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Analytical Methods · 2021 ·Vol. 13 ·期 36 ·4090-4098 · IF 2.896

An “on–off” fluorescent probe based on cucurbit[7]uril for highly sensitive determination of ammonia nitrogen in aquaculture water

Zhen Li,Tan Wang,Xianbao Xu,Cong Wang,Daoliang Li

A novel “on–off” fluorescent probe was synthesized for highly sensitive and ultra-trace determination of ammonia nitrogen in aquaculture water. Ammonium can react with formaldehyde and sodium hydroxide to form a ring substance (urotropine), which shows no fluorescence signal. Palmatine hydrochloride (PAL) can enter the hydrophobic cavity of cucurbit[7]uril (CB[7]), eventually forming a 1 : 1 host guest complex called PAL@CB[7] under neutral or acidic conditions, which has strong green fluorescence with the maximum excitation (λex) wavelength at 343 nm, and the maximum emission (λem) wavelength at 500 nm, while urotropine has a fluorescence quenching effect on the fluorescence enhancement system of PAL@CB[7]. Therefore, a fluorescent chemosensor based on PAL@CB[7] and the reaction of ammonia nitrogen with formaldehyde was developed. The results indicate that the linearity range and the limit of detection of the proposed method are 1–300 μg L−1 with a good correlation coefficient (r2 = 0.9966) and 1.8 × 10−2 μg L−1, respectively. Under the optimal conditions, the method was employed for the detection of ammonia nitrogen in real aquaculture water samples, revealing high selectivity and sensitivity. In the future, the combination of the “on–off” fluorescence method, a portable hardware system and intelligent algorithms will provide technology support for the design of on-line sensors for measuring ammonia nitrogen in aquaculture water.

研究领域: 分析化学 · 环境科学 · 水产养殖
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ANALYTICA CHIMICA ACTA · 2026 · IF 6.1

Molecular recognition-based affinity chromatography strategy for selective separation of cucurbit[5]uril and cucurbit[7]uril on hybrid monolithic materials

Xiaolong Shen,Ruizhi Tang,Shujuan Ma,Yangyang Bian,Zichao Tang,Junjie Ou

Background As a class of star macrocyclic molecules, cucurbit [n]urils (CB[n]) have gained extensive applications across multiple fields, including perovskite batteries, adsorption separation, room-temperature phosphorescence and biomolecular science and so on. The acquisition of high-purity CB[n] presents a significant challenge, especially for researchers without a dedicated background in organic synthesis and purification. The separation of individual CB[n] homologues is notoriously difficult, especially in the case of CB[7] and CB[5] due to their similar solubility and chemical properties. Therefore, development of specific and selective chromatographic methods is necessary for efficient separation of CB[n] homologues. Results In this work, three types of bipyridine-containing hybrid monolithic materials were designed and fabricated through “one-pot” approach, and then employed as an adsorption platform for the separation of CB[5] and CB[7] via supramolecular affinity chromatography strategy. This novel method offers efficient separation based on the differential molecular recognition mechanism of CB[5] and CB[7] toward the guest bipyridine moiety. Compared with the guests within the polymer chains, exposing the guests at the terminal ends of the adsorbent surface would benefit the specific adsorption capability of CB[7]. After optimizing the chromatographic conditions, the separation of CB[5] and CB[7] was successfully achieved on hybrid monolithic materials modified with 4,4′-bipyridine (Monolith-Ⅱ-Bp), enabling the isolation of 12 mg CB[5] and 10 mg CB[7] with high-purity from 40 mg of the crude product, corresponding to yields of 30.0% and 25.0%, respectively. Significance This work is the first to introduce hybrid monolithic materials and a separation strategy based on specific and reversible host-guest interactions, enabling simplified purification of CB[5] and CB[7] and accurate determination of their purity by MALDI-TOF MS. This approach is expected to serve as a reliable laboratory-scale method for the preparation of high-purity CB[n] homologues.

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TALANTA · 2021 · IF 6.057

A novel electrochemical aptasensor for exosomes determination and release based on specific host-guest interactions between cucurbit [7]uril and ferrocene

Qian Liu,Xinmin Yue,Yixian Li,Fang Wu,Meng Meng,Yongmei Yin,Rimo Xi

The superior supramolecular recognition ability of macrocyclic compounds will enhance the sensitivity and selectivity of electrochemical detection , which has a great application potential in electrochemical sensing. Herein, we developed a novel electrochemical aptasensor based on the specific host-guest interactions between cucurbit [7]uril and ferrocene (Fc) for capture, determination and release of exosomes. Macrocyclic compounds, cucurbit [7]uril is modified on the surface of the gold nanoparticles composed electrode by self-assembling. CD63 aptamer linked ferrocene is introduced into this platform to capture exosomes specifically by CD63 protein on the exosomes. The dual specificity of macrocyclic compounds and aptamers enables highly selective and sensitive electrochemical detection of exosomes. The limit of detection (LOD) was 482 particles μL -1 . In addition, the captured exosomes could be released on demand in a very mild manner through aminoferrocene (NH 2 -Fc) because of its higher affinity to cucurbit [7]uril. The proposed electrochemical aptasensor showed good performance in detecting exosomes even in plasma samples, thus demonstrating its great potential in early clinical diagnosis. Simultaneously, exosomes could be released undamaged by this protocol, exhibiting good applicability in comprehensive studies of exosomes. Moreover, this strategy can be applied to other target biomolecules by changing the recognition pairs.

研究领域: 电化学 · 生物传感器 · 纳米技术 · 分子识别 · 临床诊断 · 外泌体研究
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Scientific Reports · 2017 ·Vol. 7 ·期 1 ·1-10 · IF 4.259

An easy gene assembling strategy for light-promoted transfection by combining host-guest interaction of cucurbit[7]uril and gold nanoparticles

Du Jianwei,Zhang Peng,Zhao Xiao,Wang Youxiang

Cucurbit[7]uril (CB[7]), a representative member of the host family cucurbit[n]uril, can host-guest interact with many guest molecules such as adamantane, viologen and naphthalene derivatives. This host-guest interaction provides an easy strategy in gene vector assembling. Furthermore, CB[7] can self-assemble on gold nanospheres (AuNSs). Herein, the combination of CB[7] and AuNSs provides both advantages of host-guest interaction and photo-thermal effect of AuNSs. In this study, polyethyleneimine (PEI) and polyethylene glycol (PEG) were separately interacted with CB[7] via host-guest interaction. Then by assembling on AuNSs, PEI and PEG were combined together to condense DNA into polyplexes as well as enhance circulation stability of the polyplexes. These gene vectors were found to have high cellular uptake efficiency and low cytotoxicity. Furthermore, the well distributed AuNSs in the polyplexes could transform light into heat under light exposure because of the photo-thermal effect. This was found to effectively promote the entry of gene into cytoplasm and highly enhanced gene transfection efficiency.

研究领域: 纳米技术 · 分子生物学 · 基因治疗 · 材料科学
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JOURNAL OF BIOMATERIALS APPLICATIONS · 2026 · IF 2.5

Zoledronic acid/cisplatin-loaded cucurbit[7]uril-modified upconversion nanoformulations drive tumor-associated macrophage polarization and potentiate the efficacy of cancer immunotherapy

Yakun Ge,Pengcheng Li,Jiatong Zhang,Ruolan Wang,Renwen Zhang,Hongyu Xu,Zhenming Hao,Yuanxin Zhang

Tumor-associated macrophages (TAMs) play a pivotal role in establishing a tumor immunosuppressive microenvironment (TIME) by inducing a phenotypic shift in macrophage from the pro-inflammatory M1 to the anti-inflammatory M2 phenotype. This polarization facilitates tumor growth, progression, metastasis, immune evasion, and chemoresistance. Consequently, reprogramming the TIME by repolarizing TAMs has emerged as a promising approach in cancer therapy. In this study, we synthesized core-shell structured nanoparticles (UCNPs@CB-Zol-Pt) utilizing host-guest interactions between NaYF4:Yb/Er (UCNPs) and cucurbit[7]uril (CB). These nanoparticles were designed to polarize M2-like macrophages into M1-like macrophages and release tumor-associated antigens (TAAs), thereby potentially inducing the release of immunogenic cell death (ICD). Furthermore, the M1-type macrophages could ingest, process, and present TAAs generated from platinum-based chemotherapy through MHC class II molecules. This process simultaneously enhances the infiltration of helper and effector T cells into the TIME, thereby potentiating the efficacy of checkpoint blockade immunotherapy.

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CHEMISTRY OF MATERIALS · 2014 · IF 8.535

Mesoporous Silica Nanoparticles Coated by Layer-by-Layer Self-assembly Using Cucurbit[7]uril for in Vitro and in Vivo Anticancer Drug Release

Qing-Lan Li,Yanfang Sun,Yu-Long Sun,Jijie Wen,Yue Zhou,Qi-Ming Bing,Lyle D. Isaacs,Yinghua Jin,Hui Gao,Ying-Wei Yang

Mesoporous silica nanoparticles (MSNs) are promising solid supports for controlled anticancer drug delivery. Herein, we report biocompatible layer-by-layer (LbL) coated MSNs (LbL-MSNs) that are designed and crafted to release encapsulated anticancer drugs, e.g., doxorubicin hydrochloride (DOX), by changing the pH or by adding competitive agents. The LbL coating process comprises bis-aminated poly(glycerol methacrylate)s (BA-PGOHMAs) and cucurbit[7]uril (CB[7]), where CB[7] serves as a molecular bridge holding two different bis-aminated polymeric layers together by means of host–guest interactions. This integrated nanosystem is tuned to respond under specific acidic conditions or by adding adamantaneamine hydrochloride (AH), attributed to the competitive binding of hydronium ions or AH to CB[7] with BA-PGOHMAs. These LbL-MSN hybrids possess excellent biostability, negligible premature drug leakage at pH 7.4, and exceptional stimuli-responsive drug release performance. The pore sizes of the MSNs and bis-aminated compounds (different carbon numbers) of BA-PGOHMAs have been optimized to provide effective integrated nanosystems for the loading and release of DOX. Significantly, the operating pH for the controlled release of DOX matches the acidifying endosomal compartments of HeLa cancer cells, suggesting that these hybrid nanosystems are good candidates for autonomous anticancer drug nanocarriers actuated by intracellular pH changes without any invasive external stimuli. The successful cellular uptake and release of cargo, e.g., propidium iodide (PI), in human breast cancer cell line MDA-231 from PI-loaded LbL-MSNs have been confirmed by confocal laser scanning microscopy (CLSM), while the cytotoxicities of DOX-loaded LbL-MSNs have been quantified by the Cell Counting Kit-8 (CCK-8) viability assay against HeLa cell lines and fibroblast L929 cell lines. The uptake of DOX-loaded LbL-MSNs by macrophages can be efficiently reduced by adding biocompatible hydrophilic poly(ethylene glycol) or CB[7] without destroying the capping. In vivo tumor-growth inhibition experiments with BALB/c nude mice demonstrated a highly efficient tumor-growth inhibition rate of DOX-loaded LbL-MSNs, suggesting that the novel type of LbL-MSN materials hold great potentials in anticancer drug delivery.

研究领域: 纳米技术 · 药学科学 · 材料科学 · 癌症研究 · 生物医学工程
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2025 · IF 4.6

Development of an extractive spectrophotometric method for the determination of spermidine in urine samples using cucurbit[7]uril-truxene derivative as a fluorescent extractant

Xiaojing Yang,Tingyi Qiao,Fengping Hou,Nan Dong

Spermidine has emerged as a promising biomarker for the early-stage diagnosis of cancer in humans. A novel extractive spectrophotometric analytical method has been developed for the determination of spermidine in urine samples. This technique leverages the selective extraction of spermidine from complex matrices using a cucurbit[7]uril-truxene derivative (Q[7]-Cs-Tr) as a fluorescent extractant. The Q[7]-Cs-Tr forms a stable host-guest complex with spermidine, facilitating its extraction from the aqueous phase to the organic phase. The formation of this complex results in a decrease in the fluorescence intensity of the Q[7]-Cs-Tr in the organic phase. Key factors influencing extraction efficiency, including the type of dispersed organic solvent, extractant concentration, solution pH, extraction times, and equilibrium time, were thoroughly investigated. The method demonstrated minimal interference from various metal ions, anions, amino acids, and other biogenic amines. It also exhibited a low limit of detection (8.6 nM), excellent linearity (R 2  = 0.9972), and high repeatability (RSD = 2.4 % intra-day, RSD = 3.6 % inter-day). The proposed method was successfully applied to determine spermidine levels in urine samples, yielding satisfactory recoveries ranging from 96.3 % to 103.5 %. Compared to existing methods, this approach is simple, reliable, highly sensitive, and exhibits low interference, making it a potential robust tool for clinical diagnostics.

研究领域: 分析化学 · 生物化学 · 临床诊断学
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BIOSENSORS & BIOELECTRONICS · 2022 · IF 12.545

Sensitive and selective detection of carbamazepine in serum samples by bionic double-antibody sandwich method based on cucurbit[7]uril and molecular imprinted polymers

Zhaorui Song,Xinhui Zhai,Chenrui Jiang,Rong Chen,Sijing Ye,Jinzhe Tong,Pierre Dramou,Hua He

A novel bionic enzyme-linked immunosorbent assay (BELISA) based on double-antibody sandwich method is firstly designed for the detection of carbamazepine (CBZ) in human serum samples. In this BELISA system, cucurbit[7]uril (CB[7]) is employed as an artificial capture antibody (cAb), and molecularly imprinted polymers (MIPs) is used as an artificial detection antibody (dAb). Nanozymes (PdNPs) as signal generators are integrated with MIPs. This couple of bionic antibodies exhibits not only the excellent physical and chemical stability, but also the superior molecular recognition ability. Based on two bionic antibodies that can selectively recognize different sites of CBZ molecule, a new BELISA method has been constructed for the first time. The proposed BELISA method displays a good linear relationship ranging from 2 to 20 μg mL -1 . The detection limit is 0.37 μg mL -1 , which can well meet clinical testing demand. It provides a more stable and economical method for clinical therapeutic drug monitoring (TDM).

研究领域: 分析化学 · 生物技术 · 药学
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MICROCHEMICAL JOURNAL · 2025 · IF 5.1

An environmentally friendly cucurbit[7]uril-mediated magnetic-assisted matrix solid-phase dispersion extraction combined with HPLC-MS/MS for multiple analysis of pharmaceuticals and personal care products in aquatic organisms

Huiyu He,Rui Wang,Rongbin Nie,Nan Dong

Trace amounts of pharmaceuticals and personal care products (PPCPs) in aquatic environment poses a non-negligible risk to human health. Here, an environmentally friendly cucurbit[7]uril-mediated magnetic-assisted matrix solid phase dispersion (Q[7]- m -MSPD) extraction method was developed for extracting PPCPs from complex aquatic organisms. The extraction of PPCPs were achieved via the host-guest interaction between Q[7] and targets, significantly reducing the matrix interference. Gold magnetic nanoparticles (AuMNPs) were chelated to Q[7]-target complexes and used for purification and enrichment via magnetic solid-phase extraction (MSPE), effectively replacing the complex operation of sample loading and elution on SPE columns in MSPD. Coupled with high performance liquid chromatography-tandem mass spectrometry, multiple analysis of 14 PPCPs in 3 aquatic plants and an aquatic animal were achieved, with detection limits ranging from 0.0015 to 0.0179 μg/kg, recoveries ranging from 71.06 to 113.6 %, and enrichment factors within 46 to 152. The green chemistry assessment confirmed the environmental friendliness, economic feasibility, and application potential of the Q[7]- m -MSPD, with an AGREE score of 0.63 and a BAGI score of 72.5. By integrating the merits of MSPD and MSPE, the proposed approach exhibited high sensitivity and anti-interference capability, simple operation, and great environmental friendliness. Therefore, the approach provided a green method for simultaneously detecting multiple hazardous residues in complex matrices owing to the broad-spectrum molecular recognition capability of Q[7] , which has a good application prospect in food safety and environmental monitoring.

研究领域: 分析化学 · 环境科学 · 绿色化学 · 食品安全 · 药物分析 · 生物分析化学
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