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Merck
CN

D3179

Sigma-Aldrich

D-2-脱氧葡萄糖

≥98% (GC), BioXtra

别名:

2-脱氧-D-葡糖

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About This Item

经验公式(希尔记法):
C6H12O5
CAS Number:
分子量:
164.16
Beilstein:
1723331
EC 号:
MDL编号:
UNSPSC代码:
12352201
PubChem化学物质编号:
NACRES:
NA.25

生物来源

synthetic (organic)

质量水平

产品线

BioXtra

方案

≥98% (GC)

表单

powder

技术

gas chromatography (GC): suitable

杂质

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

灼烧残渣

<0.1%

颜色

white

mp

146-147 °C (lit.)

溶解性

H2O: 1 M at 20 °C, clear, colorless

痕量阴离子

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

痕量阳离子

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%

储存温度

2-8°C

SMILES字符串

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 key

VRYALKFFQXWPIH-PBXRRBTRSA-N

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应用

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.

其他说明

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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