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化合物简介
2-Deoxy-D-glucose is a glucose molecule which has the 2-hydroxyl group replaced by hydrogen, so that it cannot undergo further glycolysis. As such, it acts to competitively inhibit the production of glucose-6-PO4 from glucose at the phosphoglucoisomerase level. In most cells, glucose hexokinase phosphorylates 2-deoxyglucose, trapping the product 2-deoxyglucose-6-phosphate intracellularly (with exception of liver and kidney); thus, labeled forms of 2-deoxyglucose serve as a good marker for tissue glucose uptake and hexokinase activity. Many cancers have elevated glucose uptake and hexokinase levels. 2-Deoxyglucose labeled with tritium or carbon-14 has been a popular ligand for laboratory research in animal models, where distribution is assessed by tissue-slicing followed by autoradiography, sometimes in tandem with either conventional or electron microscopy.
基本信息
CAS:154-17-6
中文别名:2-脱氧葡萄糖;2-去氧-D-葡萄糖;2-脱氧-D-葡萄糖;2-脱氧-D-葡糖;2-去氧-D-葡糖;
英文别名:D-arabino-Hexose, 2-deoxy-;2-Deoxy-D-glucose;2-Deoxy-D-arabino-hexose;2-deoxy-d-arabino-hexos;D-Arabino-2-deoxyhexose;
分子式:C6H12O5
分子量:164.156
精确质量:164.068
Psa:97.99
Logp:-2.3496
中文别名:2-脱氧葡萄糖;2-去氧-D-葡萄糖;2-脱氧-D-葡萄糖;2-脱氧-D-葡糖;2-去氧-D-葡糖;
英文别名:D-arabino-Hexose, 2-deoxy-;2-Deoxy-D-glucose;2-Deoxy-D-arabino-hexose;2-deoxy-d-arabino-hexos;D-Arabino-2-deoxyhexose;
分子式:C6H12O5
分子量:164.156
精确质量:164.068
Psa:97.99
Logp:-2.3496
编号系统
MDL号:MFCD00151328
RTECS号:MQ3325000
BRN号:1723331
EINECS号:205-823-0
PubChem号:24894205
RTECS号:MQ3325000
BRN号:1723331
EINECS号:205-823-0
PubChem号:24894205
物化性质
外观与性状:白色粉末
密度:1.533 g/cm3
沸点:411ºC at 760 mmHg
熔点:146-147ºC
闪点:202.3ºC
稳定性:Stable under normal temperatures and pressures.
储存条件:0-6ºC
蒸汽压:1.8E-08mmHg at 25°C
密度:1.533 g/cm3
沸点:411ºC at 760 mmHg
熔点:146-147ºC
闪点:202.3ºC
稳定性:Stable under normal temperatures and pressures.
储存条件:0-6ºC
蒸汽压:1.8E-08mmHg at 25°C
安全信息
RTECS号:MQ3325000
安全说明:S24/25
WGK Germany:3
危险类别码:R20/21/22
海关编码:2912491000
危险品标志:Xn
安全说明:S24/25
WGK Germany:3
危险类别码:R20/21/22
海关编码:2912491000
危险品标志:Xn
生产方法及用途
用途
为天然抗代谢物类抗生素,具有具有能够抑制感染、酵母发酵、致病菌及肿瘤细胞生长等多种生理药理效应。具有抗抗菌、抗癌、抗癫痫等作用,用于预防病原菌感染等,可防止HSV、HIV、SARS等及病源菌引起的传染病,在医药及化妆品等行业具有广泛的应用前景。
为天然抗代谢物类抗生素,具有具有能够抑制感染、酵母发酵、致病菌及肿瘤细胞生长等多种生理药理效应。具有抗抗菌、抗癌、抗癫痫等作用,用于预防病原菌感染等,可防止HSV、HIV、SARS等及病源菌引起的传染病,在医药及化妆品等行业具有广泛的应用前景。
合成路线
上游原料
下游产品
图谱
13C NMR : Predict

1H NMR : Predict

1H NMR : 400 MHz in DMSO-d6

1H NMR : 400 MHz in D2O

Mass

IR : KBr disc

IR : nujol mull
