An internal standard for the quantification of 2-deoxy-D-glucose
Related Products
Unlabeled Version(s)
143252-deoxy-D-Glucose
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2-deoxy-D-Glucose-13C6

Item No. 34312

Technical Information
Formal Name
(4R,5S,6R)-6-(hydroxymethyl-13C)tetrahydro-2H-pyran-2,4,5-triol-2,3,4,5,6-13C5
Synonyms
  • 2-DG-13C6
Molecular Formula
[13C]6H8O5
Formula Weight
Purity
≥95% (mixture of isomers)
A solid
DMSO: solubleWater: soluble
SMILES
O[13CH2][13C@H]1O[13CH]([13CH2][13C@H]([13C@@H]1O)O)O
InChi Code
InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6+/m1/s1/i1+1,2+1,3+1,4+1,5+1,6+1
InChi Key
PMMURAAUARKVCB-WDZLTIQUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    2-deoxy-D-Glucose-13C6 is intended for use as an internal standard for the quantification of 2-deoxy-D-glucose (Item No. 14325) by GC- or LC-MS. 2-deoxy-D-Glucose is a glucose antimetabolite and an inhibitor of glycolysis.1,2 It inhibits hexokinase, the enzyme that converts glucose to glucose-6-phosphate, as well as phosphoglucose isomerase, the enzyme that converts glucose-6-phosphate to fructose-6-phosphate.3 2-deoxy-D-Glucose (16 mM) induces apoptosis in SK-BR-3 cells, as well as inhibits the growth of 143B osteosarcoma cells cultured under hypoxic conditions when used at a concentration of 2 mg/ml.4,5 In vivo, 2-deoxy-D-glucose (500 mg/kg) reduces tumor growth in 143B osteosarcoma and MV522 non-small cell lung cancer mouse xenograft models when used alone or in combination with doxorubicin (Item No. 15007) or paclitaxel (Item No. 10461).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kang, H.T., and Hwang, E.S. 2-Deoxyglucose: An anticancer and antiviral therapeutic, but not any more a low glucose mimetic. Life Sci. 78(12), 1392-1399 (2006).

    2. Aft, R.L., Zhang, F.W., and Gius, D. Evaluation of 2-deoxy-D-glucose as a chemotherapeutic agent: Mechanism of cell death. Br. J. Cancer 87(7), 805-812 (2002).

    3. Ralser, M., Wamelink, M.M., Struys, E.A., et alA catabolic block does not sufficiently explain how 2-deoxy-D-glucose inhibits cell growth. Proc. Natl. Acad. Sci. USA 105(46), 17807-17811 (2008).

    4. Liu, H., Savaraj, N., Priebe, W., et alHypoxia increases tumor cell sensitivity to glycolytic inhibitors: A strategy for solid tumor therapy (Model C). Biochem. Pharmacol. 64(12), 1745-1751 (2002).

    5. Zhang, X.D., Deslandes, E., Villedieu, M., et alEffect of 2-deoxy-D-glucose on various malignant cell lines in vitro. Anticancer Res. 26(5A), 3561-3566 (2006).

    6. Maschek, G., Savaraj, N., Priebe, W., et al2-deoxy-D-glucose increases the efficacy of adriamycin and paclitaxel in human osteosarcoma and non-small cell lung cancers in vivo. Cancer Res. 64(1), 31-34 (2004).