D3179
D-2-脱氧葡萄糖
≥98% (GC), BioXtra
别名:
2-脱氧-D-葡糖
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关于此项目
经验公式（希尔记法）:
C6H12O5
化学文摘社编号:
分子量:
164.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-823-0
Beilstein/REAXYS Number:
1723331
MDL number:
产品名称
D-2-脱氧葡萄糖, ≥98% (GC), BioXtra
InChI key
VRYALKFFQXWPIH-PBXRRBTRSA-N
InChI
1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
biological source
synthetic (organic)
product line
BioXtra
assay
≥98% (GC)
form
powder
technique(s)
gas chromatography (GC): suitable
impurities
≤0.001% Phosphorus (P)
<0.1% Insoluble matter
ign. residue
<0.1%
color
white
mp
146-147 °C (lit.)
solubility
H2O: 1 M at 20 °C, clear, colorless
anion traces
chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%
cation traces
Al: ≤0.0005%
Ca: ≤0.003%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.001%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%
storage temp.
2-8°C
Quality Level
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Biochem/physiol Actions
2-脱氧-D-葡萄糖（2-脱氧葡萄糖）是一种葡萄糖类似物，可通过作用于己糖激酶这一糖酵解限速步骤来抑制糖酵解。 它会被己糖激酶磷酸化为不能被磷酸葡萄糖异构酶进一步代谢的2-DG-P。 这将导致2-DG-P在细胞中的集聚以及细胞ATP的缺失。在体外，2-脱氧葡萄糖已显示出可诱导自噬、提高ROS的产生并激活AMPK。
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its action on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increases ROS production, and activate AMPK.
Application
2-Deoxy-D-glucose was used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress. It was used in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR).
Other Notes
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
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
涉药品监管产品
此项目有
Craig Beall et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 302(2), R215-R223 (2011-11-11)
Despite significant technological and pharmacological advancements, insulin replacement therapy fails to adequately replicate β-cell function, and so glucose control in type 1 diabetes mellitus (T1D) is frequently erratic, leading to periods of hypoglycemia. Moreover, the counterregulatory response (CRR) to falling
B S Dwarakanath
Journal of cancer research and therapeutics, 5 Suppl 1, S27-S31 (2009-12-17)
The glucose analog 2-deoxy-D-glucose (2-DG), an inhibitor of glucose transport and glycolytic ATP production, is the most widely investigated metabolic inhibitor for targeting glucose metabolism. Besides depleting energy in cells, 2-DG has also been found to alter N-linked glycosylation leading
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Journal of cancer research and therapeutics, 5 Suppl 1, S32-S35 (2009-12-17)
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Naive CD8+ T cells rely upon oxidation of fatty acids as a primary source of energy. After antigen encounter, T cells shift to a glycolytic metabolism to sustain effector function. It is unclear, however, whether changes in glucose metabolism ultimately
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