Complexation of 5-aminovaleric acid zwitterions in aqueous/methanol solution by heterotopic tri-cationic receptors

Abstract

Heterotopic tri-cationic receptors based on 4,10,16-triaza-18-crown-6 are capable of efficient and selective binding of the zwitterionic form of 5-aminovaleric acid (5-AVA) in aqueous/methanol solution. The cooperative participation of both cation and anion binding domains of this receptor in 5-AVA complexation was established by ¹H NMR experiments and DFT calculations. Heterotopic receptors and fluorescein were used for the preparation of indicator displacement assay and this assembly was applied to selective optical sensing of 5-aminovaleric acid.