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

作　　者：Ming Cheng Wen Gong Mingxiang Lu Junkai Ma Zhiyan Lu Haibing Li 

机构地区：[1]Hubei Key Laboratory of Wudang Local Chinese Medicine Research,Department of Chemistry,School of Pharmacy,Hubei University of Medicine,Shiyan,Hubei 442000,China [2]Department of Forensic Medicine,Zhongnan Hospital of Wuhan University,No.169 East Lake Road,Wuchang District,Wuhan,Hubei 430071,China [3]Key Laboratory of Pesticide and Chemical Biology(CCNU),Ministry of Education,College of Chemistry,Central China Normal University,Wuhan,Hubei 430079,China [4]Department of Cardiology,The Third People's Hospital of Hubei Province Hospital of Hubei Province,Wuhan,Hubei 430030,China

出　　处：《Chinese Journal of Chemistry》2022年第8期925-930,共6页中国化学（英文版）

基　　金：supported by the National Key Research and Development Program(2021YFA0716702);the Naxtional Natural Science Foundation of China(22071074,21772055the 111 Project(B17019);the Open Project Program of State KeyLaboratory of Food Science and Technology Jiangnan University(SKLF-KF-202103)。

摘　　要：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.

关 键 词：R-Adrenaline arene Chiral surface Molecular recognition Host-guest systems 

分 类 号：O62[理学—有机化学]