Glucosone
Appearance
Skeletal formula of d-Glucosone
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Names | |
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IUPAC name
d-arabino-Hexos-2-ulose[1]
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Systematic IUPAC name
(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanal | |
Other names
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Identifiers | |
3D model (JSmol)
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MeSH | glucosone |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C6H10O6 | |
Molar mass | 178.140 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Glucosone is a reactive carbonyl compound that can be produced by an Amadori rearrangement of a derivative of glucose. It is a dicarbonyl intermediate of the Maillard reaction whose production is higher under oxidative versus non-oxidative conditions.[2]
References
- ^ McNaught, Alan D. (1996). "Nomenclature of Carbohydrates" (PDF). International Union of Pure and Applied Chemistry and International Union of Biochemistry and Molecular Biology. 68 (10). Great Britain: 1929. Retrieved December 22, 2023.
- ^ Nemet, I; Strauch, CM; Monnier, VM (2011). "Favored and disfavored pathways of protein crosslinking by glucose: glucose lysine dimer (GLUCOLD) and crossline versus glucosepane". Amino Acids. 40 (1): 167–81. doi:10.1007/s00726-010-0631-2. PMC 2972412. PMID 20607325.