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D6134 Sigma-Aldrich

2-Deoxy-D-glucose

≥99% (GC), crystalline

Synonym: 2-Deoxy-D-arabinohexose

  • CAS Number 154-17-6

  • Empirical Formula (Hill Notation) C6H12O5

  • Molecular Weight 164.16

  •  Beilstein/REAXYS Number 1723331

  •  EC Number 205-823-0

  •  MDL number MFCD00151328

  •  PubChem Substance ID 24894000

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Properties

Related Categories Biochemicals and Reagents, Carbohydrates, Carbohydrates A to Z, Carbohydrates D-F, Core Bioreagents,
InChI Key   VRYALKFFQXWPIH-PBXRRBTRSA-N
assay   ≥99% (GC)
form   crystalline
color   white
mp   146-147 °C (lit.)
solubility   H2O: soluble 330 mg/mL, clear, colorless

Description

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.

Packaging

1, 5, 25 g in poly bottle

250 mg in poly bottle

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.

Preparation Note

A further purification of the Grade II material by recrystallization.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
How can I dissolve 2-Deoxy-D-glucose, Product D6134?
The product is soluble in water at 330 mg/mL.It may also be soluble in DMSO.
Can solutions of 2-Deoxy-D-glucose, Product D6134, be stored?
Sigma-Aldrich has no information on the solution stability of this product.If information can't be found in the literature, it is best to prepare fresh solutions.
What is the shelf life of 2-Deoxy-D-glucose, Product D6134?
There is no recommended retest date given to released lots for this product. The product is guaranteed to be of good quality for one year from the time you receive it; this guarantee applies only to unopened bottles which have been stored at room temperature.
What are the differences between products D6134 and D8375 which are both 2-deoxy-D-glucose?
Product D6134 is a further purification by crystallization of D8375.
How do I find price and availability?
There are several ways to find pricing and availability for our products.Once you log onto our website, you will find the price and availability displayed on the product detail page.You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 orview local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
My question is not addressed here, how can I contact Technical Service for assistance?
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Protocols & Articles

Articles

Autophagy in Cancer Promotes Therapeutic Resistance

Autophagy is a highly regulated process by which long-lived proteins, organelles, and protein aggregates are captured within autophagosomes, which are then fused with lysosomes for degradation.1 Auto...
Keywords: Apoptosis, Autophagy, Cancer, Degradations, Metabolites, transformation

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

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