3-脱氧葡萄糖醛酮

3-脱氧葡萄糖醛酮

中文名称3-脱氧葡萄糖醛酮
中文同义词3-脱氧-D-葡糖醛酮;3-葡萄糖醛酮;3-脱氧-D-葡萄糖酮醛;3-脱氧葡萄糖醇;3-脱氧葡萄糖;3-脱氧葡萄糖醛酮;3-脱氧葡萄糖酮;化合物 T19117
英文名称3-DEOXYGLUCOSONE
英文同义词3-deoxy-d-erythro-hexos-2-ulose;3-deoxy-d-erythro-hexosulos;d-3-deoxyglucosone;3DG;3-DEOXY-D-ERYTHRO-HEXULOSE2-KETO-3-DEOXYGLUCOSE;3-DEOXYGLUCOSONE;3-Deoxy-D-arabino-2-hexosulose;3-Deoxy-D-erythro-2-hexosulose
CAS号4084-27-9
分子式C6H10O5
分子量162.14
EINECS号
相关类别13C & 2H Sugars;aldehydes;Carbohydrates & Derivatives;Intermediates
Mol文件4084-27-9.mol
结构式3-脱氧葡萄糖醛酮 结构式

3-脱氧葡萄糖醛酮 性质

熔点73-75°C
沸点208.81°C (rough estimate)
密度1.2132 (rough estimate)
折射率1.4230 (estimate)
RTECS号MQ3390000
储存条件Hygroscopic, -20°C Freezer, Under Inert Atmosphere
溶解度可溶于甲醇(轻微)、水(轻微、超声处理)
形态固体
酸度系数(pKa)13.17±0.20(Predicted)
颜色粘黄色
水溶解性Soluble in water, methanol or hot ethanol.
稳定性吸湿性

3-脱氧葡萄糖醛酮 用途与合成方法

3-Deoxyglucosone (3-Deoxy-D-glucosone) 是美拉德反应和多元醇途径的反应中间体 (intermediate)。3-Deoxyglucosone 与蛋白质氨基快速反应形成晚期糖基化终产物 (AGEs),例如咪唑啉酮,它是 3-DG 的最特异 AGE。3-Deoxyglucosone 可以与低葡萄糖协同作用以增强 GLP-1 分泌,可以作为糖尿病生物学检测的标志物。

3-Deoxyglucosone (80 ng/ml-1000 ng/ml; 1 hour) markedly increases GLP-1 secretion by 1.23-folds in 300 ng/ml or 1000 ng/ml 3DG-treated group. But at alower concentration (80 ng/ml) has no effects.3-Deoxyglucosone (300 ng/ml; 1 hour) dramatically increases intracellular Ca 2+ levels by Fluo-3/AM determination (2.5 μM for 30 mins). But 3DG does not affect intracellular cAMP levels in a cAMP Elisa assay.3-Deoxyglucosone (300 ng/ml; 1 hour) significantly increases the protein expression levels of TAS1R2, TAS1R3, and TRPM5 under both glucose-free and highconditions.

Western Blot Analysis

Cell Line: STC-1 cells
Concentration: 300 ng/ml
Incubation Time: 1 hour
Result: Upregulated TAS1R2, TAS1R3, and TRPM5 expression.

3-Deoxyglucosone (intragastric administration; 20 mg/kg; single dose) impairs glucose tolerance with increased AUC, but the plasma glucagon levels are not significantly different. It developes impaired glucose regulation (IGR) with obviously pancreatic islet cell dysfunction in kunming mice and SD-rats.3-deoxyglucosone (gastric gavage; 5-50 mg/kg; once daily; 2 weeks) is significantly increased in the upper small intestine (1.4-fold), lower small intestine (1.4-fold), ileum (1.4-fold) and colon (two fold) compared with the basal levels in the corresponding control group. In addition, the protein expressions of TAS1R2, TAS1R3 and TRPM5 in both duodenum and colon are significantly decreased.

Animal Model: SD rats
Dosage: 5, 20 and 50 mg/kg
Administration: oral administration; once daily; 2 weeks
Result: Was capable of accumulating in intestinal tissue and thereby decreased secretion of GLP-1 and insulin.

安全信息

危险品标志Xi
安全说明24/25
WGK Germany3
海关编码29329990

MSDS信息

更新日期产品编号产品名称CAS号包装价格
2024/01/25HY-N74263-Deoxyglucosone1 mg2320元
2024/01/25HY-N74263-脱氧葡萄糖醛酮
3-Deoxyglucosone
4084-27-95 mg5800元

3-脱氧葡萄糖醛酮 上下游产品信息

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DL-2-氨基丁酸 L-谷氨酸 D-阿拉伯糖 Α-L-谷氨酰-L-谷氨酸 糖质酸-1,4-内酯 D-(+)-葡萄糖一水合物 D-葡糖醛酮 3-脱氧葡萄糖醛酮 2-酮-D-葡糖酸
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