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2-Deoxy-D-glucose (Synonyms: 2-DG)

Catalog No.GC17430

2-Deoxy-D-glucose (2DG), is a glucose analogue, act as competitive glycolytic inhibitor.

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2-Deoxy-D-glucose Chemical Structure

Cas No.: 154-17-6

Size Price Stock Qty
10mM (in 1mL DMSO)
$38.00
In stock
1g
$30.00
In stock
5g
$108.00
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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 2 publications

Product Documents

Quality Control & SDS

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Protocol

Cell experiment [1]:

Cell lines

Cell lines SkBr3, MCF-7, BT474, and MDA/MB468,

Preparation Method

Cells were plated at 4000 cells well-1 in a 96-well plate, allowed 24 h to attach and subsequently exposed for 4 days to 2-Deoxy-D-glucose.

Reaction Conditions

4-12 mM for 0-4 days

Applications

Growth of MDA/MB468 cells was completely inhibited by treatment with 8 mM 2-Deoxy-D-glucose. Treatment with 4 mM 2-Deoxy-D-glucose resulted in approximately 30% inhibition of cell growth. Of the breast cancer cell lines tested, SkBr3 was the most sensitive to the growth inhibitory effects of 2-Deoxy-D-glucose. Cell growth was completely inhibited at 4 mM 2-Deoxy-D-glucose.

Animal experiment [2]:

Animal models

male Sprague-Dawley (SD) rats

Preparation Method

Animals were handled routinely in order to reduce stress associated with injection. 2-deoxy-d-glucose (400 mg/kg), or saline, was administered intraperitoneally.

Dosage form

Intraperitoneal injection , 400 mg/kg

Applications

Ad concentrations increased from 2.73 ng/ml to 7.2 ng/ml while NAd concentrations increased from 1.8 ng/ml to 3.14 ng/ml after injected 2-deoxy-d-glucose.

References:

[1]: Aft R L, Zhang F W, Gius D. Evaluation of 2-deoxy-D-glucose as a chemotherapeutic agent: mechanism of cell death[J]. British journal of cancer, 2002, 87(7): 805-812.
[2]: Bobrovskaya L, Damanhuri H A, Ong L K, et al. Signal transduction pathways and tyrosine hydroxylase regulation in the adrenal medulla following glucoprivation: an in vivo analysis[J]. Neurochemistry international, 2010, 57(2): 162-167.

Background

2-Deoxy-D-glucose (2DG), is a glucose analogue, act as competitive glycolytic inhibitor [1].

2-Deoxy-d-glucose (2DG) has been demonstrated to be a powerful agent for blocking and probing increased sugar metabolism in cancer cells [2]. Because of its similarity to glucose, 2-Deoxy-D-glucose inhibits glycolysis, but as chemically it is also 2-deoxymannose it is able to compete with mannose in the growing lipid-linked oligosaccharide chain during the initial steps of N-linked glycosylation. This mannose-like property of 2-Deoxy-D-glucose results in misfolded proteins leading to endoplasmic reticulum (ER) stress [3].

2-Deoxy-D-glucose delivered in the diet produces cardiac toxicity in rats at doses ranging from 0.02 to 0.3 g/kg (0.04-0.6% 2-Deoxy-D-glucose by weight in the diet) and hastens mortality at doses above 0.2 g/kg (0.4% in the diet) [4]. 2-Deoxy-D-glucose evoked increases in plasma adrenaline and glucose at 20 and 60 min [5].

References:
[1]. MÜhlenberg T, Grunewald S, Treckmann J, et al. Inhibition of KIT-glycosylation by 2-deoxyglucose abrogates KIT-signaling and combination with ABT-263 synergistically induces apoptosis in gastrointestinal stromal tumor[J]. PloS one, 2015, 10(3): e0120531.
[2]. El Mjiyad N, Caro-Maldonado A, Ramirez-Peinado S, Munoz-Pinedo C. Sugar-free approaches to cancer cell killing. Oncogene. 2011 Jan;30(3):253-64.
[3]. Kurtoglu, Metin, Johnathan C. Maher, and Theodore J. Lampidis. "Differential toxic mechanisms of 2-deoxy-D-glucose versus 2-fluorodeoxy-D-glucose in hypoxic and normoxic tumor cells." Antioxidants & redox signaling 9.9 (2007): 1383-1390.
[4]. Minor R K, Smith Jr D L, Sossong A M, et al. Chronic ingestion of 2-deoxy-D-glucose induces cardiac vacuolization and increases mortality in rats[J]. Toxicology and applied pharmacology, 2010, 243(3): 332-339.
[5]. Bobrovskaya L, Damanhuri H A, Ong L K, et al. Signal transduction pathways and tyrosine hydroxylase regulation in the adrenal medulla following glucoprivation: an in vivo analysis[J]. Neurochemistry international, 2010, 57(2): 162-167.

Chemical Properties

Cas No. 154-17-6 SDF
Synonyms 2-DG
Chemical Name (4R,5S,6R)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol
Canonical SMILES [H][C@]([C@](C1([H])[H])([H])O[H])([C@](C([H])([H])O[H])([H])OC1([H])O[H])O[H]
Formula C6H12O5 M.Wt 164.16
Solubility DMF: 10 mg/ml,DMSO: 20 mg/ml,PBS (pH 7.2): 10 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 6.0916 mL 30.4581 mL 60.9162 mL
5 mM 1.2183 mL 6.0916 mL 12.1832 mL
10 mM 0.6092 mL 3.0458 mL 6.0916 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 35 reference(s) in Google Scholar.)

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