Mannose
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| Mannose | |
|---|---|
| Image:D-Mannose Keilstrich.svg | |
| Identifiers | |
| CAS number | |
| PubChem | |
| MeSH | |
| Properties | |
| Molecular formula | C6H12O6 |
| Molar mass | 180.156 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Mannose is a sugar monomer of the hexose series of carbohydrates.
Metabolism
Mannose enters the carbohydrate metabolism stream in two steps:
- First it undergoes phosphorylation to mannose-6-phosphate by hexokinase.
- Then, it is converted to fructose-6-phosphate by mannose phosphate isomerase.
Formation
Mannose can be formed by the oxidation of mannitol.
It can also be formed from D-glucose in the Lobry-de Bruyn-van Ekenstein transformation
Etymology
The root of both "mannose" and "manitol" is manna, which the Bible records as the food supplied to the Israelites during their journey through the Sinai Peninsula. Manna is a sweet secretion of several trees and shrubs, such as Fraxinus ornus.
Cranberry juice
D-Mannose, which appears in some fruits including cranberry, has been shown to prevent the adhesion of bacteria to tissues of the urinary tract and bladder.[citation needed]
Configuration
The fact that D-mannose has the same configuration at its penultimate carbon as D-glyceraldehyde is unsurprising as that is what defines the dextro classification. However, mannose differs from D-glucose by inversion of the C2 chiral centre. This apparently simple change leads to the drastically different chemistry of the two hexoses, as it does the remaining six hexoses.
Mnemonic
The hexoses can be remembered conveniently by the following phrase:
- "All (allose) altruists (altrose) gladly (glucose) make (mannose) gum (gulose) in (idose) gallon (galactose) tanks (talose)."
See also
References
External links
de:Mannoseel:Μανόζηit:Mannosio he:מנוזsr:Маноза
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
