1981
DOI: 10.1021/jm00136a011
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Dihydrochalcone sweeteners. A study of the atypical temporal phenomena

Abstract: Neohesperidin dihydrochalcone (NHDHC), known since 1963 as an intensely sweet compound, is determined to be 340 +/- 60 (p less than 0.05) times more potent than sucrose. The unusual temporal properties of this material are hypothesized as being due to the effects of metabolism, conformation, chelation, or hydrophobicity. Forty-four analogues are synthesized to test the four hypotheses, none of which are strongly supported. A method of quantitation of temporal characteristics of tastant molecules is developed s… Show more

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Cited by 65 publications
(35 citation statements)
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“…In addition to research at Searle (Mazur et al, 1970(Mazur et al, , 1973, several other industrial groups have been active in the search for new sweeteners. Of particular note are the efforts at Unilever Research (Brussel et al ,1975;van der Heijden et al ,1978van der Heijden et al , , 1979and van der Wei et al, 1987), Dynapol Company (DuBois et al, 1977, 1981a, 1981b, Ajinomoto Company (Arioshi et al, 1974;Arioshi, 1976), Pfizer Pharmaceutical Company (Glowaky et al, 1991) and the Tate & Lyle Company (Jenner etal., 1991). In all these publications, the structure/taste relationships reported are based on the activity in man.…”
Section: Introductionmentioning
confidence: 99%
“…In addition to research at Searle (Mazur et al, 1970(Mazur et al, , 1973, several other industrial groups have been active in the search for new sweeteners. Of particular note are the efforts at Unilever Research (Brussel et al ,1975;van der Heijden et al ,1978van der Heijden et al , , 1979and van der Wei et al, 1987), Dynapol Company (DuBois et al, 1977, 1981a, 1981b, Ajinomoto Company (Arioshi et al, 1974;Arioshi, 1976), Pfizer Pharmaceutical Company (Glowaky et al, 1991) and the Tate & Lyle Company (Jenner etal., 1991). In all these publications, the structure/taste relationships reported are based on the activity in man.…”
Section: Introductionmentioning
confidence: 99%
“…blends of sweeteners yielding a greater sweetness intensity than single sweeteners alone) (Hutteau, Mathlouthi, Portmann, & Kilcast, 1998). However, the temporal profile of sweeteners has always been considered a significant factor in the application process (Bonnans & Noble, 1993;DuBois et al, 1981;Prakash et al, 2001). With the growing trend in the commercial market towards the use of sweetener blends in a variety of media, putting emphasis on designing a sweetener blend that yields the best possible temporal profile for a given medium is of increasing importance.…”
Section: Discussionmentioning
confidence: 99%
“…The investigation into the temporal qualities of sweeteners is of great importance to the food industry and is ongoing (Ayya & Lawless, 1992;Bonnans & Noble, 1993DuBois, Crosby, & Stephenson, 1981;Lynch, Liu, Mela, & MacFie, 1993;Portmann & Kilcast, 1996;Prakash, Bishay, Desai, & Walters, 2001;Shamil, Birch, Jackson, & Meek, 1988;Temple, Laing, Hutchinson, & Jinks, 2002;Yoshida, 1986). It is well known that different types of sweeteners display varying times of onset, duration, decay, and extinction (Schiffman & Gatlin, 1993).…”
Section: Introductionmentioning
confidence: 99%
“…The essential elements for the sweet taste and potency of the NDHCs are centred around the aromatic nucleus, not the carbohydrate, since 4-0-(carboxy-alkyl) (21) and 4-0-(sulphoalkyl) (22) derivatives are intensely sweet (500 times) and show good solubility in water (Dubois et al, 1977(Dubois et al, , 1981. However, the overall taste characteristics remain in favour ofNHDC.…”
Section: Neohesperidine Dihydrochalcone (Nhdc)mentioning
confidence: 99%