Synthesis and characterization of cyclomaltoheptaose-based metal chelants as probes for intestinal permeability

The syntheses of two cyclomaltoheptaose-based metal chelants, cyclomaltoheptaose-ethylenediaminetetraacetate (CD-EDTA) and cyclomaltoheptaose-diamide-disulfur (CD-DADS), are described. The chelant moieties are attached to the 6-position of a single pyranose in the cyclomaltoheptaose via a short diamine spacer chain. Characterization of these novel chelants has been achieved using NMR and MS techniques. The peculiar fluxional properties of the CD-EDTA molecules is also discussed.