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Chinese Chemical Letters 2022年第11期33卷 4882-4885页

作者： Hangyan Yu Han Lin Yuntian Xie Mengyuan Qu Min Jiang Jie Shi Haofei Hong Hongrui Xu Ling Li Guochao Liao Zhimeng Wu Zhifang Zhou The Key Laboratory of Carbohydrate Chemistry&Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan UniversityWuxi 214122China Suzhou Municipal Center for Disease Control and Prevention Suzhou 215004China Joint Laboratory for Translational Cancer Research of Chinese Medicine of the Ministry of Education of the People's Republic of China International Institute for Translational Chinese MedicineGuangzhou University of Chinese MedicineGuangzhou 510006China

We construct MUC1 vaccines usingβ-cyclodextrin grafted chitosan(CS-g-CD)as carrier via host-guest interaction.These vaccines based on non-covalent assembling can provoke robust immune responses,including high level of specific antibodies and cytokines.The induced antibodies can specifically recognize tumor cells and mediate cytotoxicity against tumor cells.These results indicate that CS-g-CD with strong immunostimulatory activities can be a straightforward platform for peptide-based vaccine construction.

关键词： β-Cyclodextrin grafted chitosan MUC1 antigen Cancer vaccine host-guest interaction Vaccine carrier Tn antigen

host-guest interaction tailored cucurbit[6]uril-based supramolecular organic frameworks(SOFs) for drug delivery

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Chinese Chemical Letters 2022年第3期33卷 1529-1532页

作者： Chun Liu Yu Xia Zhu Tao Xin-Long Ni Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China College of Chemistry and Chemical Engineering Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan ProvinceHunan Normal UniversityChangsha 410081China

An approach for the construction of crystalline porous supramolecular organic frameworks (SOFs) via outer-surface interactions of cucurbit[6]uril (Q[6]) with high yield is presented. This approach enables the noncovalent integration of guest molecules into ordered topologies and creates new host-guest-complex-based SOFs;i.e., the topology can be predesigned and constructed by using [ZnCl_(4)]^(2-) anions to induce the formation of solid Q[6]-SOFs, and the pore wall surface can be easily modified by the Q[6]-encapsulated guest molecules. In addition, one of prepared solid Q[6]-SOFs showed a high drug-loading capacity and smart potential release control for drug-delivery applications.

关键词： Cucurbituril SOFs Porous materials host-guest interaction Drug delievery

Cucurbit[8]uril-regulated face-to-face dimerization assembly enhanced photosensitization and photocatalysis

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Science China Chemistry 2024年第5期67卷 1605-1612页

作者： Haigen Nie Die Hu Zhiyao Zeng Yan Fan Yaxin Zhai Xin-Long Ni Key Laboratory of Chemical Biology and Traditional Chinese Medicine Ministry of Educational of ChinaKey Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan ProvinceCollege of Chemistry and Chemical EngineeringHunan Normal UniversityChangsha 410081China Key Laboratory of Low-Dimensional Quantum Structures and Quantum Control of Ministry of Education Department of PhysicsHunan Normal UniversityChangsha 410081China

In water, N,N′-diarylpyridinium thiazolo[5,4-d]thiazole guests(G1–G3) were encapsulated by cucurbit[8]uril(Q[8]) to construct Q[8]_(3)/G_(2) complexes, in which the encapsulated G molecules exist as an exact face-to-face dimer. These complexation behaviors have been indicated by proton nuclear magnetic resonance(~1H NMR) spectroscopy and isothermal titration calorimetry(ITC),and have been confirmed by X-ray single crystal structural analysis of Q[8]_(3)/G2_(2). While free guests G1–G3 have no ability to sensitize singlet oxygen, they all become effective singlet oxygen sensitizers when complexed with Q[8]. By irradiation of white light, Q[8]_(3)/G_(2) complexes induced selective oxidation of aryl sulfide to aryl sulfoxide in good yields and selective oxidation of dimethyl sulfide(DMS) to dimethyl sulfoxide(DMSO) in excellent yields without over-oxidation to dimethyl sulfone(DMSO_(2))even for elongated irradiation. High-yield photo-oxidation of DMS to DMSO_(2) was only achieved by irradiation of blue light in the presence of Q[8]_(3)/G1_(2), which was also effective in photobleaching of Rhodamine B in water. The higher photo-oxidation power of Q[8]_(3)/G1_(2) has been ascribed to an additional generation of reactive oxygen species besides singlet oxygen.

关键词： host-guest interaction dimerization macrocycles photosensitization

A supramolecular self-assembly material based on cucurbituril and cationic TPE as ultra-sensitive probe of energetic pentazolate salts

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Defence Technology（防务技术） 2024年第5期35卷 69-76页

作者： Boan Tang Jingxiang Zhong Shutao Wang Shiyu Zhou Yongxing Tang Wei Huang School of Chemistry and Chemical Engineering Nanjing University of Science and TechnologyNanjing 210094China

The successful synthesis of the pentazolate anion(cyclo-N-5)has been a great breakthrough in the field of energetic materials.However,the detection methods for these energetic materials based on the pentazolate anion are quite rare.Herein,two fluorescent probes for cyclo-N-5anion were designed.Sensor 1(TPE2N)was synthesized with a tetraphenylethylene functionalized by two cationic groups which can generate strong electrostatic interactions with pentazolate anion and result in specific fluorescent changes.Sensor 2 was designed based on sensor 1 and supramolecular cucurbit[7]uril(CB[7]).The unique structural features of CB[7]provide sites for the interaction between the cations and N-5anion in its cavity,which would generate a platform for the detection and enhance the recognition performance.Isothermal titration calorimetry(ITC)experiment and fluorescence titration experiment indicate the binding molar ratio between sensor 1 with CB[7]is 1:2.Both sensors display typical aggregation-induced emission(AIE)features and good water-solubility.The sensors demonstrate excellent sensitivity to pentazole hydrazine salt with high enhancement constant(sensor 1:1.34×10^(6);sensor 2:3.78×10^(6))and low limit of detection(LOD:sensor 1=4.33μM;sensor 2=1.54μM).The formation of an AIE-based supramolecular sensor effectively improves the sensitivity to N-5anion.In addition,the probes also have good selectivity of N-5anion salts.The research would shed some light on the design of novel fluorescent sensors to detect pentazolate-based molecules and provides an example of supramolecular chemistry combined with fluorescent probes.

关键词： Pentazolate anion Explosives detection Aggregation-induced emission(AIE) host-guest interaction

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Engineering singlet and triplet excitons of TADF emitters by different host-guest interactions

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Aggregate 2024年第1期5卷 337-344页

作者： Wei Zhang Jie Kong Rui Zhi An Jiachen Zhang Yujie Zhou Lin-Song Cui Meng Zhou Hefei National Research Center for Physical Sciences at the Microscale University of Science and Technology of ChinaHefeiChina Key Laboratory of Precision and Intelligent Chemistry University of Science and Technology of China(USTC)HefeiChina CAS Key Laboratory of Soft Matter Chemistry Department of Polymer Science and EngineeringUniversity of Science and Technology of ChinaHefeiChina

Understanding the host-guest interactions for thermally activated delayed fluorescence(TADF)emitters is critical because the interactions between the host matrices and TADF emitters enable precise control on the optoelectronic performance,whereas technologically manipulating the singlet and triplet excitons by using different kinds of host-guest interactions remains elusive.Here,we report a comprehensive picture that rationalizes host-guest interaction-modulated exciton recombination by using time-resolved spectroscopy.We found that the early-time relaxation is accelerated in polar polymer because dipole-dipole interaction facilitates the stabilization of the 1CT state.However,an opposite trend is observed in longer delay time,and faster decay in the less polar polymer is ascribed to theπ-πinteraction that plays the dominant role in the later stage of the excited state.Our findings highlight the technological engineering singlet and triplet excitons using different kinds of host-guest interactions based on their electronic characteristics.

关键词： host-guest interaction singlet TADF triplet

OH regulator of highly dispersed Ru sites on host Pd nanocrystals for selective ethanol electro-oxidation

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Nano Research 2024年第5期17卷 3863-3871页

作者： Zhihe Xiao Yueguang Chen Renjie Wu Yuwei He Chunfeng Shi Leyu Wang State Key Laboratory of Chemical Resource Engineering College of ChemistryBeijing University of Chemical TechnologyBeijing 100029China Research Institute of Petroleum Processing SINOPECBeijing 100083China

The ethanol oxidation reaction(EOR)is crucial in direct alcohol fuel cells and chemical production.However,the electro-oxidation of ethanol molecules to produce acetaldehyde and carbon monoxide can poison the active sites of nanocatalysts,resulting in reduced performance and posing challenges in achieving high activity and selectivity for ethanol oxidation.In this study,we employed a dynamic seed-mediated method to precisely modify highly dispersed Ru sites onto well-defined Pd nanocrystals.The oxyphilic Ru sites serve as"OH valves",regulating water dissociation,while the surrounding Pd atomic arrangements control electronic states for the oxidation dehydrogenation of carbonaceous intermediates.Specifically,Ru0.040@Pd nanocubes(Ru:Pd=0.04 at.%),featuring(100)facets in Ru-Pd4 configurations,demonstrate an outstanding mass activity of 6.53 A·mgPd^(-1) in EOR under alkaline conditions,which is 6.05 times higher than that of the commercial Pd/C catalyst(1.08 A·mgPd-1).Through in-situ experiments and theoretical investigations,we elucidate that the hydrophilic Ru atoms significantly promote the dynamic evolution of H_(2)O dissociation into OHads species,while the electron redistribution from Ru to adjacent Pd concurrently adjusts the selective oxidation of C_(2) intermediates.This host-guest interaction accelerates the subsequent oxidation of carbonaceous intermediates(CH_(3)CO_(ads))to acetate,while preventing the formation of toxic*CHx and*CO species,which constitutes the rate-determining step.

关键词： OH regulator atomic sites ethanol electro-oxidation host-guest interaction

host-guest interaction of β-cyclodextrin with isomeric ursolic acid and oleanolic acid:physicochemical characterization and molecular modeling study

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The Journal of Biomedical Research 2017年第5期31卷 395-407页

作者： Yuan Huang Peng Quan Yongwei Wang Dongsheng Zhang Mingwan Zhang Rui Li Nan Jiang Department of Pharmacy Affiliated Wuxi Peoples HospitalNanjing Medical University Department of Pharmaceutical Sciences Shenyang Pharmaceutical University School of Pharmacy Nanjing Medical University Department of Colorectal Surgery The First Affiliated Hospital of Nanjing Medical University

Ursolic acid(UA) and oleanolic acid(OA) are insoluble drugs. The objective of this study was to encapsulate them into β-cyclodextrin(β-CD) and compare the solubility and intermolecular force of β-CD with the two isomeric triterpenic acids. The host-guest interaction was explored in liquid and solid state by ultraviolet-visible absorption,1H NMR, phase solubility analysis, and differential scanning calorimetry, X-ray powder diffractometry, and molecular modeling studies. Both experimental and theoretical studies revealed that β-CD formed 1: 1 water soluble inclusion complexes and the complexation process was naturally favorable. In addition, the overall results suggested that ring E with a carboxyl group of the drug was encapsulated into the hydrophobic CD nanocavity. Therefore, a clear different inclusion behavior was observed, and UA exhibited better affinity to β-CD compared with OA in various media due to little steric interference, which was beneficial to form stable inclusion complex with β-CD and increase its water solubility effectively.

关键词： β-cyclodextrin oleanolic acid ursolic acid host-guest interaction molecular modeling

A selective and stepwise aggregation of a new fluorescent probe for dinitrate explosive differentiation by self-adaptive host-guest interaction

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Science China Chemistry 2020年第1期63卷 116-125页

作者： Jinlan Jia Wei Xu Yaguo Yu Yanyan Fu Qingguo He Huimin Cao Jiangong Cheng State Key Lab of Transducer Technology Shanghai Institute of Microsystem and Information TechnologyChinese Academy of SciencesShanghai 200050China Center of Materials Science and Optoelectronics Engineering University of the Chinese Academy of SciencesBeijing 100039China

Nitrate explosive is hard to detect due to lack of aromatic ring and weak interaction with fluorescence probe.More challenging is even to differentiate the dinitrates with multiple nitrate explosives based on photo induced electron transfer or aggregation caused fluorescence change mechanism.A highly selective dinitrate explosive probe was designed based on a new strategy-stepwise aggregation of multiple anchored fluorene dimer 8Py-2 F.Compared with its monomer counterpart 2Py-F,8Py-2 F showed a selective and stepwise fluorescence quenching to dinitrate explosives-ethylene glycol(EGDN)and triethylene glycol dinitrate(TEGDN).The limits of detection(LODs)are 2.72μM for TEGDN and 0.46μM for EGDN,which is three orders of magnitude lower than those of 2Py-F.The stepwise quenching process is well matched with the stepwise aggregation process as evidence by scanning electron microscopy(SEM).Nuclear magnetic resonance(NMR)and quantum chemical calculation proved the interaction force between the dinitrate and 8Py-2 F is hydron bonding interaction,and interaction distance is far less than that of the multiple nitrates coming from the flexibility of the chain and steric hinderance,which resulted in a self-adaptive interaction and higher selectivity.The new strategy is beneficial for the differentiation of the chemicals with similar energy level which is difficult to realize via other method,and the new method provides fluorometric probe for dinitrate explosive detection and makes it an ideal candidate for chemical detection and analysis in public safety and environmental monitoring.

关键词： fluorescence probe dinitrate explosive stepwise aggregation host-guest interaction

A simple and sensitive assay for apurinic/apyrimidinic endonuclease 1activity based on host-guest interaction of β-cyclodextrin polymer and pyrene

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Chinese Chemical Letters 2018年第6期29卷 973-976页

作者： Maogui Zhou Shiya Qin Zhenzhen Feng Chunxia Song Hua Zhang Wenshan Li Qing Wang Jianbo Liu Jin Huang Xiaohai Yang Kemin Wang State Key Laboratory of Chemo/Biosensing and Chemometrics College of Chemistry and Chemical Engineering Key Laboratory for Bio-Nanotechnology and Molecular Engineering of Hunan Province Hunan University School of Science Anhui Agricultural University

Apurinic/apyrimidinic endonuclease 1（APE1） plays an important role in protecting the fidelity of genetic material and is also a promising biomarker of cancers. Herein, a simple and sensitive fluorescent method for APE1 activity detection was designed based on host-guest interaction between β-cyclodextrin polymer（β-CDP） and pyrene. In this method, pyrene-labelled DNA probes（AP-S1 S2） and β-CDP functioned as fluorescent signal producer and enhancer, respectively. When APE1 was absent, pyrene on the AP-S1 S2 could not enter the cavity of β-CDP because of steric hindrance, leading to a weak fluorescence intensity/anisotropy. When APE1 was present, it would recognize and cleave AP site in APS1 S2, thus producing a dissociated pyrene-labelled oligonucleotide segment. Pyrene labelled at the 50 end of oligonucleotide segment could be easily trapped into the cavity of β-CDP via host-guest interaction, leading to a significant enhancement of fluorescence intensity/anisotropy. This assay offered a dynamic range of 0.05 U/m L–5 U/m L and an estimated detection limit of 0.05 U/m L. Furthermore,assessment of APE1 activity in He La cell extracts was successfully implemented, which hold the potential for APE1-related cancer diagnosis and biological researches.

关键词： APE1 host-guest interaction Fluorescence β-Cyclodextrin polymer Pyrene

Recent advances in long-persistent luminescence materials based on host–guest architecture

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Chinese Chemical Letters 2024年第1期35卷 84-94页

作者： Tiantian Wang Man Liu Jiayi Mao Yimeng Liang Lichang Wang Dongzhi Liu Tianyang Wang Wenping Hu Tianjin Key Laboratory of Molecular Optoelectronic Science(TJ-MOS) Department of ChemistrySchool of ScienceTianjin UniversityTianjin 300072China Department of Chemistry and Biochemistry and the Materials Technology Center Southern Illinois UniversityCarbondaleIL 62901United States School of Chemical Engineering and Technology Tianjin UniversityTianjin 300072China d Haihe Laboratory of Sustainable Chemical Transformations Tianjin 300192China Joint School of National University of Singapore and Tianjin University International Campus of Tianjin UniversityBinhai New CityFuzhou 350207China

Organic long-persistent luminescence(LPL)materials,featuring low preparation cost,eco-friendly synthesis,and easy modification of functional groups,have exhibited extensive applications in information encryption,anti-counterfeiting,and biological imaging.Several design strategies including crystallization-inducement,H-aggregation,and host-guest doping to enhance persistent-room-temperature phosphorescence(RTP)effect by precisely controlling intersystem crossing(ISC)constant and suppressing nonradiative decay rates,those are important strategies to enable LPL performance.Among the strategies,researchers have made several efforts to enhance persistent-RTP effect by host-guest interaction,in which the host matrices provide a rigid environment for phosphor guest molecules.The interaction of the luminescent guest molecules with the host matrix can effectively reduce the vibration and rotation of the luminescent molecules,and suppress the non-radiative inactivation,thereby improving the phosphorescence quantum yield.This review aims to summarize several design strategies of pure organic LPL materials based on persistent-RTP effect through host-guest interaction,and describe some applications of pure organic LPL materials in different fields.

关键词： Organic long-persistent luminescence host-guest interaction Small molecule Macrocyclic Polymer