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Title: Alternative Sweeteners

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226 Kinghorn and Compadre<br />

sweet taste of curculin disappears a few minutes after being held in the mouth,<br />

but a sweet taste occurs on the subsequent application of water to the mouth<br />

(24). The primary structure of curculin monomer contains 114 amino acids, of<br />

molecular weight 12,491, with native curculin being a dimer of two monomeric<br />

peptides connected through two disulfide bridges (24, 47). Because curculin is<br />

stable at 50°C for a year, studies directed toward the commercialization of this<br />

sweet-tasting/sweetness-enhancing protein are in progress (24).<br />

2. Other Sweetness Enhancers<br />

A number of plant constituents have sweetness-enhancing properties, including<br />

cynarin, chlorogenic acid, and caffeic acid (2). Arabinogalactin (larch gum) is<br />

capable of enhancing the sweetness potency and taste qualities of saccharin, cyclamate,<br />

and protein sweeteners such as thaumatin and monellin (1, 2). Recently,<br />

a series of oleanane-type triterpene glycoside esters, strogins 1–5, were described<br />

from the leaves of Staurogyne merguensis Wall. (Acanthaceae). Three of these<br />

compounds, strogins 1, 2, and 4, elicit a sweet taste in water when held in the<br />

mouth, in similar manner to miraculin and curculin, whereas two of the compounds<br />

in this series, strogins 3 and 5, were inactive in this regard (61).<br />

B. Sweetness Inhibitors<br />

1. Phenylalkanoic Acids<br />

Substituted phenoxyalkanoic acids are potent inhibitors of the sweet taste response<br />

without disrupting the taste cell membranes, and their effects are immediately<br />

reversible (62). The sodium salt of 2-(4-methoxyphenoxy)propionic acid<br />

(Fig. 15) is commercially available under the trade name of Cypha ® to modulate<br />

excessive sweetness in formulated products (62). This compound has been found<br />

to be a natural constituent of roasted Colombian Arabica coffee beans and has<br />

been granted GRAS status for use in confectionery and frostings, soft candies,<br />

and snack products, for use up to levels of 150 ppm. A 100-ppm solution of this<br />

Figure 15 Structure of 2-(4-methoxyphenoxyl)propionic acid.

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