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经验公式(希尔记法):
C6H13O8P · xNa+
化学文摘社编号:
分子量:
244.14 (free acid basis)
UNSPSC Code:
12352201
NACRES:
NA.25
MDL number:
产品名称
2-Deoxy-D-glucose 6-phosphate sodium salt, ≥98% (HPLC)
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);;
SMILES string
[Na].OC(COP(O)(O)=O)C(O)C(O)CC=O
InChI key
NBDKYLFTCAOTAK-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white
solubility
water: 50 mg/mL, clear, colorless
storage temp.
−20°C
Quality Level
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Application
2-Deoxy-D-glucose 6-phosphate sodium salt is a versatile compound that finds application in metabolomics and biochemical research.
Features and Benefits
- High-purity compound suitable for a wide variety of research applications
General description
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.
Other Notes
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To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
涉药品监管产品
危险化学品
此项目有
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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