Maltol
| Maltol | |
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3-hydroxy-2-methyl-4H-pyran-4-one |
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| Identifiers | |
| CAS number | 118-71-8  |
| PubChem | 8369 |
| ChemSpider | 8066 |
| UNII | 3A9RD92BS4 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H6O3 |
| Molar mass | 126.11 g/mol |
| Density | 1.348 g/cm3 |
| Melting point |
161–162 °C |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Maltol is a naturally occurring organic compound that is used primarily as a flavor enhancer. It is found in the bark of larch tree, in pine needles, and in roasted malt (from which it gets its name). It is a white crystalline powder that is soluble in hot water, chloroform, and other polar solvents. Because it has the odor of cotton candy and caramel, maltol is used to impart a sweet aroma to fragrances. Maltol's sweetness adds to the odor of freshly baked bread, and is used as a flavor enhancer (E number E636) in breads and cakes.
Maltol, like related 3-hydroxy-4-pyrones such as kojic acid, binds to hard metal centers such as Fe3+, Ga3+, Al3+, and VO2+.[1] Related to this property, maltol has been reported to greatly increase aluminum uptake in the body [2] and to increase the oral bioavailability of gallium [3] and iron. [4]
[edit] See also
[edit] References
- ^ B. D. Liboiron, K. H. Thompson, G. R. Hanson, E. Lam, N. Aebischer, C. Orvig (2005). "New Insights into the Interactions of Serum Proteins with Bis(maltolato)oxovanadium(IV): Transport and Biotransformation of Insulin-Enhancing Vanadium Pharmaceuticals". J. Am. Chem. Soc. 127 (14): 5104–5115. doi:10.1021/ja043944n. PMID 15810845.
- ^ N. Kaneko, H. Yasui, J. Takada, K. Suzuki, H. Sakurai (2004). "Orally administrated aluminum-maltolate complex enhances oxidative stress in the organs of mice". J. Inorg. Biochem. 98 (12): 2022–2031. doi:10.1016/j.jinorgbio.2004.09.008. PMID 15541491.
- ^ L. R. Bernstein, T. Tanner, C. Godfrey, B. Noll (2000). "Chemistry and pharmacokinetics of gallium maltolate, a compound with high oral gallium bioavailability". Metal Based Drugs 7 (1): 33–48. doi:10.1155/MBD.2000.33. PMC 2365198. PMID 18475921. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2365198.
- ^ D.M. Reffitt, T.J. Burden, P.T. Seed, J. Wood J, R.P. Thompson, J.J. Powell (2000). "Assessment of iron absorption from ferric trimaltol". Ann. Clin. Biochem. 37 (4): 457–66. doi:10.1258/0004563001899645. PMID 10902861.
