In this paper,supra-amphiphilic compounds containing disaccharides and azobenzene ends have been constructed via dynamic covalent bond.It was found that the slight structural difference of the disaccharides made signi...In this paper,supra-amphiphilic compounds containing disaccharides and azobenzene ends have been constructed via dynamic covalent bond.It was found that the slight structural difference of the disaccharides made significant difference in the self-assembled morphologies.Namely,three kinds of azodisaccharide supra-amphiphiles were found to assemble into different morphologies,with the only difference in chemical structure from the disaccharides.More importantly,the structural difference between the disaccharides,including lactoside,maltoside and cellobioside was trivial.Molecular simulation revealed the packing of molecules was due to the different contribution from hydrogen bonds.The above results clearly indicated the contribution of saccharide packing,especially the related hydrogen bonding,to the final morphology of the assembled structures.展开更多
Redox responsive vesicles were constructed based on guest interaction between fl-cyclodextrin and a ferrocene self-assembly of a supra-amphiphile built by the host- derivative. The structure and destruction-reconstruc...Redox responsive vesicles were constructed based on guest interaction between fl-cyclodextrin and a ferrocene self-assembly of a supra-amphiphile built by the host- derivative. The structure and destruction-reconstruction reversibility of the ＂smart＂ vesicles were clearly characterized by electron microscopy and dynamic light scattering. Notably, these vesicles were proved to be capable of controlled release function and bringing protease resistance to the enzyme, showing great biocompatibility and promising applications.展开更多
In this paper, dynamic covalent bond has been employed to construct supra-amphiphile of carbohydrate for the first time. In neutral environment, the molecule was fabricated by reacting a hydrophobic building block bea...In this paper, dynamic covalent bond has been employed to construct supra-amphiphile of carbohydrate for the first time. In neutral environment, the molecule was fabricated by reacting a hydrophobic building block bearing benzoic aldehyde with a hydrophilic building block bearing hydrazine to form a sugar-containing supra-amphiphile based on acylhydrazone bond, The obtained azobenzene- galactopyranoside （Azo-Gal） supra-amphiphile self-assembled to fibrillar structure in water, which showed dual responses to UV light and pH.展开更多
As an emerging type of important macrocycles for supramolecular chemistry,pillararenes and their derivatives have been widely studied and applied in numerous fields,which intensively promotes the development of chemis...As an emerging type of important macrocycles for supramolecular chemistry,pillararenes and their derivatives have been widely studied and applied in numerous fields,which intensively promotes the development of chemistry,materials science and biology.Pillararene-based theranostic systems are of special interest in the biological and medical areas as they have shown very promising results.Owing to easy preparation,reliable guest affinity,good biocompatibility and stability,pillararenes are frequently used to construct functional biomaterials.On one hand,pillararenes can either be used individually or form diversiform self-assemblies such as micelles,nanoparticles and vesicles to increase water solubility and biocompatibility of drugs.On the other hand,it is promising to modify solid materials like framework materials,silica nanoparticles and graphene oxides with pillararene derivatives to enhance their functions and controllability.In this review,we summarize recent endeavors of pillararene-based supramolecular systems with theranostics and other biological applications comprising drug delivery/chemotherapy,photodynamic/photothermal therapy,antimicrobials,bioimaging,etc.By introducing several typical examples,the design principles,preparation strategies,identifications and bio-applications of these pillararene-based supramolecular systems are described.Future challenges and directions of this field are also outlined.展开更多
A novel host-guest recognition motif based on a water-soluble pillar[7]arene （WP7） and a 2,7-diazapyrenium salt （DMDAP） was prepared. According to the integrated results of ^1H NMR, 2D NOESY, UV-vis spectroscopy a...A novel host-guest recognition motif based on a water-soluble pillar[7]arene （WP7） and a 2,7-diazapyrenium salt （DMDAP） was prepared. According to the integrated results of ^1H NMR, 2D NOESY, UV-vis spectroscopy and fluorescence titration experiments, we demonstrated that the molecular recognition of WP7 to DMDAP in water not only has high association constant but also has pH-responsiveness. Subsequently, we took advantage of this molecular recognition motif to fabricate a supra-amphiphile based on WP7 and an amphiphilic 2,7-diazapyrenium derivative DAPAC. Its controllable self-assembly in water was also investigated by means of TEM and DLS techniques.展开更多
Sulfonatocalix[4]arene lowers the critical aggregation concentration of fluorocarbon surfactant pronouncedly by a factor of ca.100 to form binary amphiphilic aggregates on the basis of host-guest complexation,which wa...Sulfonatocalix[4]arene lowers the critical aggregation concentration of fluorocarbon surfactant pronouncedly by a factor of ca.100 to form binary amphiphilic aggregates on the basis of host-guest complexation,which was identified by1H NMR spectroscopy,fluorescence spectroscopy,optical transmittance spectroscopy,dynamic laser scattering,high-resolution transmission electron microscopy,scanning electron microscopy,and surface tension experiments.Moreover,the resulting aggregates can respond to external stimuli,including temperature and inclusion of competitor guest.Therefore,the present system may have potential applications in drug delivery systems.展开更多
基金the National Natural Science Foundation of China(NSFC,Nos.52125303,51721002,91956127 and 21975047)for financial supportthe National Natural Science Foundation of China(NSFC,Nos.21674114 and 91956127)for financial support+1 种基金supported by the Shanghai Municipal Science and Technology Major Project(No.2018SHZDZX01)ZJ Lab。
文摘In this paper,supra-amphiphilic compounds containing disaccharides and azobenzene ends have been constructed via dynamic covalent bond.It was found that the slight structural difference of the disaccharides made significant difference in the self-assembled morphologies.Namely,three kinds of azodisaccharide supra-amphiphiles were found to assemble into different morphologies,with the only difference in chemical structure from the disaccharides.More importantly,the structural difference between the disaccharides,including lactoside,maltoside and cellobioside was trivial.Molecular simulation revealed the packing of molecules was due to the different contribution from hydrogen bonds.The above results clearly indicated the contribution of saccharide packing,especially the related hydrogen bonding,to the final morphology of the assembled structures.
基金This work was supported by the National Natural Science Foundation of China （（Nos. 21420102007, 21234004, 21574056, 91527302）, the Chang Jiang Scholars Program of China, and Project 2016014 Sup- ported by Graduate Innovation Fund of Jilin University.
文摘Redox responsive vesicles were constructed based on guest interaction between fl-cyclodextrin and a ferrocene self-assembly of a supra-amphiphile built by the host- derivative. The structure and destruction-reconstruction reversibility of the ＂smart＂ vesicles were clearly characterized by electron microscopy and dynamic light scattering. Notably, these vesicles were proved to be capable of controlled release function and bringing protease resistance to the enzyme, showing great biocompatibility and promising applications.
基金National Natural Science Foundation of China (Nos.91527305,21474020,91227203 and 51322306)the Innovation Program of the Shanghai Municipal Education Commission are acknowledged for their financial support
文摘In this paper, dynamic covalent bond has been employed to construct supra-amphiphile of carbohydrate for the first time. In neutral environment, the molecule was fabricated by reacting a hydrophobic building block bearing benzoic aldehyde with a hydrophilic building block bearing hydrazine to form a sugar-containing supra-amphiphile based on acylhydrazone bond, The obtained azobenzene- galactopyranoside （Azo-Gal） supra-amphiphile self-assembled to fibrillar structure in water, which showed dual responses to UV light and pH.
基金This work was supported by the National Natural Science Foundation of China(22035006)This publication is based in part upon work supported by the King Abdullah University of Science and Technology Office of Sponsored Research(OSR-2019-CRG8-4032).
文摘As an emerging type of important macrocycles for supramolecular chemistry,pillararenes and their derivatives have been widely studied and applied in numerous fields,which intensively promotes the development of chemistry,materials science and biology.Pillararene-based theranostic systems are of special interest in the biological and medical areas as they have shown very promising results.Owing to easy preparation,reliable guest affinity,good biocompatibility and stability,pillararenes are frequently used to construct functional biomaterials.On one hand,pillararenes can either be used individually or form diversiform self-assemblies such as micelles,nanoparticles and vesicles to increase water solubility and biocompatibility of drugs.On the other hand,it is promising to modify solid materials like framework materials,silica nanoparticles and graphene oxides with pillararene derivatives to enhance their functions and controllability.In this review,we summarize recent endeavors of pillararene-based supramolecular systems with theranostics and other biological applications comprising drug delivery/chemotherapy,photodynamic/photothermal therapy,antimicrobials,bioimaging,etc.By introducing several typical examples,the design principles,preparation strategies,identifications and bio-applications of these pillararene-based supramolecular systems are described.Future challenges and directions of this field are also outlined.
基金This work was supported by National Basic Research Program （2013CB834502）, the National Natural Science Foundation of China （21125417, 21434005） and the Fundamental Research Funds for the Central Universities.
文摘A novel host-guest recognition motif based on a water-soluble pillar[7]arene （WP7） and a 2,7-diazapyrenium salt （DMDAP） was prepared. According to the integrated results of ^1H NMR, 2D NOESY, UV-vis spectroscopy and fluorescence titration experiments, we demonstrated that the molecular recognition of WP7 to DMDAP in water not only has high association constant but also has pH-responsiveness. Subsequently, we took advantage of this molecular recognition motif to fabricate a supra-amphiphile based on WP7 and an amphiphilic 2,7-diazapyrenium derivative DAPAC. Its controllable self-assembly in water was also investigated by means of TEM and DLS techniques.
基金supported by the National Basic Research Program of China(2011CB932502)the National Natural Science Foundation of China(91227107 and 21172119)
文摘Sulfonatocalix[4]arene lowers the critical aggregation concentration of fluorocarbon surfactant pronouncedly by a factor of ca.100 to form binary amphiphilic aggregates on the basis of host-guest complexation,which was identified by1H NMR spectroscopy,fluorescence spectroscopy,optical transmittance spectroscopy,dynamic laser scattering,high-resolution transmission electron microscopy,scanning electron microscopy,and surface tension experiments.Moreover,the resulting aggregates can respond to external stimuli,including temperature and inclusion of competitor guest.Therefore,the present system may have potential applications in drug delivery systems.
