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4084-27-9

中文名称 3-脱氧葡萄糖醛酮
英文名称 3-DEOXYGLUCOSONE
CAS 4084-27-9
分子式 C6H10O5
分子量 162.14
MOL 文件 4084-27-9.mol
更新日期 2024/05/15 15:57:34
4084-27-9 结构式 4084-27-9 结构式

基本信息

中文别名
3-葡萄糖醛酮
3-脱氧-D-葡糖醛酮
3-DEOXYGLUCOSONE
英文别名
3DG
3-DEOXYGLUCOSONE
d-3-deoxyglucosone
3-Deoxy-D-glucosone
2-Keto-3-deoxyglucose
3-Deoxy-D-glucosone ,95%
2-Keto-3-Deoxyglucose-13C
3-Deoxy-D-erythro-hexulose
3-deoxy-d-erythro-hexosulos
3-Deoxy-D-erythro-hexosulose

物理化学性质

熔点73-75°C
沸点208.81°C (rough estimate)
密度1.2132 (rough estimate)
RTECS号MQ3390000
折射率1.4230 (estimate)
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)
酸度系数(pKa)13.17±0.20(Predicted)
形态固体
颜色黄色
水溶解性Soluble in water, methanol or hot ethanol.
稳定性吸湿性

安全数据

危险性符号(GHS)
GHS07
警示词警告
危险性描述H315-H319-H335
防范说明P260-P271-P280
危险品标志Xi
安全说明24/25
WGK Germany3
海关编码29329990

常见问题列表

生物活性
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。
体外研究

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.
体内研究

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.
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