Article
Chemistry, Multidisciplinary
Ning Zhang, Siyu Guo, Bolin Gong
Summary: A novel bridged bis(beta-cyclodextrin) chiral stationary phase (HTCDP) was synthesized for the first time, showing superior enantiomer separation and chiral recognition abilities. By optimizing chromatographic conditions, HTCDP successfully separated 19 analytes with high resolution, outperforming the native beta-CD chiral stationary phase (CDCSP).
Article
Polymer Science
Yue Liu, Zhiping Su, Shuangcheng Jiang, Haoran Sun, Haixia Lyu, Zenghong Xie
Summary: The bridged bis(beta-cyclodextrin) functionalized urea-formaldehyde monolithic column showed superior chromatographic performance with high enantioselectivity compared to the native CD monolith. The enantioselectivity of the bridged CD monolith was related to the polarity of the functional linker, providing mixed-modes for effective chiral separation. This new chiral separation material has potential applications in the analysis of chiral compounds due to its rapid preparation and higher enantioseparation performance.
Article
Chemistry, Multidisciplinary
Jie Yu, Jie Niu, Jinlong Yue, Li-Hua Wang, Yu Liu
Summary: In this study, phenyl-bridged bis(triphenylamine) derivatives were encapsulated by cucurbit[8]uril to form a network-like organic nanosheet, which enhanced its near-infrared luminescence. Supramolecular nanoparticles were also developed, further improving the near-infrared luminescence. The supramolecular assembly discovered in this study showed efficient phosphorescent resonance energy transfer and was successfully applied in targeted near-infrared cell imaging.
Article
Biochemical Research Methods
Qingli Zeng, Hui Zhong, Tianci Zhang, Zhiqin Huang, Laisheng Li
Summary: An azobenzenediamide bridged bis(beta-cyclodextrin) chiral stationary phase (AZCDP) was prepared and showed strong chiral separation ability, successfully resolving 32 out of 40 chiral compounds with a resolution up to 3.93 within 20 minutes. The AZCDP with double cavities had better separation performance compared to the commonly used CD-CSPs with single cavity, thanks to the synergistic inclusion effect. The unique bridging group of azobenzenediamide also provided hydrogen bond, pi-pi and other sites, facilitating chiral separations.
JOURNAL OF CHROMATOGRAPHIC SCIENCE
(2023)
Article
Chemistry, Analytical
Zhong Hui, Zeng Qing-Li, Zhang Tian-Ci, Shuang Ya-Zhou, Li Lai-Sheng
Summary: A novel pyridinediamide bridged bis(beta-cyclodextrin) chiral stationary phase (PyCDP) was synthesized and evaluated for chiral high performance liquid chromatography (HPLC) performance. The results showed that PyCDP could separate a variety of chiral analytes in both reversed-phase and polar organic modes, outperforming the common native cyclodextrin stationary phase (CDCSP).
CHINESE JOURNAL OF ANALYTICAL CHEMISTRY
(2022)
Article
Nanoscience & Nanotechnology
Jian Chen, Hui Liu, Xiufang Li, Jianbing Li, Rongdi Tang, Zhiwei Deng, Yanjing Yang, Shian Zhong
Summary: The study utilizes methylated beta-cyclodextrins linked with acid-sensitive acylhydrazone and GSH-sensitive disulfide bonds to achieve precise drug release, with the potential for future clinical applications. In vivo studies show specific drug delivery characteristics and controlled drug release behaviors in tumor sites, leading to high antitumor activity and low toxicity. This dual stimuli-responsive bis(beta-CD) demonstrates superior amphiphilicity and biocompatibility, highlighting its great potential for clinical applications.
Review
Pharmacology & Pharmacy
Helen Haixia Wu, Patrick Garidel, Blech Michaela
Summary: The main challenge in developing high-concentration formulations (HCF) for IgG and Ig-based therapeutics is to achieve essential solubility, viscosity, and stability of these molecules. 2-Hydroxypropyl betacyclodextrin (HP-8-CD) has emerged as a promising excipient for HCF development, despite being used in chemical drugs for over thirty years. This review covers the various aspects of HP-8-CD application in pharmaceutical formulation and highlights the challenges and potential future directions in formulation manufacturing for IgG and Ig-based therapeutics.
INTERNATIONAL JOURNAL OF PHARMACEUTICS
(2021)
Article
Multidisciplinary Sciences
Kostas Bethanis, Elias Christoforides, Athena Andreou, Elias Eliopoulos
Summary: This study investigates the gain and loss of symmetry in TM-beta-CD by studying its conformational features and complexation with different shaped molecules. The findings reveal a pronounced induced-fit complexation mechanism in permethylated CDs.
Article
Chemistry, Applied
Yazhou Shuang, Tianci Zhang, Hui Zhong, Laisheng Li
Summary: A new high-throughput LC-MS/MS method was developed for convenient monitoring of chiral pesticides in fruits and vegetables, enabling simultaneous enantio-separation of multiple analytes and simplification of sample pre-treatment. This method demonstrated good linearity, high recoveries, and accurate determination of enantiomeric fractions in strawberry, cucumber, and tomato samples.
Article
Chemistry, Analytical
Qingli Zeng, Hui Zhong, Tianci Zhang, Zhiqin Huang, Laisheng Li
Summary: A new type of perylenediimide bridged bis(beta-cyclodextrin)-bonded stationary phase was successfully prepared and characterized. The chiral HPLC performance of this stationary phase was systematically evaluated, and it showed high resolutions for a wide range of chiral compounds. The excellent chiral separation capability of this material can be attributed to the synergistic effects of the bridged cyclodextrin cavities and the large pi-pi stacking, hydrogen bond, dipole-dipole, and basic primary amine site (-NH-) provided by the perylenediimide bridging group.
ANALYTICAL SCIENCES
(2022)
Article
Biochemistry & Molecular Biology
Mohammed Jabedul Hoque, Mitsuo Toda, Nobuyuki Mase
Summary: Aromatic diamines play a crucial role in polyimide and other thermosetting polymers. This study focuses on the threading of cyclodextrins onto diamine monomers to improve the solubility and thermal stability of resulting polymers. The co-precipitation method is commonly used to isolate inclusion complexes (ICs), but other methods were explored in this study. The formation of ICs between beta-cyclodextrin and aromatic diamines was investigated using hot water mixing, co-precipitation, and solid-state grinding.
JOURNAL OF CARBOHYDRATE CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Franciska S. Gogesch, Lukas S. Laininger, Nick Sokov, Stefan M. Schupp, Laura Senft, Hipassia M. Moura, Michael Linseis, Lukas Schmidt-Mende, Ivana Ivanovic-Burmazovic, Miriam M. Unterlass, Rainer F. Winter
Summary: We report on the synthesis and characterization of a new bis(alkenylruthenium) complex with a longitudinally extended, pi-conjugated dibenzotetrathiafulvalene bridge. The complex undergoes four consecutive oxidations and forms an electronically coupled mixed-valent state. It also reacts with strong organic acceptors to form a radical cation.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Provakar Paul, Saikat Samanta, Arunavo Chatterjee, Arabinda Mallick, Tapas Majumdar
Summary: Disaggregation-induced emission enhancement of a self-aggregated bis-indole derivative (BIPM) was studied using beta-CD molecules for emission recovery. A simple and effective strategy was employed to disaggregate the BIPM self-aggregates into monomers using beta-CD molecules, leading to improved emission efficiency. Photophysical and thermodynamic investigations were carried out to understand the disaggregation process and its potential applications in diverse biological and pharmaceutical fields.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2023)
Article
Biochemistry & Molecular Biology
Vera A. Borzova, Andrey M. Chernikov, Valeriya V. Mikhaylova, Boris I. Kurganov
Summary: Chemical chaperones are capable of suppressing protein aggregation at different stages. This study investigates the change in aggregation kinetics of yeast alcohol dehydrogenase in the presence of 2-hydroxypropyl-beta-cyclodextrin. The results show that the addition of the chaperone alters the aggregation kinetics and the order of aggregation with respect to protein.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Chemistry, Analytical
Litao Wang, Wenjing Lv, Siqi Han, Qinghua Yu, Dong Pei, Jian Xu, Meixia Wang, Guihua Gao, Mei Lv
Summary: A new type of chiral stationary phase, selenium-bridged bis(beta-cyclodextrin)s organic-inorganic hybrid silica material, was successfully synthesized and showed better chiral resolution effect in high performance liquid chromatography, possibly due to multiple interactions and the synergistic effect of two cyclodextrins. This synergy has great potential for development in chiral resolution.
JOURNAL OF SEPARATION SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
Shun-Yu Yao, Yu-Xin Yue, An-Kang Ying, Xin-Yue Hu, Hua-Bin Li, Kang Cai, Dong-Sheng Guo
Summary: This article introduces a method for constructing stimuli-responsive supramolecular polymers based on host-guest interactions, utilizing specific guests that can respond to external stimuli. The researchers successfully prepared stable and anti-tumor supramolecular polymer nanoparticles by selecting specific guests with outstanding hosting properties and stimuli-responsive properties.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Zhixue Liu, Mengdi Tian, Heng Zhang, Yu Liu
Summary: In this study, coumarin was modified on ethylenediamine beta-cyclodextrin, which improved its binding affinity to glutathione by a reversible Michael addition, showing 113 times higher affinity than coumarin itself. This modification enabled dynamic real-time sensing of glutathione in living HeLa cells.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Jie Yu, Hui Wang, Xian-Yin Dai, Jie Niu, Yu Liu
Summary: An injectable polysaccharide supramolecular hydrogel was synthesized by cross-linking opened d-glucopyranosyl beta-cyclodextrin with aldehyde groups (ACD) with biomacromolecule chitosan (CS). It showed clustering-triggered emission with high quantum yield (32.25%) and could co-assemble with triphenylamine derivative (TPA) and encapsulate Cyanine 5 (Cy5) or Nile blue (NiB) for supramolecular cascade energy transfer. This hydrogel has potential applications in cell imaging.
CHEMICAL COMMUNICATIONS
(2023)
Article
Materials Science, Multidisciplinary
Wen-Wen Xing, Hui-Juan Wang, Zhixue Liu, Zhen-Hai Yu, Heng-Yi Zhang, Yu Liu
Summary: Cascade energy capturers based on supramolecular assembly have attracted great research interest in luminescent materials. A cucurbit[8]uril (CB[8])-encapsulated coumarin-bridged phenylpyridinium salt (G) was reported to form a biaxial polypseudorotaxane (G subset of CB[8]), which not only induced the phosphorescence of the guest G, but also activated the photodimerization of coumarin functional group in the CB[8] cavity (G-dimer subset of CB[8]), resulting in enhanced phosphorescence emission. The system showed potential for targeted imaging in HeLa cells.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Materials Science, Multidisciplinary
Wen-Wen Xu, Yue-Xiu Qin, Jie Niu, Wenshi Xu, Yong Chen, Heng-Yi Zhang, Yu Liu
Summary: This study reports the construction of dual-rotor luminogens through supramolecular secondary reassembly, resulting in bright fluorescence emission. The reassembly not only transforms the morphology, but also activates the fluorescence of the dual-rotor molecule with a large Stokes shift. The system shows potential applications in information security and targeted cancer cell imaging.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Agronomy
Rong Ma, Yue-Dan Zheng, Han-Wen Tian, Meng-Meng Chen, Yu-Xin Yue, Qiang Bian, Hua-Bin Li, Dong-Sheng Guo
Summary: In this study, a novel supramolecular adjuvant called SAC4A was developed based on the molecular recognition of a macrocyclic host, which significantly enhances the water solubility of pesticides. SAC4A exhibits multiple advantages including high water solubility, strong binding affinity, universality, and simple preparation.
PEST MANAGEMENT SCIENCE
(2023)
Article
Materials Science, Multidisciplinary
Yonghui Sun, Linnan Jiang, Lijuan Liu, Yong Chen, Wen-Wen Xu, Jie Niu, Yuexiu Qin, Xiufang Xu, Yu Liu
Summary: Two kinds of amorphous solid-state supramolecular systems with purely organic room temperature phosphorescence (RTP) were reported, which were activated by calix[3]phenothiazine (C[3]Pz) and 1,2-/1,3-dicyanobenzene (1,2-/1,3-DCB). The RTP of these supramolecular systems was entirely from the interaction between 1,2-/1,3-DCB and C[3]Pz, forming dense supramolecular complexes, leading to two different phosphorescence emissions. The use of 1,2-DCB and 1,3-DCB as molecular rivets fixed the C[3]Pz, inhibiting molecular vibration and reducing nonradiative relaxation, resulting in effective RTP emission with high quantum yields.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Materials Science, Multidisciplinary
Rong Zhang, Yong Chen, Lei Chen, Yi Zhang, Yu Liu
Summary: Photoacid sulfonato-merocyanine (MEH) is added to a mixed solution of amphiphilic calix[4]arene (SC4A8) and tetra-(4-pyridylphenyl) ethylene (TPE-4Py), resulting in in situ supramolecular self-assembly or disassembly and regulation of two types of fluorescence emission. Under 420 nm irradiation, MEH releases protons and becomes a ring-closed isomer spiropyran (SP), which protonates TPE-4Py and assembles with SC4A8 to form a supramolecular assembly with yellow fluorescence at 540 nm through electrostatic interactions. In the dark, SP changes to ring-opened MEH, leading to a spontaneous disassembly accompanied by fluorescence emission at 495 nm. A photo-activated reversible in situ supramolecular system is successfully obtained. Furthermore, Rhodamine B (RhB) is doped as an energy acceptor in the ternary supramolecular assembly, allowing efficient energy transfer through light irradiation.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Materials Science, Multidisciplinary
Yi Zhang, Yong Chen, Hui Zhang, Lei Chen, Qiyu Bo, Yu Liu
Summary: A solid slide-ring supramolecular elastomer with excellent tensile property, toughness, and fatigue resistance has been constructed. It exhibits reversible mechano-induced fluorescence changes and highly reversible mechano-induced regulation of energy transfer. This bifunctional mechanochromic slide-ring supramolecular elastomer has the intrinsic superiority of slide-ring into fatigue resistant mechanoresponsive strain sensing materials.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Shujie Li, Ying Wang, Xiaoran Wang, Jintang Feng, Dong-Sheng Guo, Zhaowei Meng, Yang Liu, Shao-Kai Sun, Zhanzhan Zhang
Summary: A macrocyclic-albumin conjugate (MAC) is developed for precise loading and controlled release of anticancer drugs. By conjugating multiple macrocyclic hosts to albumin molecules, the MAC enables precise drug loading through host-guest interactions and releases loaded drugs under hypoxic conditions. The MAC achieves efficient cancer diagnosis and combined radio-chemotherapy in breast cancer cell-bearing mice.
Article
Chemistry, Multidisciplinary
Xin-Yue Hu, Rong Fu, Dong-Sheng Guo
Summary: A host-guest drug delivery system (HGDDS) is a complex formed by an artificial receptor and a therapeutic agent that can dissociate and release drugs at the lesion site. Macrocyclic receptors are promising drug carriers due to their ease of preparation, precise molecular weight, well-defined molecular structure, and excellent chemical stability. However, there are still several demands that need to be considered for practical application, such as high binding affinity, universal binding to multiple drugs, targeting, and stimuli-responsiveness.
ACCOUNTS OF MATERIALS RESEARCH
(2023)
Review
Chemistry, Multidisciplinary
Fangqian Yin, Juan-Juan Li, Bingsen Shi, Kai Zhang, Xiao-Liu Li, Ke-Rang Wang, Dong-Sheng Guo
Summary: Carbohydrates play important roles in biological processes such as energy production, storage, protein recognition, immune response, and macromolecule decoration. The construction of multivalent carbohydrate systems is crucial in glycobiochemistry, and supramolecular macrocycles with adjustable cavity, controllable conformation, precise structure, modifiability, and pre-organized structure have significant applications in biomedical materials. This review focuses on the synthesis of carbohydrate-macrocycle conjugates, their biofunctions, synergistic contribution, and future perspectives.
MATERIALS CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Jie Niu, Yao-Hua Liu, Wenshi Xu, Wen-Wen Xu, Ya-Hui Song, Jie Yu, Ying-Ming Zhang, Yu Liu
Summary: A ternary supramolecular assembly, consisting of a morpholine-modified permethyl beta-cyclodextrin, sulfonated porphyrin, and folic acid-modified chitosan, was constructed with dual-targeting capability towards lysosomes and cancer cells. The obtained assembly exhibited enhanced photodynamic effect and achieved precise imaging in cancer cells, surpassing the performance of free porphyrin.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Juan-Juan Li, Rui-Xue Rong, Yan Yang, Zong-Ying Hu, Bing Hu, Ying-Ying Zhao, Hua-Bin Li, Xin-Yue Hu, Ke-Rang Wang, Dong-Sheng Guo
Summary: Host-guest drug delivery systems (HGDDSs) have been studied to modify therapeutic agents and improve treatment effects. The targeting ability of HGDDSs needs continuous improvement for the development of precision medicine. In this study, a lactose-modified azocalix[4]arene (LacAC4A) was used as a triple targeting drug carrier for antitumor purposes. LacAC4A showed effective tumor growth suppression through passive targeting, active targeting, and stimuli-responsive targeting. This design principle provides a new material for drug delivery systems.
MATERIALS HORIZONS
(2023)
Article
Materials Science, Biomaterials
Bing Hu, Juan-Juan Li, Yan-Bin Ren, Tian-Xing Zhang, Li-Bin Chen, Xiao-Liu Li, Dong-Sheng Guo, Ke-Rang Wang
Summary: The development and study of five calixarene-based cryoprotectants in this research demonstrated their excellent cryoprotective effects, especially for those with specific functional groups. This provides a supramolecular principle for the development of novel cryoprotectants.
JOURNAL OF MATERIALS CHEMISTRY B
(2023)