Abstract

Inspired by glucose-sensitive ion channels, herein we describe a biomimetic glucose-enantiomer-driven ion gate via the introduction of the chiral pillar[6]arene-based host–guest systems into the artificial nanochannels. The chiral nanochannels show a high chiral-driven ionic gate for glucose enantiomers and can be switched “off” by d-glucose and be switched “on” by l-glucose. Remarkably, the chiral nanochannel also exhibited a good reversibility toward glucose enantiomers. Further research indicates that the switching behaviors differed due to the differences in binding strength between chiral pillar[6]arene and glucose enantiomers, which can lead to the different surface charge within nanochannel. Given these promising results, the studies of chiral-driven ion gates may not only give interesting insight for the research of biological and pathological processes caused by glucose-sensitive ion channels, but also help to understand the origin of the high stereoselectivity in life systems.

Highlights

  • Inspired by glucose-sensitive ion channels, we describe a biomimetic glucoseenantiomer-driven ion gate via the introduction of the chiral pillar[6]arene-based host–guest systems into the artificial nanochannels

  • The pillararenes structure appending with multiple chiral amino acids may provide a strong chiral environment that serves to benefit chiral ion gate[30]

  • The synthetic procedure to prepare the chiral receptors is depicted in Fig. 2; brominefunctionalized pillar[6]arene 2 is synthesized according to the literature[31]

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Summary

Introduction

Inspired by glucose-sensitive ion channels, we describe a biomimetic glucoseenantiomer-driven ion gate via the introduction of the chiral pillar[6]arene-based host–guest systems into the artificial nanochannels. Further research indicates that the switching behaviors differed due to the differences in binding strength between chiral pillar[6]arene and glucose enantiomers, which can lead to the different surface charge within nanochannel Given these promising results, the studies of chiral-driven ion gates may give interesting insight for the research of biological and pathological processes caused by glucose-sensitive ion channels, and help to understand the origin of the high stereoselectivity in life systems. We exploited a strategy of introducing host–guest systems into the internal walls of nanochannels for the construction of an artificial ion gate, unitizing the good reversibility and high selectivity of host–guest systems[13,14,15,16] These results prompted us to design a rational receptor with chirality to further study glucose-sensitive ion gate. Chiral alanine-decorated pillar[6]arene was synthesized by the condensation reaction

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