NH4+: ≤0.05%
Cation Traces Na: ≤0.005%
Cation Traces Pb: ≤0.001%
Cation Traces Zn: ≤0.0005%
Ignition Residue <0.1%
Impurities ≤0.001% Phosphorus (P)
Impurities <0.1% Insoluble matter
Purity ≥98%
Melting Point 146-147 °C(lit.)
Solubility H2O: soluble1 M at 20 °C, clear, colorless
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
Application
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.1

REFERENCES