Engineering and Application of Pillar[6]arene Functionalized Chiral Surface in Selective Adsorption of R-Adrenaline

Chiral properties of biological surface is of importance as they dominate interactions with biomolecules(such as proteins,nucleic acids,hormones)in a living system.Inspired by this phenomenon,we designed and constructed a L-/D-N-acetyl-cysteine-pillar[6]arene functionalized Si surface(L-/D-NACP surface)for studying the influence of superficial chirality on selective adsorption of R-adrenaline.The fabricated chiral L-/D-NACP surface with consistency in hydrophilia and elementary composition exhibited a strong mirror-symmetric circular dichroism signal.In the adsorption study,the contact-angle of R-adrenaline droplet on D-NACP surface was more hydrophilic from macroscopical view,and the size and quantity of R-adrenaline aggregation on D-NACP surface was larger than L-NACP surface,implying selective adsorption of R-adrenaline appeared on the D-NACP surface.The possible mechanism was due to the stronger host-guest interaction between D-NACP and R-adrenaline,which facilitated the selective adsorption.Besides,the D-NACP surface with good selectivity can be used for chiral separation of racemic adrenaline.The results enhance the under-standing of hormones adsorption affected by surface chirality,and may provide some helpful inspiration for practical application of chiral surface.

Efficient synthesis of water-soluble calix[4]arenes via thiol-ene "click" chemistry

Several water-soluble calix[4]arenes were synthesized via radical addition reaction between thiols and alkenes under UV lamp irradiation（λ= 365 nm） in good yields.The structures of these compounds synthesized herein were fully confirmed by 1 H NMR.ES1-MS and elemental analysis.

Selective sensing and transport in bionic nanochannel based on macrocyclic host-guest chemistry

Imitating the signal transduction and transmembrane transport co ntrolled by biological channels in the cell membra ne,artificial nanochannels with a similar capability of sensing and transport are constructed as bionic nanochannels.To accomplish selective sensing and transport of biological analyte(as "guest"),the bionic nanochannels are modified with the artificial receptor(as "host"),Based on selective recognition between host and guest,bionic nanochannels translate the stimulus of the guest to electrochemical signal as sensors,and further regulate the transmission of guest as transporters.Howeve r,throughout all kinds of guests,the selective sensing and transpo rt of ions and chiral molecules is a challenging problem.And throughout all hosts of ions and chiral molecules,the macrocyclic hosts with multisite of recognition show better selectivity,such as crown ethers,cyclodextrins,calixarenes,and pillararenes.In this article,we highlight recent advances in the macrocyclic host-based nanochannels for the selective sensing and transport of ionic and chiral guests,summarize the similarities and differences of different kinds of macrocyclic host-based nanochannels,and expect the research direction and application prospect.

Pillar[5]arene-functionalized nanochannel platform for detecting chiral drugs

Chirality is a fascinating and essential feature of life and highly associated with many significant pharmaceutical,chemical,and biological processes.The construction of chiral recognition platform is a hot research topic and challenging assignment.Herein,we report an electrochemical method by diffe rential pulse voltammetry(DPV) for the enantioselective recognition of chiral drug propranolol(R/SPPL) through a nanochannel platform based on the N-acetyl-L-cysteine functionalized pillar[5]arenes derivative NALC-P5 and the porous polycarbonate membrane.The chiral discrimination depends on the diffe rence in the supramolecular host-guest interaction between the chiral NALC-P5 and the R/S-PPL.The transmission rate of the R/S-PPL can be regulated in the nanochannel and we can achieve the selective transport of the chiral drugs.This simple electrochemical technique has potential applications as a general platform for the recognition of chiral molecules.

Tailoring two-dimensional surfaces with pillararenes based host-guest chemistry

The two-dimensional surfaces have been fueled by the infinite possibility they offe red fo r basic re search,and for novel technologies in nanoelectronics.To realize many of these promises,the effective strategies were to design and control their surface chemistry,which plays a vital role in determining the chemical and physical properties.Macrocyclic host-guest chemistry with the reversible noncovalent interactions between macrocyclic hosts and suitable guests can be readily used for constructing multifunctional surfaces.Macrocyclic pillararenes,possessed the unique structure,have attracted the attentions of researchers in recent years.This feature article covers the recent development of pillararene-based twodimensional inte rfaces,including the fabrication and function of the hybrid composite.The combination of pillararenes and materials platform exhibited the novel property because of the characte ristic of cavity of macrocyclic host and confined spaces of surfaces.We anticipate that this review will be helpful to the researchers working in the fields of supramolecular chemistry and materials science.