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53185-12-9

中文名称 (2R,3R,4R)-2-羟甲基哌啶-3,4-二醇
英文名称 fagomine
CAS 53185-12-9
分子式 C6H13NO3
分子量 147.17
MOL 文件 53185-12-9.mol
53185-12-9 结构式 53185-12-9 结构式

基本信息

中文别名
荞麦碱
桑叶生物碱
荞麦碱, >98%
(2R,3R,4R)-2-羟甲基哌啶-3,4-二醇
英文别名
fagomine
D-FagoMine
Fagomine, >98%
Fagomine (D-Fagomine)
D-Fagomine (Fagomine)
1,2,5-Trideoxy-1,5-epimino-D-xylo-hexitol
(2R)-3β,4α-Dihydroxypiperidine-2α-methanol
(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol
(2R)-2α-(Hydroxymethyl)piperidine-3β,4α-diol
(2R,3R,4R)-3,4-Dihydroxy-2-piperidinemethanol
所属类别
生物化工:激动剂抑制剂

物理化学性质

熔点185-186℃
沸点315.4±42.0 °C(Predicted)
密度1.279
酸度系数(pKa)14.16±0.60(Predicted)
LogP-0.880 (est)

常见问题列表

生物活性
Fagomine 是一种温和的糖苷酶 (glycosidase) 抑制剂,Fagomine 作用于 Amyloglucosidase (A.niger),β-Glucosidase (bovine) 和 Isomaltase (yeast),Ki 分别为 4.8 μM,39 μM 和 70 μM。
靶点

Glycosidase

体外研究

Fagomine (D-fagomine) is an iminosugar that has been shown to selectively agglutinate Enterobacteriales in vitro. Fagomine selectively agglutinates fimbriated enterobacteria (e.g., E.coli ) and inhibits their adhesion to the intestinal mucosa; the reason for this is probably related to its structural similarity with lectin-binding saccharides (e.g., mannose). Fagomine is capable of altering this effect of high-fat high-sucrose diet (HFHS) on the proportion of Enterobacteriales and E.coli .

体内研究

Fagomine (D-fagomine) is a natural iminosugar that counteracts the short-term effects of a high-energy-dense diet on body weight, fasting blood glucose levels and the proportion of gut Enterobacteriales. Compare to the standard group, rats fed high-fat high-sucrose diet (HFHS) with Fagomine (D-fagomine) gain significantly less weight (15.3%) than those fed HFHS (20.9%).

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