Design and synthesis of new sweeteners

Abstract

Sweet taste induction by alkyl 2,3-di-O-(L-aminoacyloxy)-α-D-glucopyranosides requires a combination of hydrophobic α-alkoxy and hydrophilic vicinal, diequatorially oriented, L-aminoacyloxy units. Pyranoside chair conformations afford the preferred stereochemical arrangements of these residues for optimum interaction with the receptor. For the design of new sweeteners based on sweetness inhibitors,

Development of an analytical methodology using Fourier transform mass spectrometry to discover new structural analogs of wine natural sweeteners

“…In general, chemical synthesis is involved in generating these analogs by making slight modifications to the stereochemistry or substituents of the sweetener [22][23][24][25]. However, natural biosynthetic pathways may also cause changes of the same type and several isomers and derivatives of a natural compound are often observed in the same plant [26].…”