| Abstract
| - Sugar amino acids (SAAs) were designed as new building blocks carrying an amino group and acarboxyl group on a carbohydrate scaffold. By exploiting standard solid- and solution-phase coupling procedures,linear and cyclic homooligomers containing glucosyluronic acid methylamine (Gum) were synthesized. Weachieved a high yield and a very short coupling time for the oligomerization and cyclization of sequencesencopassing two, three, four, and six Gum units. The synthesis of cyclic oligomers containing only SAAs asrepetitive units has not been reported before. The conformational preferences in aqueous solution of the cyclicderivatives and their applications as potential host molecules are described herein. Benzoic acid and p-nitrophenolwere chosen as model guest molecules to study the formation of cyclodextrin-like inclusion complexes. Thecomplexation behavior of the cyclic hexamer was proved from three different points of view: chemical shifts,longitudinal relaxations (T1), and diffusion coefficients. All of them showed different values for host andguest molecules measured independently and in the presence of each other.
|
