- Lactisole
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Lactisole Sodium 2-(4-methoxyphenoxy)propanoateOther namesLactisole, ORP 178, Propanoic acid, 2-(4-methoxyphenoxy), sodium saltIdentifiers CAS number 150436-68-3 PubChem 5362606 ChemSpider 4515110 Jmol-3D images Image 1 - [Na+].[O-]C(=O)C(Oc1ccc(OC)cc1)C
Properties Molecular formula C10H11O4 Na Molar mass 218.188 g/mol Appearance white to pale cream, crystalline solid Melting point 190 °C
Solubility in water Soluble in water and propylene glycol, slightly soluble in fat and miscible at room temperature in ethanol (verify) (what is:
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Lactisole is a carboxylic acid salt, like gymnemic acid, it is a sweet-inhibitor or taste-modifier.[1]
Contents
Chemistry
Chemically, lactisole is the sodium salt of 2-(4-methoxyphenoxy)-propionic acid. This acid has been isolated from roasted Colombian Arabica Coffee beans.[2]
Anti-sweet properties
At concentrations of 100–150 parts per million in food, lactisole largely suppresses the ability to perceive sweet tastes, both from sugar and from artificial sweeteners such as aspartame. A 12% sucrose solution was perceived like a 4% sucrose solution when lactisole was added. However, it is significantly less efficient than gymnemic acid with acesulfame potassium, sucrose, glucose and sodium saccharin. Research found also that it has no effect on the perception of bitterness, sourness and saltiness.[1] According to a recent study, lactisole acts on a sweet taste receptor heteromer of the TAS1R3 sweet protein receptor in humans, but not on its rodent counterpart.[3]
As a food additive
The principal use of lactisole is in jellies, jams, and similar preserved fruit products containing large amounts of sugar. In these products, by suppressing sugar's sweetness, it allows fruit flavors to come through. In the United States, lactisole is designated as GRAS by the Flavor and Extract Manufacturers Association (Fema number: 3773) and approved for use in food as flavouring agent[4] up to 150ppm. Currently, lactisole is manufactured and sold by Domino Sugar and its usage levels are between 50 and 150 ppm.[5]
See also
References
- ^ a b Kinghorn, A.D. and Compadre, C.M. Alernative Sweeteners: Third Edition, Revised and Expanded, Marcel Dekker ed., New York, 2001. ISBN 0-8247-0437-1
- ^ Ivon Flament, Yvonne Bessière-Thomas, Coffee flavor chemistry, John Wiley and Sons ed., Chap: The individual constituents. p207. ISBN 0-4717-2038-0
- ^ Lactisole Interacts with the Transmembrane Domains of Human T1R3 to Inhibit Sweet Taste. P Jiang, M Cui, B Zhao, Z Liu, LA Snyder, LMJ Benard, R Osman, RF Margolskee and M Max. J. Biol. Chem., Vol. 280, Issue 15, 15238-15246, April 15, 2005
- ^ JECFA "Specifications for Flavourings"
- ^ Sugar sans sweetness - lactisole. Prepared Foods, May, 1995 by Fran LaBell
External links
Categories:- Taste-modifying
- Food additives
- Phenol ethers
- Propionates
- Sodium compounds
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