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:
biological source
synthetic (organic)
Quality Level
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
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)CC=O
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
InChI key
VRYALKFFQXWPIH-PBXRRBTRSA-N
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).
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.
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.
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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
Abdullah Farooque et al.
Journal of cancer research and therapeutics, 5 Suppl 1, S32-S35 (2009-12-17)
Normal tissue toxicity is one of the major limiting factors in cancer therapy. Damage to normal tissues and critical organs restricts the use of higher therapeutic doses thereby compromising the efficacy. The glucose analog 2-deoxy-D-glucose (2-DG), an inhibitor of glycolytic
Madhusudhanan Sukumar et al.
The Journal of clinical investigation, 123(10), 4479-4488 (2013-10-05)
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
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| D3179-1G | 04061826754221 |
| D3179-250MG | 04061833610473 |
| D3179-5G | 04061833619476 |