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Hydrogen-bonding regulated supramolecular chirality with controllable biostability

Nano Research 2022年第3期15卷 2226-2234页

作者： Jinying Liu Yu Zhao Changli Zhao Xiaoqiu Dou Xiaoyu Ma Shaokang Guan Yu Jia Chuanliang Feng State Key Lab of Metal Matrix Composites School of Materials Science and EngineeringShanghai Jiao Tong UniversityShanghai 200240China Key Laboratory for Special Functional Materials of Ministry of Education School of Materials Science and EngineeringHenan UniversityKaifeng 475004China School of Materials Science and Engineering Zhengzhou UniversityZhengzhou 450001China International Laboratory for Quantum Functional Materials of Henan and School of PhysicsZhengzhou UniversityZhengzhou 450001China

The regulation of natural helical nanostructures is principally supported and actuated by hydrogen bonds(H-bonds)formed from hydrogen-bonding groups(peptide bonds and base pairs)to realize biological activities and specific biofunctional ***,studying the role of H-bonding patterns on the handedness of supramolecular assemblies is still challenging,since supramolecular assemblies will be disassembled or destabilized with slightly varying H-bonding groups for most *** circumvent this issue,herein,two types of self-assembled C2-symmetric phenylalanine derivatives differed by a single H-bonding group(ester or amide)are systematically designed for deciphering the role of H-bonding pattern on the chirality of supramolecular assemblies and their related *** handedness nanofibrous structures with tailorable diameter and helical pitch are achieved with the transition from ester to amide groups in the *** and theoretical evidence suggests that helical orientation of ester-containing gelators ascribes to intermolecular *** contrast,the helical direction for the amide-counterparts is mainly due to intra-and intermolecular ***,these H-bonding groups greatly influence their stability,as revealed by in vitro and in vivo degradation experiments and the left-handed assemblies are more stable than the right-handed ***,the study offers a feasible model to have valuable insight into understanding the role of H-bonding patterns in biological folding.

关键词： supramolecular chirality helical structures hydrogen-bonding group hydrogen-bonding pattern biostability

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Reversible CO_(2)-, Photo-and Thermo-Triple Responsive supramolecular chirality of Azo-containing Block Copolymer Assemblies Prepared by Polymerization-induced Chiral Self-assembly

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Chinese Journal of Polymer Science 2022年第1期40卷 56-66页

作者： Ya-Jing Sun Xiao-Xiao Cheng Teng-Fei Miao Hao-Tian Ma Wei Zhang Xiu-Lin Zhu Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application State and Local Joint Engineering Laboratory for Novel Functional Polymeric MaterialsCollege of ChemistryChemical Engineering and Materials ScienceSoochow UniversitySuzhou Industrial ParkSuzhou 215123China

Polymerization-induced chiral self-assembly(PICSA)is an efficient strategy that not only allows the construction of the supramolecular chiral assemblies in a controlled manner but also can regulate the morphology in ***,a series of azobenzene-containing block copolymer(Azo-BCP)assemblies with tunable morphologies and supramolecular chirality were obtained through the PICSA *** supramolecular chirality of Azo-BCP assemblies could be regulated by carbon dioxide(CO_(2))stimulus,and completely recovered by bubbling with Ar.A reversible morphology transformation and chiroptical switching process could also be achieved by the alternative 365 nm UV light irradiation and heatingcooling ***,the supramolecular chirality is thermo-responsive and a reversible chiral-achiral switching was successfully realized,which can be reversibly repeated for at least five *** work provides a feasible strategy for constructing triple stimuli-responsive supramolecular chiral nano-objects in situ.

关键词： supramolecular chirality Polymerization-induced self-assembly Azobenzene CO_(2)responsiveness

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Preparation of optical active polydiacetylene through gelating and the control of supramolecular chirality

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Science China Chemistry 2010年第2期53卷 432-437页

作者： DUAN PengFei LI YuanGang LIU MingHua Beijing National Laboratory for Molecular Science CAS Key Laboratory of ColloidInterfaceand Chemical ThermodynamicsInstitute of ChemistryChinese Academy of SciencesBeijing 100190China College of Chemistry and Chemical Engineering Xi’an University of Science and TechnologyXi’an 710054China

Achiral diacetylene 10,12-pentacosadinoic acid (PCDA) and a chiral low-molecular-weight organogelator could form co-gel in organic solvent and it could be polymerized in the presence of Zn(II) ion or in the corresponding xerogel under UV-irradiation. Optically active polydiacetylene (PDA) were subsequently obtained. supramolecular chirality of PDA could be controlled by the chirality of gelators. Left-handed and right-handed helical fibers were obtained by using Land D-gelators in xerogels respectively, and CD spectra exhibited mirror-image circular dichroism. The PDA in xerogel exhibited typical blue-to-red transition responsive to the temperature and pH, while the supramolecular chirality of PDA showed a corresponding change.

关键词： diacetylene low-molecular-weight organogel induced chirality supramolecular chirality

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Induction and modulation of supramolecular chirality in side-chain azobenzene polymers through the covalent chiral domino effect

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Science China Chemistry 2021年第12期64卷 2105-2110页

作者： Lu Yin Meng Liu Haotian Ma Xiaoxiao Cheng Tengfei Miao Wei Zhang Xiulin Zhu Suzhou Key Laboratory of Macromolecular Design and Precision Synthesis Jiangsu Key Laboratory of Advanced Functional Polymer Design and ApplicationState and Local Joint Engineering Laboratory for Novel Functional Polymeric MaterialsCollege of ChemistryChemical Engineering and Materials ScienceSoochow UniversitySuzhou215123China

Induction,transfer,and modulation of intriguing supramolecular chirality were achieved in a chiral domino-type polymer system using a chiralα-end azobenzene(Azo)moiety as one chiral terminus and achiral Azo repeating units as building *** Azo polymers prepared by atom transfer radical polymerization were imparted with well-controlled chain lengths and a chiral moiety at a well-defined *** chiral terminus can effectively dictate the helical orientation of the achiral Azo stacks in the aggregation *** spacer length between the chiral residue and the achiral repeating units dominates the preferred handedness of the side-chain Azo *** instance,the R-configuration moiety with a short alkyl chain(with 0,2,and 3 carbons)induces right-handed supramolecular chirality,whereas those with long alkyl chains(with 4,5,and 6 carbons)induce the opposite helical orientation of the Azo ***,the chiral regulation of polymer aggregates is successfully achieved using the unique photoisomerization transition of the Azo chromophore and the heat-assisted reassembly *** induction and chiral-to-achiral communication are further verified via theoretical simulations.

关键词： covalent chiral domino effect supramolecular chirality azobenzene polymer chiral induction chiral modulation

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Interfacial assembly of a series of Cu(Ⅱ)-coordinated Schiff bases complexes:Orderly nanostructures and supramolecular chirality

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Science China(Technological Sciences) 2013年第1期56卷 20-24页

作者： JIAO TiFeng LI XuHui ZHANG QingRui LI QiuRong ZHOU JingXin GAO FaMing Hebei Key Laboratory of Applied Chemistry School of Environmental and Chemical EngineeringYanshan University State Key Laboratory of Solid Lubrication Lanzhou Institute of Chemical PhysicsChinese Academy of Sciences

Four achiral Cu(Ⅱ)-coordinated Schiff bases complexes containing aromatic structures were synthesized and their supramolecular assemblies at the air/water interface were *** the compounds could be spread on water surface although they have no alkyl *** Schiff base complex molecules with naphthyl groups tended to form J-aggregate in the Langmuir-Blodgett(LB) films transferred from water *** investigation of atomic force microscopy,a multilayer film or three-dimensional structures were *** was interesting to note that the LB films of achiral compound Cu-NA with naphthyl segment and without methyl groups transferred from water surface showed *** supramolecular chirality in the present LB films was suggested to be due to a cooperative stereoregular-stacking of the functional groups in a helical *** research work provides a helpful clue for regulating the nanostructures and supramolecular chiral assembly in organized films.

关键词： interfacial assembly Langmuir-Blodgett film supramolecular chirality Schiff base

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Mapping of supramolecular chirality at the air/water interface by second harmonic generation linear dichroism

Mapping of supramolecular chirality at the air/water interfa...

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中国化学会第六届全国分子手性学术研讨会

作者： Xiaoyu Wang Lu Lin Zhen Zhang Zhou Lu Minghua Liu Yuan Guo Institute of Chemistry Chinese Academy of Sciences

supramolecular chirality based on molecular self-assembly has gained significant attention *** spatial distributions of the chirality are important *** Harmonic Generation linear dichroism（SHG-LD） has been proved to be powerful tools to measure supramolecular chirality,which quantitatively describes the chirality of the interface by the degree of chiral excess（DCE）.In this work,SHG-LD was used to investigate supramolecular chirality and the chiral spatial distribution formed by CTAB and TPPS through the S-polarized *** was found that TPPS could form complex monolayers with CTAB at the air/water interface through the electrostatic interaction at pH = *** two-dimensional distributions of supramolecular chirality（Mapping） in the complex monolayer was inhomogenous in *** contribution of magnetic-dipole transitions to the chirality of the complex monolayer may not be ignored or even be dominant in some areas of the investigated region.

关键词： supramolecular chirality second harmonic generation TPPS

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Alkali metal ions regulate the supramolecular chirality of interfacial assembly of achiral phthalocyanine

Alkali metal ions regulate the supramolecular chirality of i...

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中国化学会第五届卟啉与酞菁学术研讨会

作者： Yuying Jiang Tianyu Wang Ming Bai Jianzhuang Jiang Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials Department of ChemistryUniversity of Science and Technology Beijing Marine College Shandong University at Weihai

Because of their unique optical,electrical,and magnetic properties,fabrication of novel phthalocyanines supramolecular assemblies is becoming extremely ***,developing phthalocyanines assemblieswith tunable supramolecular chirality is still difficult due to the good planarity of phthalocyanine molecules,which could induce strong π-π interaction and tight ***,the supramolecular chirality of interfacial assembly of achiral phthalocyanine was thoroughly regulated by simply using different alkali metal *** phthalocyanine with crown ether substituents（H2Pc（15C5）4） could form chiral assemblies with helical nanostructures upon interaction with potassium ions at the air-water *** is found that the formation of phthalocyanine dimers plays very important ***,smaller lithium ions cannot induce this achiral phthalocyanine form chiral *** sodium ions can form good host-guest complex with crown ether substituents,only weak optical activity can be detected from H2Pc（15C5）4/Na+ assemblies.

关键词： supramolecular chirality phthalocyanine interfacial assembly host-guest alkali metal ions

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Fluorine Substitution Tunes the Nanofiber chirality of supramolecular Hydrogels to Promote Cell Adhesion and Proliferation

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Advanced Fiber Materials 2023年第1期5卷 377-387页

作者： Huijie Lu Yu Zhao Shuchun Qin Yanyan Zhang Jinying Liu Jian Zhang Chuanliang Feng Weili Zhao Key Laboratory for Special Functional Materials of Ministry of Education School of Materials Science and EngineeringHenan UniversityKaifeng 475004China School of Pharmacy Institutes of Integrative MedicineFudan UniversityShanghai 201203China State Key Lab of Metal Matrix Composites School of Materials Science and EngineeringShanghai Jiao Tong UniversityShanghai 200240China

Fluorine atoms confer desirable biophysical,chemical,and biological properties to peptides/proteins by participating in various intermolecular interactions with their environment,but they are rarely used to control supramolecular chirality and ***,to identify the effects of fluorine substitution on the chirality and function of supramolecular assem-blies,C2-symmetric benzene-paradicarboxamide-based phenylalanine(phe)derivatives and three monofluorinated variants that had a single fluorine atom on their benzyl side chain in either the ortho,meta,or para position were *** experimental and theoretical results clearly show that the resulting assembled fibrils were supported by multiple interactions,including hydrogen bonding,π–πstacking and C/O–H…F–CAr *** to nonfluorinated analogs,fluorine and its ring position on the aromatic side chain dictated the type and strength of the F···H interaction and then induced changes in supramolecular chirality and fiber *** studies on cell behavior showed that the order of positive interac-tion between high-order supramolecular chirality(M,P)and molecular chirality(L,D)on cell proliferation and viability is LM>DM>LP>*** findings provide a protocol for leveraging fluorine atoms and their positional dependence on directing chiral nanostructures with desirable handedness and creating fluorinated supramolecular hydrogels as extracellular matrix-mimetic scaffolds for cell culture and regenerative medicine.

关键词： supramolecular chirality Helical inversion Fluorine substitution Positional effect Cell adhesion

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Topological-skeleton controlled chirality expression of supramolecular hyperbranched and linear polymers

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Fundamental Research 2022年第3期2卷 422-428页

作者： Xin Song Xuefeng Zhu Hao Yao Weili Shang Cong Du Wensheng Lu Minghua Liu Wei Tian Shaanxi Key Laboratory of Macromolecular Science and Technology MOE Key Laboratory of Material Physics and Chemistry under Extraordinary ConditionsSchool of Chemistry and Chemical EngineeringNorthwestern Polytechnical UniversityXi’an 710072China Beijing National Laboratory for Molecular Sciences(BNLMS) Key Laboratory of ColloidInterface and Chemical ThermodynamicsInstitute of ChemistryChinese Academy of Sciences(CAS)ZhongGuanCun North First Street 2Beijing 100190China University of Chinese Academy of Sciences Beijing 100190China School of Civil Engineering Central South UniversityChangsha 410075China

The topology of polymers plays an essential role in their chemical,physical and biological ***,their effects on chirality-related functions remain ***,we reported the topology-controlled chirality expression in the chiral supramolecular system for the first *** topological supramolecular polymers,hy-perbranched(HP)and linear(LP)supramolecular polymers produced by the host-guest interactions of branched and linear monomers,respectively,exhibited completely different chirality expressions despite the same molecu-lar chirality of their ***,due to the branch points and strong steric hindrance existing in HP,cis-HP showed an enhanced and sign-inverted Cotton effect in the n-π^(∗)bands compared with cis-LP,as a result that the distinctive chirality induction and transfer were controlled by the topological *** topology-controlled chirality induction and transfer in the photoswitchable supramolecular polymers not only enables us to elucidate the in-depth effects of topology on the chiral expression in biopolymers but also inspires the design of chiroptical and bioinspired materials.

关键词： supramolecular chirality Topological skeleton supramolecular polymer Host-guest interaction Photoisomerization

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supramolecular Nanohelix Fabricated by Pillararene-Based Host–Guest System for chirality Amplification, Transfer, and Circularly Polarized Luminescence in Water

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CCS Chemistry 2022年第10期4卷 3426-3439页

作者： Krishnasamy Velmurugan Adil Murtaza Azhar Saeed Jianing Li Kaiya Wang Minzan Zuo Qian Liu Xiao-Yu Hu College of Materials Science and Technology Nanjing University of Aeronautics and AstronauticsNanjing 211106 School of Physics MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed MatterXi’an Jiaotong UniversityXi’an 710049 State Key Laboratory for Mechanical Behaviour of Materials Shaanxi International Research Center for Soft MatterXi’an Jiaotong UniversityXi’an 710049

Amplified chirality and Förster resonance energy transfer(FRET)-assisted chirality transfer frommolecular to nanoscale level have been shown to play a vital role in co-assembled nanohelix for potential energy transfer in biological ***,we have constructed a chiral host–guest complex donor system for chiral amplification via induced chirality of pillar[5]arene host and loaded it with an achiral dye acceptor to demonstrate how chirality-assisted excitation energy transfer occurred in the supramolecular nanohelix system in an aqueous medium.

关键词： host–guest interaction supramolecular chirality chirality transfer circularly polarized luminescence supramolecular self-assembly

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