Bioinspired γ-Cyclodextrin Pseudorotaxane Assembly Nanochannel for Selective Amino Acid Transport.

ABSTRACT

Amino acid metabolic abnormalities will cause serious diseases, which arise from the different biological effect of enantiomers. Therefore, it is necessary to design and construct an artificial chiral amino acid gated transport system, which can effectively recognize and selectively transport chiral amino acids. Herein, based on the host-guest interaction, a switchable chiral discrimination system for amino acid enantiomers is reported, and the biomimetic nanochannel was functionalized with N-(1-naphthyl) ethylenediamine (NEDA), which acts as the guest and γ-CD was used as the host. The artificial nanochannel performs highly chiral selective gating for l-phenylalanine and well regulates the process of amino acid transportation. Moreover, the channel can easily actualize the reversible switching under the influence of a pH change; thus, our biomimetic nanochannel with a host-guest assembly can be widely used in chiral detection and drug delivery.