Fluorescent Molecular Cages with Sucrose and Cyclotriveratrylene Units for the Selective Recognition of Choline and Acetylcholine.

The synthesis of four fluorescent diastereoisomeric molecular cages containing cyclotriveratrylene and sucrose moieties connected the naphthalene linkers is reported. These diastereoisomers were found to be selective and efficient receptors for acetylcholine and choline. Compound has a better affinity for choline over acetylcholine, while cage exhibits a higher association constant for acetylcholine over choline.

Synthesis of Cyclotriveratrylene-Sucrose-Based Capsules.

Cyclotriveratrylene (CTV) is a -symmetrical macrocycle, which can be used as a chiral building block in the construction of supramolecular containers. Coupling of the CTV unit with a sucrose molecule gave enantiopure water-soluble (after deprotection) containers. The absolute configuration of the synthesized capsules was determined by NMR and ECD spectroscopies and DFT calculations.

An efficient synthesis of a C-higher sugar aminoalditol.

The C-aminoalditol HNCH-(CHOBn)-CHOH was prepared from two simple monosaccharide building blocks. The synthesis was realized by a regioselective introduction of the azide group and subsequent protection-deprotection transformations. The chemical reactivity of the aminoalditol was tested in the reductive amination reaction with a selectively protected sucrose monoaldehyde.