Self-Assembly of Supramolecular Architectures by the Effect of Amino Acid Residues of Quaternary Ammonium Pillar[5]arenes.

ABSTRACT: Novel water-soluble multifunctional pillar[⁵]arenes containing amide-ammonium-amino acid moiety were synthesized. The compounds demonstrated a superior ability to bind (1S)-(+)-10-camphorsulfonic acid (S-CSA) and methyl orange dye depending on the nature of the substituent, resulting in the formation one-to-one complexes with both guests. The formation of host-guest complexes was confirmed by ultraviolet (UV), circular dichroism (CD) and ¹H NMR spectroscopy. This work demonstrates the first case of using S-CSA as a chiral template for the non-covalent self-assembly of architectures based on pillar[5]arenes. It was shown that pillar[⁵]arenes with glycine or L-alanine fragments formed aggregates with average hydrodynamic diameters (d) of 165 and

SUBMITTER: Nazarova A 

PROVIDER: S-EPMC7582551 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature