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ANALYST · 2023 ·Vol. 149 ·期 4 ·1160-1168 · IF 4.2

Electrochemiluminescence of an iridium complex doped with SiO2 nanoparticles to detect 2-adamantanamine based on the host–guest interaction of cucurbit[7]uril

Yahui Zhang,Haifeng Yao,Yongping Dong

The poor solubility of iridium complexes severely hampers its application in the electrochemiluminescence (ECL) sensing field. The doping of an iridium complex with silica (SiO2) nanospheres provides feasible solution for this problem. Herein, one kind of water insoluble iridium complex ([Ir(dFppy)2(d(CF3)bpy)](PF6)) was doped with SiO2 nanoparticles to obtain a luminescent nanocomposite (SiO2@Ir) which could generate strong ECL signals to act as a beacon molecule. An “off–on–off” mode ECL sensor was proposed based on the competitive host–guest interactions between 2-adamantanamine (2-ADA), ferrocene (Fc) and cucurbit[7]uril (Q[7]). Fc could be used as an inhibitor to decrease the ECL signal, while Q[7] could wrap Fc to recover the ECL signal. Q[7] has a stronger binding ability with 2-ADA than Fc. As a result, 2-ADA could replace Fc from the cavity of Q[7], and the ECL signal was inhibited again. Under the optimal conditions, the ECL intensity varied linearly with 2-ADA concentration in the range of 1.0 × 10−8 to 1.0 × 10−6 mol L−1 with a detection limit of 2.5 × 10−10 mol L−1. The results not only provided a new avenue for the application of water insoluble iridium complexes in ECL sensing, but also revealed the attractive potential of host–guest interactions in the fabrication of biosensors.

研究领域: 分析化学 · 生物传感
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FOOD CHEMISTRY · 2025 · IF 9.8

Singly capped cucurbit[7]uril-mediated magnetic solid phase extraction coupled with HPLC-MS/MS for the multiresidue analysis of 20 pesticides in vegetables

Huiyu He,Rui Wang,Rongbin Nie,Nan Dong

Pretreatment technology suffers from drawbacks such as tedious operation, low efficiency, and poor selectivity. Hence, we presented a singly capped cucurbit[7]uril-mediated magnetic solid phase extraction (Q[7]-MagSPE) combined with high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) for multiresidue analysis of 20 pesticides. The Q[7]-MagSPE was constructed by assembling Q[7] onto the gold magnetic nanoparticles (GoldMag) via the reaction between one of the electron-rich carbonyl portals of Q[7] and gold. The host-guest interaction activity of supramolecules, the high dispersibility and easy separability of GoldMag were integrated in the Q[7]-MagSPE. The detection limits for 20 pesticides were lower than 10.3 ng/kg, and the recoveries were 71.55 – 110. 6 % . Moreover, the reusability of the Q[7]-GoldMag and effect of washing times on the pesticide residue were evaluated to be satisfactory. Therefore, the Q[7]-MagSPE provides a rapid and robust pretreatment method for the multiresidue determination of pesticides in vegetables, which is of great significance for food safety.

CAS / MDL: 107-22-2 57-13-6
研究领域: 分析化学 · 食品安全 · 纳米技术 · 农药分析 · 超分子化学
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AUSTRALIAN JOURNAL OF CHEMISTRY · 2020 ·Vol. 74 ·期 4 ·221-229 · IF 1.073

Selective Identification of Phenylalanine Using Cucurbit[7,8]uril-Based Fluorescent Probes

Xiao-Xia Li,Wei-Tao Xu,Xin-Yu Deng,Li-Fei Tian,Ying Huang,Zhu Tao

The interactions of two host–guest inclusion complexes comprised of cucurbit[7]uril (Q[7]) and cucurbit[8]uril (Q[8]) with a derivative of toluidine blue O (TB) have been investigated using 1H NMR and fluorescence spectroscopy. The experimental results revealed that the Q[7] host interacts with a TB molecule to form a 1 : 1 inclusion complex and the Q[8] host interacts with two TB guest molecules to form a 1 : 2 inclusion complex. The inclusion of the TB guest molecule within the Q[7] host gave rise to significant fluorescence enhancement, whereas the inclusion of the TB guest molecule within the Q[8] host resulted in significant fluorescence quenching. Further recognition experiments involving a series of l-α-amino acids revealed that the TB@Q[7] inclusion fluorescence probe exhibits high selectivity for the recognition of phenylalanine via significant fluorescence quenching in an aqueous solution, whereas the TB@Q[8] inclusion fluorescence probe also exhibited high selectivity for phenylalanine recognition via fluorescence enhancement in an aqueous solution.

研究领域: 生物化学 · 分析化学
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POLYHEDRON · 2022 · IF 2.975

A study of the inclusion complex formed between cucurcubit[7]uril and 1-[4-(dimethylamino)phenyl]-ethanone

Xian-Hao Feng,Zhi-Chao Yu,Wei Zhang,Carl Redshaw,Timothy J. Prior,Tie-Hong Meng,Chun-Rong Li,Zhu Tao,Xin Xiao

In the work, we have studied the interaction of cucurbit[7]uril (Q[7]) with 1-[4-(dimethylamino)phenyl]-ethanone (DAPE) using a variety of techiniques including 1 H NMR spectroscopy, UV–vis adsorption and fluorescence spectroscopies, Isothermal titration calorimetry and single crystal X-ray diffraction. Results revealed the formation of a 1:1 complex, whilst the molecular structure of the species [(Q[7]@DAPE)Ca(H 2 O) 3 ] 2 (CdCl 4 ) 2 ·31(H 2 O) is reported.

研究领域: 化学 · 分子生物学
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International Journal of Nanomedicine · 2024 · IF 6.6

Chlorogenic Acid-Cucurbit[n]uril Nanocomplex Delivery System: Synthesis and Evaluations for Potential Applications in Osteoporosis Medication

Yunqing Jiang,Haowen Qi,Mingjuan Wang,Kai Chen,Chen Chen,Haifeng Xie

Purpose Based on nanomedicine strategies, this study employed cucurbit[7]uril (Q[7]) as the macromolecular carrier to synthesize nanocomplex drug delivery system for chlorogenic acid (CGA). The nanocomplex drug delivery system is intended to overcome the unsatisfactory biocompatibility and bioavailability of CGA and realizing its potential role in long-term osteoporosis (OP) medication.Methods The nanocomplex was synthesized by the reflux stirring method. The chemical structure of the nanocomplex was characterized by Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), X-ray diffraction analysis (XRD), UV-visible spectrophotometry (UV-vis), zeta potential analysis and transmission electronic microscope (TEM). The Cell Counting Kit-8 (CCK-8) assay, Live/Dead staining assay, and cytoskeleton staining were conducted to testify the biocompatibility of the nanocomplex. The release assay, Ferric Reducing Ability of Plasma (Frap) assay and Reactive oxygen species (ROS) staining were implemented to evaluate the release profile of CGA as well as its remaining antioxidative levels.Results CGA and Q[7] formed hydrogen bonding through an exclusion interaction, with the binding ratio more than 1:1. The nanocomplex had a crystalline and spherical-like structure and improved thermal stability. The nanocomplex demonstrated better biocompatibility than free CGA. The release profile of CGA from the nanocomplex was much steadier, and 70% of CGA was released in 5 days. The CGA released from the nanocomplex maintained its antioxidative properties at high levels and effectively eliminated the accumulated ROS in MC3T3-E1 cells under oxidative stress.Conclusion Q[7] has been demonstrated to be an ideal nanocarrier for CGA and the nanocomplex delivery system holds the potential for the long-term medication strategy of OP.

CAS / MDL: 327-97-9
研究领域: 药学 · 生物医学工程 · 纳米医学
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NEW JOURNAL OF CHEMISTRY · 2018 ·Vol. 43 ·期 1 ·407-412 · IF 3.201

Supramolecular self-assemblies of inverted cucurbit[7]uril with biogenic amines

Pei-Hui Shan,Zhi-Rui Zhang,Dong Bai,Bing Bian,Zhu Tao,Xin Xiao

The interactions between inverted cucurbit[7]uril (iQ[7]) and six biogenic amines, namely tyramine (TA), 2-phenylethylamine (PEA), histamine (HI), tryptamine (TR), spermine (SPM), and spermidine (SPD), were studied through 1H nuclear magnetic resonance (NMR) spectroscopy, UV/vis absorption spectroscopy, fluorescence spectroscopy, isothermal titration calorimetry (ITC), and matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS). The results showed that iQ[7] exhibits binding affinity towards five of these biogenic amines, with the exception of HI, and that the host–guest binding sites differ depending on the structure of the biogenic amine. For the aromatic amines (TA and PEA), the phenyl groups are completely encapsulated within iQ[7]; for the heterocyclic aromatic amine TR, there is deep inclusion of its indole group in the cavity of iQ[7]; for the fatty amines (SPM and SPD), the central alkyl chain is bound within the central cavity of iQ[7].

研究领域: 化学 · 生物学 · 医学
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JOURNAL OF CHROMATOGRAPHY A · 2014 · IF 4.258

Preparation and chromatographic performance evaluation of cucurbit[7]uril immobilized silica

Liyun Ma,Si-Min Liu,Lin Yao,Li Xu

Cucurbit[7]uril (CB7), one host macromolecule, possesses a hydrophobic inner cavity and two identical hydrophilic carbonyl fringe portals, thus interacting with a variety of guest molecules through hydrophobic, hydrogen bonding and ion–dipole interactions. These characteristics make CB7 a good candidate as the stationary phase (SP) modifier in high performance liquid chromatography (HPLC). In the present work, CB7 was immobilized onto silica (CB7-SiO 2 ) by a sol–gel approach. The obtained CB7-SiO 2 was characterized by Fourier transform infrared spectroscopy, thermogravimetric analysis and elemental analysis. The chromatographic performance of CB7-SiO 2 was then studied in detail, in both reversed phase (RP) and hydrophilic interaction liquid chromatographic (HILIC) modes. For probe aromatic compounds and dyes, the typical RP behavior was observed, mainly due to the predominant hydrophobic interaction between the analytes and CB7-SiO 2 . For probe alkaloids, the “U-shape” curves were obtained; in the methanol-rich part, HILIC performance was obvious, probably owing to hydrogen bonding and ion–dipole interactions. Compared to bare SiO 2 SP, the stronger retention and different selectivity were observed on CB7-SiO 2 . The CB7-SiO 2 SP remained stable within at least 11,000 column volumes of the MP, revealing the satisfactory stability of it. The proposed method integrated the advantages of CB7 and sol–gel method provided a feasible way for the wider application of CBs in separation science.

研究领域: 分析化学 · 分离科学
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2025 · IF 4.6

Molybdate-driven and cucurbit[7]uril-assembled ultrasensitive miRNA fluorescence sensor

Pengnan Yao,Nan Ma,Jinming Kong,Gengzhi Sun,Xueji Zhang

MicroRNAs (miRNAs) are a class of endogenous, non-coding, single-stranded RNA molecules that are typically 20–25 nucleotides in length. The expression levels of miRNAs in blood, tissue, and other samples are characteristically altered in several disease states. The detection of miRNAs represents a promising avenue for the early diagnosis of various diseases. Consequently, there is a clear need to enhance the sensitivity of miRNA detection to facilitate more accurate disease detection. A fluorescent biosensor was developed that utilizes supramolecular host-guest interactions for assembly and Mo-based materials to initiate a reversible addition-fragmentation chain transfer polymerization (RAFT). The scheme functions by modifying the miRNA on Fe 3 O 4 -magnetic nanoparticles (Fe 3 O 4 -MNPs), followed by linking the initiator of the subsequent RAFT reaction through supramolecular host-guest interaction. Ultimately, polymerization reactions initiated by Mo compounds result in the formation of polymers with fluorescent monomers on Fe 3 O 4 -MNPs. The sensor is extremely sensitive and the detection limit of this sensor is 0.03 fM. Furthermore, the protocol has been demonstrated to be highly effective in the detection of samples in serum, which also serves to illustrate the potential of this fluorescent biosensor for the detection of other kinds of miRNAs.

研究领域: 生物化学 · 分子生物学 · 纳米技术 · 分析化学 · 生物传感器
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ANALYTICAL SCIENCES · 2022 ·Vol. 38 ·期 9 ·1181-1188 · IF 1.967

A label-free electrochemical sensor constructed with layer-by-layer assembly of GCE-AuNPs-Q[7]·HAuCl4 for detection of diphenylamine

Wang Cheng-Yan,Ge Qingmei,Jiang Nan,Cong Hang,Tao Zhu,Liu Mao,Fan Ying

Metal–organic frameworks (MOFs) including cucurbit[7]uril block (Q[7]·HAuCl 4 ) were employed to develop a diphenylamine (DPA) sensor in electrochemical method, the presence of HAuCl 4 improved the conductivity of the macrocyclic compound. To further enhance of the sensitivity, Au nanoparticles were inserted between the surface of glassy carbon electrode and Q[7]·HAuCl 4 MOFs (GCE-AuNPs-Q[7]·HAuCl 4 ). Cyclic voltammetry (CV), electrochemical impedance spectroscopy (EIS), and differential pulse voltammetry (DPV) were applied for evaluation on the electrochemical behavior. For the electrochemical inertness of DPA, a label-free electrochemical sensor in 5 mM K 3 [Fe(CN) 6 ] solution was achieved, to produce a limit of detection as low as 4.6 µM in a linear range of 5–1000 µM with good reproducibility, high stability and acceptable anti-interference ability. Application of the proposed electrode for the quantitative determination of DPA in tap water and apple juice confirms its real value. Graphical abstract

研究领域: 分析化学 · 材料科学 · 电化学
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ANALYTICA CHIMICA ACTA · 2026 · IF 6.1

Highly fluorescent Cucurbit[7]uril covalent organic frameworks for fluorescence sensor array

Nurimangul Muntiza,Qun Wang,Yanan Liu,Jiayi Wang,Xuejia Chang,Meifang Xiao,Boyu Yuan,Qinran Li,Haijie Li,Yanjun Yu,Qiliang Deng

Developing highly fluorescent COFs represents a challenging task due to their aggregation-caused quenching effect. In this research, highly fluorescent COFs were successfully constructed by introducing Q[7] as a macrocyclic framework unit into their backbone via a mechanical interlocking strategy. These Q[7]-based polycyclic COFs exhibited fluorescence quantum yields that were 10 times higher than those of their Q[7]-free counterparts, owing to the weakened interlayer aggregation and the cavity confinement effect of Q[7]. The recognition sites from Q[7] and also endowed these Q[7]-based polycyclic COFs with a prominent fluorescence response to various targets. These prominent properties enable COFs as a sensor array for highly sensitive identification and detection of 13 sulfonamide antibiotics (SAs) with detection limits down to the nanomolar range, with recovery rates of 90.3%–104.7% in real samples. The supramolecular isolation strategy and cavity confinement effect caused by Q[7] will drive increased interest in fabricating COFs using macrocyclic molecules.

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CHEMICAL ENGINEERING JOURNAL · 2025 · IF 13.2

Photoelectrochemical water splitting improved by a cucurbit[7]uril-induced ternary heterojunction

Hong-Si Guo,Wenfeng Zhao,Qingmei Ge,Nan Jiang,Mao Liu,Hang Cong

A promising method for producing hydrogen from solar energy and converting it into chemical fuels is photoelectrochemical (PEC) water splitting. In this paper, a novel photoanode is prepared by hydrothermal growing of nanorod CdS/g-C 3 N 4 /Q[7] heterojunction on FTO substrate for photoelectrochemical water splitting to produce hydrogen. In this method, Q[7]-doped g-C 3 N 4 is tightly combined with CdS composite and substrate, which significantly improves the separation and migration of photogenerated carriers in g-C 3 N 4 /Q[7] and CdS, and effectively reduces the internal resistance of the photoanode. Compared with the free CdS NRs, the PEC performance of the heterojunction CdS/g-C 3 N 4 /Q[7]-10 is significantly enhanced with the improved photocurrent density of 1049.7 μA/cm 2 under AM 1.5 G (100 mW/cm 2 ) simulated sunlight, which is 3.6 times that of pristine CdS and 2.6 times that of FTO-CdS/g-C 3 N 4 under the same conditions. The external bias photocurrent conversion efficiency and photohydrogen conversion efficiency of CdS/g-C 3 N 4 /Q[7]-10 photoanode at 0.7 V (relative to RHE) are measured to be both 0.31 %, as 3.1 times high as that of the original CdS NRs (0.10 %), and 2.07 times high as that of FTO-CdS/g-C 3 N 4 (0.15 %). The generation of heterostructure with interfacial interaction reduces the recombination of photogenerated electron-hole pairs, to enhance the charge transfer of water oxidation kinetics, allowing electrons to quickly transfer through the external circuit to the counter electrode for H + reduction to produce H 2 . A schematic diagram of the photoelectrochemical water splitting hydrogen evolution process with the heterojunction CdS/g-C 3 N 4 /Q[7]-10 is systematically proposed.

研究领域: 材料科学 · 能源转换 · 光电化学
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JOURNAL OF APPLIED POLYMER SCIENCE · 2025 · IF 2.8

Direct Cross-Linking of Cucurbit[7]uril Pseudopolyrotaxanes to Prepare Slide-Ring Hydrogels

Lei Zou,Jiajun Ren,Fangdong Ning,Xianmei Ma,Matthew J. Webber,Yongjun Zhang

Slide-ring hydrogels have been shown to have exceptional toughness and stretchability. Current designs typically rely on polyrotaxane architectures of cyclodextrin (CD) macrocycles treaded onto polyethylene glycol (PEG) chains. The use of alternative macrocycles to prepare slide-ring hydrogels remains largely unexplored. In this study, we present a cucurbit[7]uril (CB[7]) slide-ring hydrogel prepared from multiblock PEG polymers segmented with guest moieties of varying affinity for binding to CB[7]. Following threading with allyl-modified CB[7] to form pseudopolyrotaxane structures, the side-chains are then covalently cross-linked to yield the slide-ring architecture. The resulting hydrogels exhibit unique mechanical properties modulated by host–guest binding affinity and dynamics. Given the exceptional molecular recognition capabilities of the CB[n] family of macrocycles for diverse guests, using these as alternatives to CDs offers an opportunity to expand the design space for slide-ring hydrogel architectures.

研究领域: 材料科学 · 高分子化学 · 超分子化学 · 材料力学性能
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