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Fagomine

Fagomine

CAS: 53185-12-9

Molecular Formula: C6H13NO3

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Fagomine - Names and Identifiers

Name Fagomine
Synonyms Fagomine
D-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
(2R,3R,4R)-2-(Hydroxymethyl)piperidine-3,4-diol
CAS 53185-12-9

Fagomine - Physico-chemical Properties

Molecular FormulaC6H13NO3
Molar Mass147.18
Density1.279
Melting Point185-186℃
Boling Point315.4±42.0 °C(Predicted)
Specific Rotation(α)(c, 1 in H2O)+23;(c, 1 in 0.1M HCl)+37
Solubility H2O : ≥ 36 mg/mL (244.62 mM)
AppearanceYellow powder
pKa14.16±0.60(Predicted)
Storage Condition-20℃
MDLMFCD18782654
Physical and Chemical PropertiesBioactive Fagomine is a mild glycosidase (glycosidase) inhibitor that Fagomine acts on Amyloglucosidase (A.niger),β-Glucosidase (bovine) and Isomaltase (east) with Ki of 4.8 μM,39 μM and 70 μM respectively.

Fagomine - Uses and synthesis methods

Target

Glycosidase

in vitro studies

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 .

In vivo studies

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%).

Last Update:2024-04-10 22:29:15
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