JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
·
2022
·
IF 3.571
Chengchen Zhang,Xiaofei Ma
This work presents a synergistic system for enantioseparation in capillary electrophoresis (CE) with a chiral ionic liquid (CIL) based on D-10-camphorsulfonic acid as additive and carboxymethyl-β-cyclodextrin (CM-β-CD) as the chiral selector. The proposed method showed excellent enantioseparation performance towards sixteen chiral drugs. In contrast to the single CM-β-CD system, the notably improved resolution (Rs) and selectivity factor (α) of model drugs were observed in synergistic system. Several key parameters such as CIL concentration, CM-β-CD concentration, buffer pH and separation voltage were investigated, after which Statistical Product and Service Solutions (SPSS) was used to prove the potential synergistic effect. The nuclear magnetic resonance (NMR) results further demonstrated the function of the CIL and the superiority of synergistic system. Finally, chiral impurity determination of chlorpheniramine maleate sample was successfully carried out using the established method.
研究领域:
分析化学
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药学
·
色谱学
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产品关联
DOI
PubMed
高影响因子
FOOD HYDROCOLLOIDS
·
2024
·
IF 11
Xingran Kou,Xiwei Xu,Nan Gao,Yunchong Zhang,Xin Huang,Feng Chen,Qinfei Ke,Qingran Meng
Supramolecular chemistry of cyclodextrins (CDs) inclusion complexes is a hot research topic at present, but current studies often focus on the host-guest interaction between CDs and hydrophobic substances, while ignoring the self-assembly behavior of the host and guest during the inclusion process. Based on the spatial structures, six representative terpenes were selected in this study, and the stoichiometric ratio between terpenes and β-cyclodextrin (β-CD) was investigated by isothermal titration calorimetry (ITC) method. Meanwhile, the constructed inclusion complexes (ICs) were characterized by nuclear magnetic resonance , X-ray diffraction, scanning electron microscope , etc. On this basis, the assembly process of β-CD and terpenes was investigated firstly by molecular simulation method, and the inclusion process between β-CD and terpenes was further studied in terms of the formation of individual ICs and ICs aggregates. Results showed that hydrophobic interaction and van der Waals force were the main driving forces of the reaction between terpenes and β-CD, and the formation of ICs, β-CD molecule aggregation, terpene aggregation, and ICs aggregation occurred simultaneously during the inclusion process of terpenes and β-CD. To sum up, this study may provide certain thinking and reference for the subsequent supramolecular chemical research on CDs.
研究领域:
超分子化学
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环糊精化学
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主客体化学
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自组装
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物理化学
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分子识别
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有机化学
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DOI
高影响因子
ANALYTICA CHIMICA ACTA
·
2025
·
IF 6
Xiaoqian Yuan,Yuchen Cui,Yaqin Nan,Ruijun Tang,Xinru Wang,Yanmei Xu,Xinghua Jin,Yiwen Wang,Ding Cheng,Youxin Li
Background Cyclodextrins (CDs) and their derivatives have been widely used as chiral selectors in HPLC. However, many derivatized CDs lack specificity for certain drugs and often exhibit limited resolution. Furthermore, their synthesis typically involves complex multi-step procedures, hindering scalability and cost-efficiency. To overcome these limitations, this study aims to develop a simple and scalable boric acid-modified β-cyclodextrin polymer (BA-β-CDP), targeting chiral substances with O/N atoms in chiral and/or adjacent carbons. Results BA-β-CDP was synthesized on a large scale using inexpensive reagents and a random substitution strategy, avoiding tedious protection-purification steps. Structural and chromatographic compatibility was confirmed by nine characterization techniques. In HPLC using the chiral mobile-phase additive (CMPA) method, BA-β-CDP enabled the efficient separation of 25 racemates. Among them, 24 achieved complete or baseline separation, and 10 exhibited resolution (Rs) values > 10. Typical cases included bisoprolol (Rs = 48.19), propranolol (Rs = 45.50), chlorpheniramine (Rs = 38.36), and metoprolol (Rs = 20.26). Additionally, the material demonstrated excellent batch-to-batch reproducibility, recyclability, and reusability. Significance and novelty This work presents a practical and cost-effective chiral selector. The synergistic mechanism offers strong and specific recognition toward chiral substances with O/N atoms in chiral and/or adjacent carbons. This approach represents a novel strategy for efficient and economical HPLC-based enantioseparation using widely accessible materials and methods.
研究领域:
分析化学
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药物化学
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手性技术
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分子识别
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药剂学
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有机合成
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL CHEMISTRY
·
2022
·
IF 8.008
Yujing Kong,Fang Yuan,Fei Yang,Cuiling Zhang,Yuezhong Xian
Manipulating cell–cell interactions is of great significance in cell communication and cell-based therapies. Although efforts have been made to construct cell–cell assembly by stimuli-responsive host–guest interactions, controllable cell–cell interactions by near-infrared (NIR) light triggered reversible assembly remain a challenge. Herein, we develop a NIR-controlled system based on β-cyclodextrin (β-CD) modified upconversion nanoparticles (UCNPs) for reversible and noninvasive manipulation of cell assembly and disassembly, which is realized by host–guest interactions between E/Z-photoisomerization of arylazopyrazole (AAP) and β-CD under the NIR irradiation. UCNPs can convert NIR to ultraviolet light, which leads to the transformation of AAP from the E-isomer to the Z-isomer. And it can be reverted back to the E-isomer under visible light irradiation. This reversible photoisomerization can modulate the host–guest interaction between β-CD and AAP, thus leading to reversible cell assembly and disassembly. Furthermore, by precise regulating cell–cell interactions by NIR light, cell–cell communication and molecular transportation can be realized. Given the diversity of host and guest molecules and the advantages of NIR light in biological applications, reversible cell–cell assembly has great potential for the regulation of cell behaviors and cell-based therapies.
研究领域:
生物医学工程
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纳米技术
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细胞生物学
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治疗学
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产品关联
DOI
PubMed
高影响因子
Acta Biomaterialia
·
2023
·
IF 9.7
Qiuhui Hu,Bo Zhang,Huiming Ren,Xiaoxuan Zhou,Chengbin He,Youqing Shen,Zhuxian Zhou,Hongjie Hu
Molecular imaging of disease with multifunctional nanoparticles has improved specificity and sensitivity but also raises the complexity, potential toxicity, and cost. Here, we show a facile and degradable self-assembly β-cyclodextrin metal-organic framework (β-CD-MOF) nanoplatform for customizable multifunctional imaging. These β-CD-MOF nanoparticles were obtained with favorable morphology and size by controlling the degradation time. The β-CD-MOF were used as nanoplatforms for facile functionalization with adamantane (Ad)-modified probes through host-guest interactions between the surface β-CD units and Ad molecules. We demonstrated the method's feasibility and capability by developing various contrast agents for multiple biomedical imaging, including fluorescence imaging, magnetic resonance imaging (MRI), and computed tomography (CT) imaging. The nanoprobes showed superior performance compared to the corresponding small molecular probes, including better physio-chemical properties ( e.g. , about 5 times of T 1 relaxivity for MRI, 1.2 times of Hounsfield units for CT), improved pharmacokinetics, effective tissue imaging capability, and low safety concerns. These β-CD-MOF-based nanoparticles are promising host-guest nanoplatforms for developing multifunctional and safe imaging probes. Statement of Significance Molecular imaging of disease with multifunctional nanoparticles has improved specificity and sensitivity but also raises the complexity, potential toxicity, and cost. Here, we introduce facile and degradable self-assembly β-cyclodextrin metal-organic framework (β-CD-MOF) nanoplatforms for customizable multifunctional imaging. The significance of this work includes: 1) This work reports the tailoring of MOFs nanoparticles with suitable sizes and shapes for biomedical applications through controllable morphological transition and degradation; 2) The β-CD-MOF-based host-guest nanoplatforms are facile and feasible for developing multifunctional nanoparticular contrast agents for effective tissue imaging; 3) The nanoparticular contrast agents show low safety concerns with a long-term tissue deposition similar to the small molecular probes.
研究领域:
生物医学工程
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材料科学
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纳米技术
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分子成像
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产品关联
DOI
PubMed
高影响因子
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
·
2022
·
IF 4.831
Xinhui Hou,Yifan Song,Yupeng Lv,Peiyao Wang,Kun Chen,Guiying Li,Lei Guo
Temperature-responsive nanomicelles with aggregation induced emission (AIE) property were prepared by the host–guest complexation of ferrocene functionalized tetraphenyl (TPE-Fc) and β-cyclodextrin-poly ( N -isopropylacrylamide) (β-CD-(PNIPAM) 7 ). The AIE chromophore TPE-Fc bound to the hydrophobic cavity of cyclodextrin serves as the core of micelles, and temperature sensitive PNIPAM serves as the shell to give the micelles good solubility. The size of the nanomicelles is about 100 nm. At the excitation wavelength of 340 nm, the strongest fluorescent emission peak was 421 nm. The introduction of cyclodextrin star polymer increased the fluorescence intensity of nanomicelles, thus improving the recognition of probe to Fe 3+ and Fe 2+ . The fluorescent probe can quickly detect Fe 3+ and Fe 2+ in water within 5 min even in the presence of various interfering ions. The detection limits of Fe 3+ and Fe 2+ were 1.04 μM and 0.78 μM, respectively in the range of 10–90 μM. The formation of complex between the probe and Fe 3+ /Fe 2+ was supported by Job’s plot. The probe was successfully applied to the detection of Fe 3+ and Fe 2+ in actual water sample with a good recovery. In addition, a possible sensing mechanism for the interaction of iron ions with amide bond groups of nanomicelles was proposed.
研究领域:
材料科学
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分析化学
·
纳米技术
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL CHEMISTRY
·
2023
·
IF 7.4
Xinrui Yang,Yingying Xu,Xiaojin Huang,Junmeng Hang,Weiliang Guo,Zhihui Dai
Cyclometalated Ir(III) complexes with high electrochemiluminescence (ECL) efficiency and appropriate bioconjugation sites are urgently needed in ECL immunoassays (ECLIA). Herein, we report the synthesis, photophysics, electrochemistry, and ECL of six new Ir(III) complexes bearing naphthyl (nap) or adamantane phenyl (adap) substitutions, four of which emit cyan, green, or red light and display 1.7- to 7.5-fold increases in ECL intensity. In combination with DFT/TDDFT calculations, this enhancement is rationalized to the augmented radiative rate that arises from both the strengthened spin-orbit coupling (SOC) and the increased transition dipole moment. In addition, the adap-based Ir(III) complex shows high binding affinity with β-cyclodextrin (β-CD) due to the strong hydrophobic interaction, which enables us to develop a modular strategy for the labeling of Ir(III) complexes with biomolecules and to use hydrophobic luminophores in the aqueous-phase detection. As demonstrated, a novel ECLIA is built up and exhibits a wide linear range from 1 ng/mL to 10 μg/mL and a detection limit of 72 pg/mL for the determination of C-reactive protein (CRP). These findings provide new insights into the design, synthesis, and bio-labeling of highly emissive Ir(III) complexes and pave the way for the development of novel ECLIA based on host–guest recognition motifs.
研究领域:
分析化学
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材料科学
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生物化学
·
纳米技术
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产品关联
DOI
PubMed
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
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2021
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IF 7.312
Chengdong Guan,Zihan Li,Lijun Zhu,Daohong Xia
Oily wastewater caused by the traditional oil spills and the increment of emerging lipid (such as biodiesel) pollution endangers human and nature seriously. Herein, we conceive a novel β-cyclodextrin-threated interface demulsification structural strategy to assemble superhydrophilic aramid nanofibers (ANFs) membranes for surfactant-stabilized oil-in-water emulsion separation. Aim to modify the monomers, p-Phenylenediamine (PPD) molecules were covered by β-cyclodextrin (β-CD) to form inclusion compounds. Different poly (p-phthaloyl-p-phenylenediamine) with poly-pseudorotaxane structure (β-CD@PPTA) was obtained by low-temperature solution polycondensation by adjusting the proportion of modified monomers. The corresponding β-CD@ANFs membrane was successfully fabricated by non-solvent induced phase separation. The effect of β-CD@PPD monomers on the structure, element content, surface wettability, separation performances and durability of the modified membrane were investigated systematically. The modified membranes had the superhydrophilicity and underwater superoleophobicity characteristics. The flux and oil rejection of membrane both raised with the increased added proportion of β-CD@PPD monomers. The well-designed membrane exhibited tween 60 stabilized N-hexadecane-in-water emulsion permeances over 126.59 ± 5.35 L/m 2 h with separation efficiency above 99.73%. More significantly, the membrane had long-term demulsification performance and ideal purification effect on the separation of biodiesel wastewater, showing forceful prospect in removing lipid oil pollutants from the oil-in-water emulsions. The membrane prepared by poly-pseudorotaxane modification could better serve the development of oil-in-water separation field.
研究领域:
材料科学
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环境工程
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化学工程
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DOI
高影响因子
MICROCHIMICA ACTA
·
2020
·Vol. 187
·期 7
·1-11
·
IF 6.232
Ma Mingxuan,Du Yingxiang,Zhang Liu,Gan Jie,Yang Jiangxia
A β-Cyclodextrin covalent organic framework (β-CD COF) was successfully prepared under ambient temperature with a mild chemistry strategy from heptakis(6-amino-6-deoxy)-β-cyclodextrin and terephthalaldehyde. It was embedded into the poly[(glycidyl methacrylate)-co-(ethylene dimethacrylate)] [poly(GMA-co-EDMA)] monolith and served as the β-CD COF material–incorporated monolith. The synthetic materials were characterized by field emission scanning electron microscopy, energy-dispersive X-ray mapping analysis, transmission electron microscopy, thermogravimetric analysis, Fourier transform infrared spectroscopy, and N 2 adsorption-desorption isotherm. The β-CD COF material–incorporated monolith achieved baseline separation in capillary electrochromatographic separation of three amides, three amino acids, three nucleosides, four aromatic acids, and three positional isomers (with resolution values of three amides, 1.75 and 1.54; three amino acids, 5.24 and 1.75; three nucleosides, 2.56 and 1.77; four aromatic acids, 6.96, 2.74, and 1.64; three positional isomers, 1.61 and 1.50). In comparison with the original monolith, the β-CD COF material–incorporated monolith shows significantly enhanced resolution for mixed molecules. The effect of pH and concentration of buffer and applied voltage were discussed in detail. The fabricated monolith showed good stability and reproducibility (relative standard deviation (RSD) < 6.9%). Molecular modeling illuminated the interactions between the small molecules and stationary phase, and provided a sufficient theoretical basis for experimental data.
Schematic presentation of the preparation of β-cyclodextrin covalent organic framework (β-CD COF) material–incorporated organic polymer monolith for separating the amides, amino acids, nucleosides, aromatic acids, and positional isomers. β-CD COF materials were synthesized and incorporated into the monolith as the stationary phase. Then, the incorporated monolith was applied in the capillary electrochromatography system for separating small molecules.
研究领域:
分析化学
·
材料科学
·
分离科学
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高分子化学
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产品关联
DOI
PubMed
高影响因子
Bioactive Materials
·
2022
·
IF 16.874
Jianhua He,Wenli Zhang,Xiaoju Zhou,Fengfei Xu,Jiahui Zou,Qiqi Zhang,Yi Zhao,Hongliang He,Hu Yang,Jianping Liu
Nanoparticle-based therapeutics represent potential strategies for treating atherosclerosis; however, the complex plaque microenvironment poses a barrier for nanoparticles to target the dysfunctional cells. Here, we report reactive oxygen species (ROS)-responsive and size-reducible nanoassemblies, formed by multivalent host-guest interactions between β-cyclodextrins (β-CD)-anchored discoidal recombinant high-density lipoprotein (NP 3 ST ) and hyaluronic acid-ferrocene (HA-Fc) conjugates. The HA-Fc/NP 3 ST nanoassemblies have extended blood circulation time, specifically accumulate in atherosclerotic plaque mediated by the HA receptors CD44 highly expressed in injured endothelium, rapidly disassemble in response to excess ROS in the intimal and release smaller NP 3 ST , allowing for further plaque penetration, macrophage-targeted cholesterol efflux and drug delivery. In vivo pharmacodynamicses in atherosclerotic mice shows that HA-Fc/NP 3 ST reduces plaque size by 53%, plaque lipid deposition by 63%, plaque macrophage content by 62% and local inflammatory factor level by 64% compared to the saline group. Meanwhile, HA-Fc/NP 3 ST alleviates systemic inflammation characterized by reduced serum inflammatory factor levels. Collectively, HA-Fc/NP 3 ST nanoassemblies with ROS-responsive and size-reducible properties exhibit a deeper penetration in atherosclerotic plaque and enhanced macrophage targeting ability, thus exerting effective cholesterol efflux and drug delivery for atherosclerosis therapy.
研究领域:
纳米技术
·
药学
·
心血管疾病
·
药物递送系统
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产品关联
DOI
PubMed
高影响因子
Materials Today Chemistry
·
2022
·
IF 7.613
Q. Wang,X. Yu,Y. Zhao,Y. Wang,K. Chen,Y. Liu,B. Wang,H. Zhang,Y. Sun
Owing to the overuse of rough articular cartilage, it increases the friction of joint and further leads to inflammation in joint cavities. However, the pathological changes also bring a new opportunity to achieve the treatment of osteoarthritis (OA). The increasing friction from damaged articular cartilage can convert more mechanical energy to heat. The higher localized temperature can reduce supramolecular interactions in general. Therefore, friction becomes another new activation to operate nanovalve systems for the targeting treatment of OA. Here, we designed and prepared a friction-induced nanovalve system constructed with β-cyclodextrins (β-CD)-modified mesoporous silica nanoparticles (MSN). Besides, a copolymer containing two components – guest molecules (adamantane, AD) and poly(2-methacryloyloxyethyl phosphorylcholine) (PMPC) – has been self-assembled on the surface of β-CD-modified MSN (MSN-CD) by supramolecular host–guest interactions. In this design, the charged PMPC on the MSN surface can form a dense hydration layer by ion–dipole interactions, switch the friction from surfaces to water molecules to achieve hydration lubrication , and sharply reduce the coefficient of friction (COF). Besides, the higher localized temperature from the mechanical conversion can weaken the supramolecular host–guest interactions and turn on the nanovalves to accomplish the targeted release near rough articular cartilage of OA. Even when PMPC is peeled off, the hydrophilic surface of β-CD on MSN surface can still perform the acceptable lubricating properties. The following testings of cytotoxicity by CCK-8 and live/dead staining indicated the excellent biocompatibility. Further analysis of protein expression levels has also shown the potential application in OA.
研究领域:
纳米技术
·
生物材料
·
药物递送系统
·
生物医学工程
·
骨科
✓ 已验证
产品关联
DOI
高影响因子
ACS Applied Materials & Interfaces
·
2023
·
IF 9.5
Jian Feng,Jinghong Wang,Huanhuan Wang,Xinyin Cao,Xiaoliang Ma,Yu Rao,Huimin Pang,Sulei Zhang,Yuheng Zhang,Lei Wang,Xiaoli Liu,Hong Chen
Anticoagulant surface modification of blood-contacting materials has been shown to be effective in preventing thrombosis and reducing the dose of anticoagulant drugs that patients take. However, commercially available anticoagulant coatings, that is, both bioinert and bioactive coatings, are typically based on a single anticoagulation strategy. This puts the anticoagulation function of the coating at risk of failure during long-term use. Considering the several pathways of the human coagulation system, the synergy of multiple anticoagulation theories may provide separate, targeted effects at different stages of thrombosis. Based on this presumption, in this work, negatively charged poly(sodium p-styrenesulfonate-co-oligo(ethylene glycol) methyl ether methacrylate) and positively charged poly(lysine-co-1-adamantan-1-ylmethyl methacrylate) were synthesized to construct matrix layers on the substrate by electrostatic layer-by-layer self-assembly (LBL). Amino-functionalized β-cyclodextrin (β-CD-PEI) was subsequently immobilized on the surface by host–guest interactions, and heparin was grafted. By adjusting the content of poly(oligo(ethylene glycol) methyl ether methacrylate) (POEGMA), the interactions between modified surfaces and plasma proteins/cells were regulated. This multistage anticoagulant surface exhibits inertness at the initial stage of implantation, resisting nonspecific protein adsorption (POEGMA). When coagulation reactions occur, heparin exerts its active anticoagulant function in a timely manner, blocking the pathway of thrombosis. If thrombus formation is inevitable, lysine can play a fibrinolytic role in dissolving fibrin clots. Finally, during implantation, endothelial cells continue to adhere and proliferate on the surface, forming an endothelial layer, which meets the blood compatibility requirements. This method provides a new approach to construct a multistage anticoagulant surface for blood-contacting materials.
研究领域:
材料科学
·
生物材料
·
生物医学工程
·
表面化学
·
止血
·
血栓
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）