(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol
Fagomine
CAS: 53185-12-9
Molecular Formula: C6H13NO3
(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol - Names and Identifiers
(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol - Physico-chemical Properties
| Molecular Formula | C6H13NO3 |
| Molar Mass | 147.18 |
| Density | 1.279 |
| Melting Point | 185-186℃ |
| Boling Point | 315.4±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) |
| Appearance | Yellow powder |
| pKa | 14.16±0.60(Predicted) |
| Storage Condition | -20℃ |
| MDL | MFCD18782654 |
| Physical and Chemical Properties | Bioactive 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. |
(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol - 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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