The Assembly Of Chiral Calix[4]arenes Gold Surface And Research On Its Sugars Recognition

Chiral recognition plays an important role in life activity.Sugars,as energy substance of life,its special hydroxy rings make recognition more difficult.Boric acid receptor using dihydric chemically bonded with sugar,realize to the reversible combination of sugar,but low selectivity of sugar.Therefore,designing the non-covalent bond sugar receptors is becoming a hot topic of research.In living organisms,the interaction between sugar and receptor are usually happened in the cell membrane surface.So we introduce surface as the role of the membrane.Functional interface for the molecular recognition and detection provides a good platform.Here,terminal acetylenes form relatively organized and stable SAMs on gold which can also be used to stabilize gold surface.Specific recognition performance of chiral interface,which offers a new way to distinguish the chiral molecule,greatly contribute to the research of some pharmacology activity for life.In fact,the literature studying the chiral selectivity at the interface is rarely reported.How to characterize the process through the interface of chiral recognition become the difficulty of this research.This article explores multiple sites chiral Calix[4]arene self-assembly modified gold interface chiral recognizing sugar molecules,which has certain research value.Firstly,according to the research object of sugar hydroxyl structure,designed synthesis of different number of amide of chiral Calix[4]arene.The lower rims of the two alkynyl can quickly stable on the interface of gold,on the upper rims of amide and benzene ring part made for the identification of sugar.Secondly,by comparing the different sites of chiral Calix[4]arene with galactose,detecting the host and guest interactions by using of ultraviolet,contact angle of the interface,electrochemical impedance and other characterization methods,such as dynamic detection to compare the strength of the role between subject and object,we realized the certain degree distinction of D/L-galactose.Finally,1H NMR and molecular simulation were used to explain the interaction mechanism between Calix[4]arene and galactose.We came to a conclusion that D/L-galactose were best recognized by diamide chiral Calix[4]arene.Thirdly,by using of the third chapter conclusion that two amide chiral Calix[4]arene can distinguish guest,we explored the interaction of R/S type diamide chiral Calix[4]arene and melibiose.We found that S type diamide chiral Calix[4]arene can achieve the melibiose recognition better.Utilizing between the use of gold and terminal alkyne coordination effect,we builded the chiral functional surface.UV,contact angle and electrochemical impedance were used to characterize the interaction of melibiose.1H NMR and molecular simulation confirmed the interaction between host and guest.