Abstract
(−)-Menthol-β-(D)-glucopyranoside 1 and neohesperidin dihydrochalcone 2 are glycoconjugates of practical interest. Compound 1 releases (−)-menthol in foods by slow hydrolysis and 2 is a sweetener used as an alternative to sucrose for diet food and beverages. Their molecular encapsulation in β-cyclodextrin (βCD) is currently under investigation with the purpose of obtaining long lasting properties in the final product. From a mass spectrometric point of view, the study of the protonated gaseous 1:1 host–guest complexes of 1 and 2 with βCD is of particular interest, since the guest molecules possess an apolar aglycon, likely to interact with the lipophilic cavity of βCD, and a saccharidic part, whose capability of interaction with the polar external surface of βCD has not been investigated so far. We carried out a fast-atom bombardment (FAB) mass spectrometric and tandem mass spectrometric (MS/MS) study in thioglycerol on 1 and 2 and their gaseous protonated 1:1 association complexes with βCD. The FAB and t...
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