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2-Deoxy-D-glucose

Catalog No. 31060 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 ≥98.0% (HPLC) 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
2-Deoxy-D-arabinohexose

DATABASE IDS

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

PROPERTIES

Empirical Formula (Hill Notation) C6H12O5
Purity ≥98.0% (HPLC)
Melting Point 146-147 °C(lit.)
Melting Point 148-153 °C
Optical Rotation [α]20/D +46.5±2°, 45 hr, c = 0.5% in H2O
Solubility H2O: soluble50 mg/mL, clear, colorless to faintly yellow
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
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
Description (简体中文)
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