Mannoheptulose
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| Names | |
|---|---|
| IUPAC name
D-Manno-hept-2-ulose | |
| Identifiers | |
3615-44-9  | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 12080 |
| ECHA InfoCard | 100.020.723 |
| PubChem | 12600 |
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| Properties | |
| C7H14O7 | |
| Molar mass | 210.18 g·mol−1 |
| Density | 1.7 g cm−3 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Mannoheptulose is a hexokinase inhibitor. It is a heptose, a monosaccharide with seven carbon atoms. By blocking the enzyme hexokinase, it prevents glucose phosphorylation. As a result, the breakdown of glucose is inhibited. It is found as D-mannoheptulose in avocados.[1]
Mannoheptulose has been reported to inhibit insulin secretion from pancreas.[2] This inhibition occurs because when mannoheptulose is present the glycolysis is inhibited (because there is no production of glucose-6-P) therefore no increase in ATP concentration which is required to close the KATP channel in the beta cells of the pancreas causing a diminution of calcium entry and insulin secretion.
Because of its inhibition of glycolysis in vitro, it has been investigated as a novel nutraceuticals for weight management for dogs.[3][4] However, while mannoheptulose is suggested to affect the energy balance of adult dogs, independent of dosage and physical activity, research disagrees whether it significantly alters energy expenditure in dogs.
References
- ↑ Dai, N; Schaffer, A; Petreikov, M; Shahak, Y; Giller, Y; Ratner, K; Levine, A; Granot, D (1999). "Overexpression of Arabidopsis hexokinase in tomato plants inhibits growth, reduces photosynthesis, and induces rapid senescence". The Plant cell. 11 (7): 1253–66. doi:10.1105/tpc.11.7.1253. PMC 144264
. PMID 10402427. - ↑ Lucke, Christoph; Kagan, Avir; Adelman, Neil; Glick, Seymour (1972). "Effect of 2-Deoxy-D-Glucose and Mannoheptulose on the Insulin Response to Amino Acids in Rabbits". Diabetes. 21 (1): 1–5. doi:10.2337/diab.21.1.1.
- ↑ McKnight, Leslie; Root-McCraig, Jared; Wright, David; Davenport, Gary; France, James; Shoveller, Anna Kate (2015). "Dietary Mannoheptulose Does Not Significantly Alter Daily Energy Expenditure in Adult Labrador Retrievers". PLos One. 10 (12): e0143324. doi:10.1371/journal.pone.0143324.
- ↑ McKnight, Leslie; Eyre, Ryan; Gooding, Margaret; Davenport, Gary; Shoveller, Anna Kate (2015). "Dietary Mannoheptulose Increases Fasting Serum Glucagon Like Peptide-1 and Post-Prandial Serum Ghrelin Concentrations in Adult Beagle Dogs". Animals. 5 (2): 442–454. doi:10.3390/ani5020365.