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この商品について
実験式(ヒル表記法):
C6H12O5
CAS番号:
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%
application(s)
advanced drug delivery
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-デオキシ-D-グルコース(2-デオキシグルコース)はグルコース類縁体であり、解糖の律速段階にあるヘキソキナーゼに作用することで、解糖を阻害します。ヘキソキナーゼによりリン酸化されて2-DG-Pとなり、ホスホグルコースイソメラーゼではこれ以上代謝できません。細胞内での2-DG-Pの蓄積と、細胞内ATPの枯渇をもたらします。In vitroで2-デオキシグルコースは、自食作用を誘導し、ROS生産を増加させ、そしてAMPKを活性化します。
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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保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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
Alfredo J Ibáñez et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(22), 8790-8794 (2013-05-15)
Single-cell level measurements are necessary to characterize the intrinsic biological variability in a population of cells. In this study, we demonstrate that, with the microarrays for mass spectrometry platform, we are able to observe this variability. We monitor environmentally (2-deoxy-D-glucose)