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| Names | |
|---|---|
| IUPAC name Methyl 4,6-dideoxy-4-{[(1R,4S,5R,6R)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}-α-D-glucopyranoside | |
| Systematic IUPAC name (1R,2R,3S,6R)-4-(Hydroxymethyl)-6-{[(2R,3S,4S,5R,6S)-6-methoxy-2-methyl-4,5-dihydroxyoxan-3-yl]amino}cyclohex-4-ene-1,2,3-triol | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider |
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| Properties | |
| C14H25NO8 | |
| Molar mass | 335.353 g·mol−1 |
| Density | 1.488 g/mL |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Acarviosin is a sugar composed ofcyclohexitol linked to a 4-amino-4,6-dideoxy-D-glucopyranose. Acarviosin is part of the potentα-amylase inhibitoracarbose and its derivatives. Acarviosin is a product of the degradation of acarbose bygut microbiota, the glycoside hydrolase from gut bacteriaLactobacillus plantarum is able to hydrolyze acarbose to maltose and acarviosin.[1] The nitrogen atom binds to α-amylase more tightly than the natural substrate making it more potent than other inhibitors. Several other acarviosin-containing α-amylase inhibitors have been found in microbes includingisovalertatins[2] andbutytatins[3] fromStreptomyces luteogriseus and longeroligosaccharides fromStreptomyces coelicoflavus.[4]
