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D8375

2-Deoxy-D-glucose

≥98% (GC), crystalline

Synonym(s):

2-Deoxyglucose, 2-Deoxy-D-arabinohexose

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10 mg
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₪233.00
1 g
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₪548.00
5 g
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₪2,104.00
25 g
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₪9,523.00
100 g
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₪27,507.00

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
154-17-6
Molecular Weight:
164.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24894205
EC Number:
205-823-0
Beilstein/REAXYS Number:
1723331
MDL number:
MFCD00151328

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biological source

synthetic

Quality Level

200

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

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)CC=O

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

InChI key

VRYALKFFQXWPIH-PBXRRBTRSA-N

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.

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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Show Differences

1 of 1

This Item
D6134D3179M0285
2-Deoxy-D-glucose ≥98% (GC), crystalline

Sigma-Aldrich

D8375

2-Deoxy-D-glucose

2-Deoxy-D-glucose ≥99% (GC), crystalline

Sigma-Aldrich

D6134

2-Deoxy-D-glucose

2-Deoxy-D-glucose ≥98% (GC), BioXtra

Sigma-Aldrich

D3179

2-Deoxy-D-glucose

Methyl-β-D-galactopyranoside

Sigma-Aldrich

M0285

Methyl-β-D-galactopyranoside

technique(s)

gas chromatography (GC): suitable, inhibition assay: suitable

technique(s)

gas chromatography (GC): suitable

technique(s)

gas chromatography (GC): suitable

technique(s)

gas chromatography (GC): suitable

biological source

synthetic

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic

assay

≥98% (GC)

assay

≥99% (GC)

assay

≥98% (GC)

assay

≥98% (GC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

H2O: 0.250 g/5mL

solubility

H2O: soluble 330 mg/mL, clear, colorless

solubility

H2O: 1 M at 20 °C, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

form

crystalline

form

crystalline

form

powder

form

powder

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF8341V
WXBF6865V
WXBF5806V
WXBF5685V
WXBF4240V

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Articles

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Matthew E Mead et al.
mSphere, 4(1) (2019-02-23)
Aspergillus fischeri is closely related to Aspergillus fumigatus, the major cause of invasive mold infections. Even though A. fischeri is commonly found in diverse environments, including hospitals, it rarely causes invasive disease. Why A. fischeri causes less human disease than
Rosemarie Ungricht et al.
The Journal of cell biology, 209(5), 687-703 (2015-06-10)
Newly synthesized membrane proteins are constantly sorted from the endoplasmic reticulum (ER) to various membranous compartments. How proteins specifically enrich at the inner nuclear membrane (INM) is not well understood. We have established a visual in vitro assay to measure
Alfredo J Ibáñez et al.
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
D8375-25G04061833589472
D8375-5G04061833589489
D8375-100G04061833589441
D8375-1G04061833589465
D8375-10MG04061833589458

Questions

1–4 of 4 Questions  

  1. Does this help fight herpe virus

    1 answer

    1. 2-Deoxy-D-glucose (2-DG) is an compound that has been studied as an antiviral agent against herpes simplex virus (HSV-1 and HSV-2)l, it is suitable for research applications. This product has not been used specifically in HSV-1 or HSV-2 applications.

      Please note that this product is not suitable for human or animal consumption. Unless otherwise stated, this product is intended for research use only. It is not suitable for any other purpose, which includes, but is not limited to, unauthorized commercial use, in vitro diagnostic use, or therapeutic use in humans or animals.

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  4. Can 2DG here (D8375) be dissolved in DMSO? For the same, D6134, product you mention down in the comments' section "The chemical can be solubilized in DMSO (up to 190 mg/ml)". Also, can I dilute the product in situ, directly inside the container?

    1 answer

    1. Both the D8375 and the D6134 should be soluble in DMSO, according to published literature. The D6134 is a purified version of the D8375. The solubility rates may differ. Note that the solubility information cited in the link below has not been verified.
      http://www.plantcell.org/content/14/6/1293.full)

      Helpful?

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