D3179 Sigma

2-Deoxy-D-glucose

BioXtra, ≥98%

DOWNLOAD MSDS (PDF)

Synonym: 2-Deoxy-D-arabinohexose

  • CAS Number 154-17-6

  • Empirical Formula (Hill Notation) C6H12O5

  • Molecular Weight 164.16

  •  Beilstein Registry Number 1723331

  •  EC Number 205-823-0

  •  MDL number MFCD00151328

  •  PubChem Substance ID 24893732

  • Popular Documents:  FTNMR (PDF)  

Properties

Related Categories Biochemicals and Reagents, Carbohydrates, Carbohydrates A to Z, Carbohydrates D-F, Glycobiology,
product line   BioXtra
assay   ≥98%
impurities   ≤0.001% Phosphorus (P)
  <0.1% Insoluble matter
ign. residue   <0.1%
mp   146-147 °C(lit.)
solubility   H2O: soluble1 M at 20 °C, clear, colorless
anion traces   chloride (Cl-): ≤0.05%
  sulfate (SO42-): ≤0.05%
cation traces   Al: ≤0.0005%
  Ca: ≤0.003%
  Cu: ≤0.0005%
  Fe: ≤0.0005%
  K: ≤0.005%
  Mg: ≤0.0005%
  NH4+: ≤0.05%
  Na: ≤0.005%
  Pb: ≤0.001%
  Zn: ≤0.0005%

Description

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

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