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

カタログ番号GC17430

2-デオキシ-D-グルコース(2DG)は、グルコースアナログであり、競合的な糖解阻害剤として作用します。

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2-Deoxy-D-glucose 化学構造

Cas No.: 154-17-6

サイズ 価格 在庫数 個数
10mM (in 1mL DMSO)
$38.00
在庫あり
1g
$30.00
在庫あり
5g
$108.00
在庫あり

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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-デオキシ-D-グルコース(2DG)は、競合的な糖解阻害剤として機能するグルコースアナログです[1]

2-デオキシ-D-グルコース(2DG)は、がん細胞における糖代謝の増加を阻害し、調査するための強力な薬剤であることが示されています[2]。グルコースに類似しているため、2-デオキシ-D-グルコースは解糖系を抑制しますが、化学的には2-デオキシマンノースでもあります。そのため、Nリンク型グリコシル化の初期段階で成長中の脂質結合オリゴ糖鎖内でマンノースと競合することができます。このようなマンノース様性質により、2-デオキシ-D-グルコースは誤った折り畳みタンパク質を引き起こし、小胞体ストレス[3]を引き起こします。

食事中に投与された2-デオキシ-D-グルコースは、0.02〜0.3 g/kg(食事中の重量で0.04〜0.6%の2-デオキシ-D-グルコース)の用量範囲でラットの心毒性を引き起こし、0.2 g/kg(食事中の重量で0.4%)以上では死亡率を早めます[4]。 20分と60分後に血漿アドレナリンとグルコースが増加するようになりました[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
同義語 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
溶解度 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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レビュー

Review for 2-Deoxy-D-glucose

Average Rating: 5 ★★★★★ (Based on Reviews and 35 reference(s) in Google Scholar.)

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