(3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal

• ChemBase编号: 105767
• 分子式: C6H12O5
• 平均质量: 164.15648
• 单一同位素质量: 164.06847348
• SMILES: O=CC[C@@H](O)[C@H](O)[C@H](O)CO
• Canonical SMILES: O=CC[C@H]([C@@H]([C@@H](CO)O)O)O
• InChI: 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
• InChIKey: VRYALKFFQXWPIH-PBXRRBTRSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4S,5R)-3,4,5,6-tetrahydroxyhexanal
• IUPAC传统名: deoxyglucose
• 别名: 2-脱氧-D-葡糖; D-2-脱氧葡萄糖; 2-Deoxy-D-glucose; 2-Deoxyglucose; 2-Deoxy-D-arabinohexose; 2-Deoxy-d-Arabino-hexose; 2-Deoxy-3-Arabino-hexose; 2-DEOXY-D-GLUCOSE

登记号

• CAS号: 154-17-6
• EC号: 205-823-0
• MDL号: MFCD00151328
• Beilstein号: 1723331
• PubChem SID: 24893732; 24894205; 24894000; 162088980
• PubChem CID: 108223

理论计算性质

• Acid pKa: 12.838305
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.853202
• LogD (pH = 7.4): -2.8532038
• Log P: -2.853202
• 摩尔折射率: 36.0074 cm^3
• 极化性: 14.534815 Å^3
• 极化表面积: 97.99 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Do you have solubility information on this product that you would like to share?; H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble50 mg/mL, clear, colorless to faintly yellow
• 外观: white crystalline; white to off-white crystalline
• 熔点: 146-147 °C(lit.); 146-147°C; 148-153 °C
• 比旋光度: [α]20/D +46.5±2°, 45 hr, c = 0.5% in H2O; [α]21/D +46.5°, c = 1 in H2O

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: MQ3325000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98%; ≥98% (GC); ≥98.0% (HPLC); ≥99% (GC); 97%; 99%
• 燃烧残渣: <0.1%
• 杂质: <0.1% Insoluble matter; ≤0.001% Phosphorus (P)
• 痕量阳离子: Al: ≤0.0005%; Ca: ≤0.003%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.005%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• 痕量阴离子: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• Empirical Formula (Hill Notation): C6H12O5

详细说明

MP Biomedicals - 02194028

White crystals
Purity: 99%
For use as a culture media component for molecular genetics.

Sigma Aldrich - D8375

Application
Do you have application information on this product that you would like to share?
2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.
Biochem/physiol Actions
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.?
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.1
包装
10 mg in autosmp vl

Sigma Aldrich - D3179

Application
2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.
Biochem/physiol Actions
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.1

Sigma Aldrich - D6134

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
包装
1, 5, 25 g in poly bottle
250 mg in poly bottle
Preparation Note
A further purification of the Grade II material by recrystallization.
Application
2-Deoxy-D-glucose is used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress.
Biochem/physiol Actions
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.1

Sigma Aldrich - D4601

Biochem/physiol Actions
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.1

Sigma Aldrich - 31060

Biochem/physiol Actions
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions 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, increase ROS production, and activate AMPK.1