Mannoheptulose

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D-Mannoheptulose
Mannoheptulose.svg
Names
IUPAC name
D-Manno-hept-2-ulose
Identifiers
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.020.723
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[edit]

  1. ^ 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 144264Freely accessible. PMID 10402427. 
  2. ^ 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. 
  3. ^ 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. PMC 4684352Freely accessible. 
  4. ^ 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. PMC 4494402Freely accessible.