Lactisole

Lactisole
IUPAC name	Sodium 2-(4-methoxyphenoxy)propanoate
Other names	Lactisole, ORP 178, Propanoic acid, 2-(4-methoxyphenoxy), sodium salt
Identifiers
CAS number	[150436-68-3]
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
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Lactisole is a carboxylic acid salt isolated from roasted Colombian Arabica Coffee beans. Like gymnemic acid‎, it is a sweet-inhibitor or taste-modifier. 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

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.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 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.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

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 FDA GRAS (Fema number: 3773) and approved for use in food as flavouring agentJECFA "Specifications for Flavourings" up to 150ppm. Currently, lactisole is manufactured and sold by Domino Sugar and its usage levels are between 50 to 150 ppm.Sugar sans sweetness - lactisole. Prepared Foods, May, 1995 by Fran LaBell

See also

• Gymnemic acid‎
• Hodulcine
• Ziziphin

References

External links

• List of substances scheduled for evaluation or re-evaluation at the fifty-ninth meetingof the Joint FAO/WHO Expert Committee on Food Additives (JECFA). 2002
• EAFUS: A Food Additive Database

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