Molecular Recognition of Carbohydrates with Acyclic Pyridine-Based Receptors

The recognition capabilities of acyclic pyridine-based receptors toward monosaccharides were
evaluated. Aminopyridine receptors based on the 2,4,6-trimethyl- or 2,4,6-triethylbenzene frame
show high β vs α binding selectivity in the recognition of glucopyranosides. Amidopyridine receptors,
which are sterically less hindered at nitrogen, display high efficiency and an inverse selectivity.
The 2-aminopyridine group has been established as a highly effective recognition group in the
binding of monosaccharides. The factors influencing the binding properties of receptors 1−15, which
differ in the nature and number of binding and spacer subunits used as the buildings blocks, are
discussed.