The Design And Construction Of Pillararene-amino Interface And It's Chiral Adhesion For Cells

Chirality is widely existed in nature,which represents an intrinsic property of the"building blocks of life”,influences all biological processes that involve intermolecular interactions,demonstrating sensitivity to stereochemistry.Chiral molecule has its special physiological activities of life.As many activities taking place on surface,the construction of chiral bionic surface becomes researching hot topic.Chiral bionic interface can imitate chiral biointerface to interact with many kinds of chiral biomolecules,cells and tissues.Similar to chiral biointerface,the property of chiral bionic interface dominate the performances of numerous biomaterials and biodevices.The interaction between biomolecules and bionic material interfaces influences the cell adhesion,growing,migration and so on.Therefore,it comes to be a necessary means to construct the bionic interface efficiently,conveniently and fast for researching the centre issue like biointerface,which is economic,environmental protection,efficient.Moreover,pillararene,which has unique high symmetrical structure,can provide good molecules bio-platform for the inclusion of guest molecules.This thesis is mainly focused on constructing the designing and synthesizing pillar[5]arene with coupling site,which will be assembled on the microcosmic silicon surface.Then different amino acids are compound in the pillar[5]arene on the silicon surface by the interaction between amino acids and pillar[5]arene,which has realized the construction of chiral variety bionic interface.In addition,these chiral bionic interfaces are of good cyclic reversibility.Then on this basis,we have investigated cell adhesion and growing on these chiral bionic interfaces.The main contents of this thesis include the following three parts:1.Based on the interaction between pillar[5]arene reported by literature,the pillar[5]arene with one end alkynyl and one end methoxy group(MP5)has been designed and synthesized and assembled successfully on the silicon surface via click reaction(MP5-SAMs).The chiral pools on the interface was constructed by the interaction between different amino acids(Arg,Asp,Glu,His,Lys)and pillar[5]arene.At the same time,the contact angle(CA)and solid circular dichroism(CD)spectrum are used as the signal of inclusion and inclusion-off.The fluorescent(FL)and 1H NMR are used to characterize the interaction mechanism between different amino acids(Arg,His,Lys)and pillar[5]arene.Finally,the Hela cells have been cultured together with the modified silicon surfaces and investigated the adhesion on these chiral bionic interfaces.2.Based on the influence of the charge and symmetry of pillar[5]arene reported by the first two parts,the carboxyl pillar[5]arene(MAP5)has been designed and synthesized and assembled successfully on the silicon surface via click reaction(MAP5-SAMs).The chiral pools on the surface was constructed by the interaction between different amino acids(Arg,Asp,Glu,His,Lys)and pillar[5]arene.At the same time,the contact angle(CA)and solid circular dichroism(CD)spectrum are used as the signal of inclusion and inclusion-off.The fluorescent(FL)and 1H NMR are used to characterize the interaction mechanism between different amino acids(Arg,His,Lys)and pillar[5]arene.Finally,the Hela cells have been cultured together with the modified silicon surfaces and investigated the adhesion on these chiral bionic interfaces.3.Based on the influence of the charge of pillar[5]arene reported by first part,the pillar[5]arene with one end alkynyl and one end quaternary ammonium salt(QAP5)has been designed and synthesized and assembled successfully on the silicon surface via click reaction(QAP5-SAMs).The chiral pools on the surface was constructed by the interaction between different amino acids(Arg,Asp,Glu,His,Lys)and pillar[5]arene.At the same time,the contact angle(CA)and solid circular dichroism(CD)spectrum are used as the signal of inclusion and inclusion-off.The fluorescent(FL)and 1H NMR are used to characterize the interaction mechanism between different amino acids(Asp,Glu)and pillar[5]arene.Finally,the Hela cells have been cultured together with the modified silicon surfaces and investigated the adhesion on these chiral bionic interfaces.