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Merck

SMB00932

Sigma-Aldrich

2-デオキシ-D-グルコース 6-リン酸 ナトリウム塩

≥98% (HPLC)

別名:

2-Deoxy-D-glucose 6-phosphate sodium salt

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About This Item

実験式(ヒル表記法):
C6H13O8P · xNa+
CAS番号:
分子量:
244.14 (free acid basis)
MDL番号:
UNSPSCコード:
12352201
NACRES:
NA.25

品質水準

アッセイ

≥98% (HPLC)

フォーム

powder

white

溶解性

water: 50 mg/mL, clear, colorless

保管温度

−20°C

SMILES記法

[Na].OC(COP(O)(O)=O)C(O)C(O)CC=O

InChI

1S/C6H13O8P.Na.H/c7-2-1-4(8)6(10)5(9)3-14-15(11,12)13;;/h2,4-6,8-10H,1,3H2,(H2,11,12,13);;

InChI Key

NBDKYLFTCAOTAK-UHFFFAOYSA-N

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詳細

2-Deoxy-D-glucose 6-phosphate sodium salt serves as a crucial intermediate in glycogen degradation. Its production in mammalian cells occurs through the action of hexokinase on 2-Deoxy-D-glucose (2-DG).
2-Deoxy-d-glucose (2DG) is a glucose molecule which has the 2-hydroxyl group replaced by hydrogen, so that it cannot undergo further glycolysis. As such, it acts to competitively inhibit the production of glucose-6-phosphate from glucose at the phosphoglucoisomerase level (step 2 of glycolysis). In most cells, glucose hexokinase phosphorylates 2-deoxyglucose, trapping the product 2-deoxyglucose-6-phosphate (2DG6P) intracellularly. 2DG & 2DG6P serve as good markers for tissue glucose uptake and hexokinase activity. For example, many cancers have elevated glucose uptake and hexokinase levels. 2DG6P undergoes only the first enzymatic reaction in the pentose phosphate pathway to generate 2-DG-6-phosphogluconolactone, which cannot be further metabolized.

アプリケーション

2-Deoxy-D-glucose 6-phosphate sodium salt is a versatile compound that finds application in metabolomics and biochemical research.

特徴および利点

  • High-purity compound suitable for a wide variety of research applications

その他情報

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.

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


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Determination of hexokinase activity by formation of 2-deoxy-D-glucose-6-phosphate.
G V TITOVA et al.
Biokhimiia (Moscow, Russia), 26, 706-710 (1962-03-01)
Quentin Defenouillère et al.
Science signaling, 12(597) (2019-09-05)
Anti-cancer strategies that target the glycolytic metabolism of tumors have been proposed. The glucose analog 2-deoxyglucose (2DG) is imported into cells and, after phosphorylation, becomes 2DG-6-phosphate, a toxic by-product that inhibits glycolysis. Using yeast as a model, we performed an

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