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Apparent specific volumes and tastes of cyclamates, other sulfamates, saccharins and acesulfame sweeteners

Measurements of apparent specific volume (ASV) for a series of alternative sweeteners (cyclamates, sulfamates, saccharins, acesulfames and anilinomethanesulfonates) have been made. Taste data have been obtained for many of the new compounds unless the toxicity of the associated metals precluded this...

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Bibliographic Details
Published in:Food chemistry 2004-01, Vol.84 (3), p.429-435
Main Authors: Birch, Gordon G., Haywood, Kieran A., Hanniffy, Gary G., Coyle, Catherine M., Spillane, Wm.J.
Format: Article
Language:English
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Summary:Measurements of apparent specific volume (ASV) for a series of alternative sweeteners (cyclamates, sulfamates, saccharins, acesulfames and anilinomethanesulfonates) have been made. Taste data have been obtained for many of the new compounds unless the toxicity of the associated metals precluded this. Apparent molar volume (AMV), isentropic specific (IASC) and isentropic molar (IAMC) compressibilities were also measured. Sixteen metallic cyclamates cyc-C 6H 11NHSO 3M and two phenylsulfamates ArNHSO 3Na, namely 3,5-dimethyl- and 3,4-dimethoxyphenylsulfamates have been examined. When the ASVs for these are combined with those for 15 aliphatic, aromatic and alicyclic sulfamates from a previous study, many of the values are seen to fall into the region that was previously identified as being the “sweet area”, i.e. the ASVs lay between ∼0.5 and ∼0.7 (a few sweet compounds fall below this range and it is suggested that it could be extended slightly to accommodate these). Interestingly, the anilinomethanesulfonates, ArNHCH 2SO 3Na (Ar=C 6H 5-, 3-MeC 6H 4- and 3-ClC 6H 4-) lie clearly in the sweet region but only one of them shows slight sweetness showing that the molecular structural change made (compared with the ‘parent’ sulfamate–NHSO 3 −) cannot be accommodated at the receptor site.
ISSN:0308-8146
1873-7072
DOI:10.1016/S0308-8146(03)00262-0