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Merck
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重要文件

D3179

Sigma-Aldrich

D-2-脱氧葡萄糖

≥98% (GC), BioXtra

同義詞:

2-脱氧-D-葡糖

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About This Item

經驗公式(希爾表示法):
C6H12O5
CAS號碼:
分子量::
164.16
Beilstein:
1723331
EC號碼:
MDL號碼:
分類程式碼代碼:
12352201
PubChem物質ID:
NACRES:
NA.25

生物源

synthetic (organic)

產品線

BioXtra

化驗

≥98% (GC)

形狀

powder

技術

gas chromatography (GC): suitable

雜質

≤0.001% Phosphorus (P)
<0.1% Insoluble matter

燃燒殘留物

<0.1%

顏色

white

mp

146-147 °C (lit.)

溶解度

H2O: 1 M at 20 °C, clear, colorless

負離子痕跡

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

正離子痕跡

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%

儲存溫度

2-8°C

SMILES 字串

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 密鑰

VRYALKFFQXWPIH-PBXRRBTRSA-N

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應用

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).

生化/生理作用

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.

其他說明

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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
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
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
Rosemarie Ungricht et al.
The Journal of cell biology, 209(5), 687-703 (2015-06-10)
Newly synthesized membrane proteins are constantly sorted from the endoplasmic reticulum (ER) to various membranous compartments. How proteins specifically enrich at the inner nuclear membrane (INM) is not well understood. We have established a visual in vitro assay to measure

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