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ACS Omega · 2020 · IF 2.87

Self-Inclusion and Dissociation of a Bridging β-Cyclodextrin Triplet

Bo Gao,Gengxin Wang,Bao Li,Lixin Wu

To understand the self-inclusion and the dissociation in a branched β-cyclodextrin (CD) system, we designed and synthesized a β-CD trimer in which each CD group is connected to one of bridging arms of a planar triphenylbenzene core through a CuAAC click reaction. Only one rather than two or all of the three host CDs was demonstrated to be in a self-including state in water, while no self-inclusion was observed to occur in dimethylsulfoxide (DMSO) via the characterization of 1H and NOESY NMR spectra. The configuration structures of the CD groups in the self-included state were evaluated, and the dissociation to free state in water was investigated under various conditions like heating, increased acidity, and discharging versus the addition of competitive guests. While raised temperature and increased acidity did not break the self-inclusion, two adamantane guest molecules were found to show capability in driving the equilibrium to get back to free state against the self-inclusion. The inclusion process of the added guests was believed to involve in the dissociation of the self-inclusion and the occupation of the guests in CD cavity. The results of host–guest interaction study indicated that the stable combination of guests was favorable for blocking the structural overturning of glucose toward trapping the bridging group into the cavity.

研究领域: 化学 · 分子生物学
✓ 已验证 DOI 高影响因子
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MACROMOLECULAR RAPID COMMUNICATIONS · 2021 ·Vol. 42 ·期 12 ·2100125 · IF 5.734

Porous Electroactive and Biodegradable Polyurethane Membrane through Self-Doping Organogel

Wei Fang,Fuhua Sun,Jiajing Tang,Qing Zhao,Jie Chen,Xiaoyu Lei,Jinzheng Zhang,Yinglong Zhang,Yi Zuo,Jidong Li,Yubao Li

In order to improve the processability of conductive polyurethane (CPU) containing aniline oligomers, a new CPU containing aniline trimer (AT) and l -lysine (PUAT) are designed and synthesized. Further, the 3D porous PUAT membranes have been prepared by a simple gel cooperated with freeze-drying method. Chemical testings and conductive properties testify a self- doping model of PUAT based on the rich electronic l -lysine and electroaffinity AT moities. The self-doping behavior further endows the PUAT copolymers specific characteristics such as high electrical conductivity and the formation of the polaron lattice like-structure in good solvent dimethyl sulfoxide. The combination of organogel and freeze-drying could prevent the collapse of pore structure when the copolymers are molded as membranes. The synergistic effect of l -lysine and AT components has a strong influence on the dissolution, degradation, thermal stability, and mechanical properties of PUAT. The excellent properties of PUAT would broad the application of conductive polymers in biomedicine field.

研究领域: 材料科学 · 生物医学工程
✓ 已验证 DOI PubMed 高影响因子
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EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY · 2024 · IF 6

Trivalent oleanolic acid-glucose conjugates: Synthesis and efficacy against Influenza A virus

Ming Cai,Yuan Zhang,Jie Zhen,Fan Yang,Xia Ou,Jihong Zhang,Fei Yu

Influenza A virus (IAV) leads to significant morbidity and mortality due to the seasonal epidemics and spread. We have demonstrated that oleanolic acid (OA) C28 glucose conjugates and OA trimers are capable of effectively blocking the recognition and interaction between the influenza virus and host cells. In this study, a series of OA-glucose trimers were designed and synthesized through the CuAAC reaction. All trimers underwent screening for anti-IAV activities in vitro. Among these, compounds 13a and 13b showed inhibitory activity against the influenza virus, with IC 50 values of 0.68 μM and 0.47 μM, respectively, demonstrating greater potency than oseltamivir (IC 50  = 1.36 μM). Results from the time-of-addition experiment and hemagglutination inhibition assay suggest that these OA-glucose trimers may disrupt the recognition between the HA protein of IAV and sialic acid receptors on host cells, thus blocking viral entry. Furthermore, it was found that compound 13b effectively inhibits IAV infection in BALB/c mice. This study has elucidated the structure-activity relationships of OA trimers against the influenza virus and highlighted the utility of multivalent OA conjugates for enhancing ligand-target interactions in anti-influenza virus drug design, laying a groundwork for future research into the antiviral applications of these natural products.

研究领域: 药理学 · 病毒学 · 有机合成化学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY · 2018 ·Vol. 87 ·期 2 ·464-477 · IF 1.745

Anti-corrosion performance of aniline trimer-containing sol–gel hybrid coatings for mild steel substrate

Ye Yuwei,Liu Wei,Liu Zhiyong,Zhang Dawei,Zhao Haichao,Wang Liping,Li Xiaogang

Novel electroactive sol–gel hybrid coatings were synthesized by hydrolysis and condensation reaction of tetraethoxysilane (TEOS) and different mass ratios of silane-capped aniline trimer (TSUPQD) on the surface of Q235 steel. Microstructure, thermal stability, and corrosion resistance of as-prepared hybrid coatings were characterized by FTIR, UV–Vis, SEM, TGA, CA measurement, polarization curve, and electrochemical impedance spectroscopy. It could be seen that the i corr value of as-prepared novel coating was markedly lower than those of pure TEOS-based coating and bare substrate. EIS results indicated that the impedance of hybrid coating was higher than that of Q235 steel substrate, indicating the effective protective property for substrate. Meanwhile, the aniline trimer-based hybrid coatings presented much higher impedance after immersion in 3.5 wt% NaCl for 200 h, and the best corrosion performance was acquired when the mass ratio of TEOS/TSUPQD is 100:4. The XRD and SEM analysis of the corrosion product beneath the hybrid coatings showed that the redox catalytic capability of aniline trimer could induce the Q235 substrate to form the passive films which mainly consisted of Fe 2 O 3 and Fe 3 O 4 .

研究领域: 材料科学 · 腐蚀与防护
✓ 已验证 DOI 高影响因子
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JOURNAL OF HORTICULTURAL SCIENCE & BIOTECHNOLOGY · 2018 · IF 0.715

Cloning and in silico and expression analyses of the heterotrimeric G protein α subunit gene (EjLGA1) from loquat (Eriobotrya japonica) fruits under cold storage with different pretreatments

Ti Wu,Shoukai Lin,Bisha Wu,Yu Chen,Suying Lin,Dahe Lin,Linxia Chen,Zhisheng Zhang,Jincheng Wu

Cold-stored fruits of the loquat (Eriobotrya japonica Lindl.) plant suffer from strong lignification, which leads to a hard texture and a crude mouthfeel of the pulp. However, the signalling mechanisms of loquat fruits under cold storage remain unclear. In this study, the heterotrimeric G protein α subunit (Gα) gene (EjLGA1) from loquat was isolated, and in silico analysis was performed. The levels of EjLGA1 expression in cold-stored loquat fruits with different pretreatments were also investigated. The largest open-reading frame of EjLGA1 is 1173 bp, encoding a polypeptide of 390 amino acids. The nucleotide and amino acid sequences of the Gα subunit are highly conserved among loquat and 48 other seed plants, indicating that the loquat Gα subunit likely has similar functions in other plants. A reliable model of the loquat Gα subunit was constructed, which revealed the structure of the subunit. Quantitative reverse transcription-polymerase chain reaction (qRT-PCR) results showed that EjLGA1 is highly expressed under cold storage, which suggests the significance of EjLGA1 function in loquat fruits in response to cold stress. However, ethephon and 1-methylcyclopropene (1-MCP) pretreatments did not regulate EjLGA1expression. These results provide new insight into the signalling mechanism in cold-stored loquat fruits.

研究领域: 植物学 · 分子生物学 · 食品科学
✓ 已验证 DOI 高影响因子
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LIQUID CRYSTALS · 2021 · IF 0

Triphenylene-fluorescein-triphenylene trimers: novel columnar liquid crystals with solid fluorescence

Wenquan Li,Ying Chen,Yanying Ye,Hongyu Guo,Fafu Yang

This paper reported the first triphenylene-fluorescein-triphenylene trimers (3a and 3b), which exhibited stable hexagonal columnar mesophase and good fluorescence in comparison with the similar triphenylene-fluorescein dimers. The trimers 3a and 3b bridged by -C3H6- and -C6H12- group were conveniently prepared in yields of 67% and 73%. They exhibited the stable hexagonal columnar mesophase, high fluorescence quantum yields, and the large Stokes shifts due to the influence of two triphenylene units. The highest fluorescence quantum yield attained 0.91 for 3b and the largest Stokes shift reached 105 nm for 3a. This work revealed that trimers were a good strategy to construct novel columnar liquid crystals with stable columnar mesophase and high fluorescence.

研究领域: 材料科学 · 化学
✓ 已验证 DOI
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Polymers · 2022 ·Vol. 14 ·期 24 ·5466 · IF 4.967

Self-Assembled TLR7/8 Agonist-Mannose Conjugate as An Effective Vaccine Adjuvant for SARS-CoV-2 RBD Trimer

Changcai Teng,Xiongyan Meng,Yeqin Hu,Hongzhao Mao,Huiting Li,Jing Yang,Tiantian Sun,Shuai Meng,Chengli Zong

Small synthetic TLR7/8-agonists can be used as vaccine adjuvants to enhance cell and humoral-mediated immune responses to specific antigens. Despite their potency, after local injection they can be dispersed to undesired body parts causing high reactogenicity, limiting their clinical applications. Here we describe a vaccination strategy that employs the covalent conjugate of a mannose and TLR7/8 agonist as a vaccine adjuvant to take advantage of mannose binding C-type lectins on dendritic cells to enhance the vaccine’s immunogenicity. The mannose-TLR7/8 agonist conjugate can self-assemble into nanoparticles with the hydrophilic mannose on the outside and hydrophobic TLR7/8 agonist inside. Although its ability to stimulate HEK-BlueTMhTLR7/8 cells dropped, it can efficiently stimulate mouse bone marrow-derived dendritic cells as indicated by the up-regulation of CD80 and CD86, and higher cytokine expression levels of TNF-α, IL6, and IL-12p70 than the native TLR7/8 agonist. In vivo, vaccination using the SARS-CoV-2 RBD trimer as the antigen and the conjugate as the adjuvant induced a significantly higher amount of IgG2a. These results suggest that the mannose-TLR7/8-agonist conjugate can be used as an effective vaccine adjuvant.Keywords:adjuvants;mannose;TLR7/8 agonist;immune responses;cytokines;antibody

研究领域: 免疫学 · 病毒学 · 药学
✓ 已验证 DOI PubMed 高影响因子
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SYNLETT · 2023 · IF 2

Design of Y-Shaped Trimers of Chiral Phase-Transfer Catalysts for the Asymmetric Alkylation of Amino Acid Derivatives

Shengyu Yu,Jiahao Liu,Zhe Wang,Terumasa Kato,Yan Liu,Keiji Maruoka

A series of soluble Y-shaped trimers of chiral phase-transfer catalysts were synthesized and utilized in the asymmetric alkylation of amino acid Schiff bases. The length of the linker between the ammonium cation of the simplified Maruoka catalyst and a phloroglucinol moiety was varied and excellent yields and enantioselectivity were observed when using the Y-shaped trimer of chiral phase-transfer catalyst with an octamethylene linker. A theoretical study of the most efficient Y-shaped trimer of chiral phase-transfer catalyst suggests the chiral ammonium center of the catalyst is more exposed and thus more available in the reaction.

研究领域: 有机化学 · 催化化学
✓ 已验证 DOI 高影响因子
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APPLIED MICROBIOLOGY AND BIOTECHNOLOGY · 2022 ·Vol. 106 ·期 7 ·2703-2714 · IF 5.56

Development of a p72 trimer–based colloidal gold strip for detection of antibodies against African swine fever virus

Geng Rui,Sun Yaning,Li Rui,Yang Jifei,Ma Hongfang,Qiao Zixuan,Lu Qingxia,Qiao Songlin,Zhang Gaiping

Abstract African swine fever virus (ASFV) causes a highly contagious and often lethal swine viral disease, and leads to tremendous economic losses to the swine industry. Unfortunately, there are no vaccines and effective antiviral agents available to prevent and control ASFV outbreaks. Therefore, it is necessary to develop simple and rapid strategies to monitor ASFV-infected pigs to restrain its spread. In the current study, ASFV capsid protein p72 was expressed along with its chaperone pB602L to form trimers in human embryonic kidney 293 (HEK293) cells. The p72 trimers were subsequently labeled with colloidal gold to develop a immunochromatographic strip. The strip showed high specificity to ASFV-positive serum and no cross-reactivity to other swine virus positive sera. Importantly, the strip showed a higher sensitivity of detecting ASFV antibodies in both positive standard serum and clinical serum samples than a commercial enzyme-linked immunosorbent assay (ELISA) kit. Taken together, these results demonstrate the strip as a reliable diagnostic tool against ASFV infection, which will be appropriate for application in prevention and control of ASFV. Key points • ASFV p72 trimers were successfully generated . • A colloidal gold strip was developed based on ASFV p72 trimers . • The strip is appropriate for detecting ASFV antibodies in the field .

研究领域: 兽医学 · 分子生物学 · 诊断技术
✓ 已验证 DOI PubMed 高影响因子
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EUROPEAN JOURNAL OF INORGANIC CHEMISTRY · 2024 ·Vol. 27 ·期 24 ·e202400204 · IF 2.2

Copper Iodide Hybrid with Unique Cu3I3 Trimeric Inorganic Functional Unit and Far-red/Near-infrared Emission

Haibo Li,Chen Su,Qianqian Wang,Jing Yang,Jialin Zhu,Hua Tong,Ning Zhao,Wei Liu,Gangfeng Ouyang

Graphical A neutral copper iodide hybrid with unique Cu 3 I 3 trimeric inorganic functional unit is reported. The hybrid owns a one-dimensional extended polymeric structure in the form of Cu 3 I 3 ( L ) 2 ( L =5,6,7,8-tetrahydroquinoxaline) and has an infrequent far-red/near-infrared emission. The luminescence mechanism is studied to be the combination of metal-to-ligand and halide-to-ligand charge transfer by the results of decay lifetime measurement and calculation of density of states. In this paper, a neutral copper iodide hybrid with unique Cu 3 I 3 trimeric inorganic functional unit is successfully fabricated using 5,6,7,8-tetrahydroquinoxaline ( L ) with large steric-hindrance group as the organic ligand. The hybrid owns a one-dimensional (1D) extended polymeric structure in the form of Cu 3 I 3 ( L ) 2 . As a CuI-based hybrid, 1D-Cu 3 I 3 ( L ) 2 has an infrequent far-red/near-infrared emission, exhibiting the potential application prospects in the field of display and night vision. Moreover, the luminescence mechanism is carefully studied by decay lifetime measurement and calculation of density of states, which is verified to be the combination of metal-to-ligand charge transfer and halide-to-ligand charge transfer.

研究领域: 材料科学 · 无机化学 · 发光材料 · 光电子学
✓ 已验证 DOI 高影响因子
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

The synthesis and preliminary immunological evaluation of a dual-adjuvant SARS-CoV-2 RBD vaccine: Covalent integration of TLR7/8 and iNKT cell agonists

Ying Xu,Jing Yang,Xiongyan Meng,Shuai Meng,Tiantian Sun,Ning Ding,Chengli Zong

Covalently linking an adjuvant to an antigenic protein enhances its immunogenicity by ensuring a synergistic delivery to the immune system, fostering a more robust and targeted immune response. Most adjuvant-protein conjugate vaccines incorporate only one adjuvant due to the difficulties in its synthesis. However, there is a growing interest in developing vaccines with multiple adjuvants designed to elicit a more robust and targeted immune response by engaging different aspects of the immune system for complex diseases where traditional vaccines fall short. Here, we pioneer the synthesis of a dual-adjuvants protein conjugate Vaccine 1 by assembling a toll-like receptor 7/8 (TLR7/8) agonist, an invariant natural killer T cell (iNKT) agonist with a clickable bicyclononyne (BCN). The BCN group can bio-orthogonally react with azide-modified severe acute respiratory syndrome coronavirus-2 receptor-binding domain (SARS-CoV-2 RBD) trimer antigen to give the three-component Vaccine 1 . Notably, with a mere 3 μg antigen, it elicited a balanced subclass of IgG titers and 20-fold more IgG2a than control vaccines, highlighting its potential for enhancing antibody-dependent cellular cytotoxicity. This strategy provides a practicable way to synthesize covalently linked dual immunostimulants. It expands the fully synthetic self-adjuvant protein vaccine that uses a single adjuvant to include two different types of adjuvants.

研究领域: 免疫学 · 病毒学 · 药物化学 · 疫苗研发
✓ 已验证 DOI 高影响因子
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REACTIVE & FUNCTIONAL POLYMERS · 2019 · IF 3.074

Heat driven self-healing isocyanate-based crosslinked three-arm Star-shaped polyglycolide based on dynamic transesterification

Qi Fu,Qiming Yan,Xiang Jiang,Heqing Fu

Dynamic combinatorial chemistry (DCC) involves reversible reactions which can be controlled by thermodynamics method . Transesterification is one of the most widely explored DCC reactions. In this paper, transesterification was used to synthesize self-healing network. First, a three-arm star -shaped hydroxyl-terminated polyglycolide (HTPG) was fabricated though the ring-opening polymerization (ROP) of glycolide by using triethanolamine (TEA) as initiator and tetrabutyl titanate (TBT) as catalyst. Then the self-healing network i.e. isocyanate-based crosslinked star -shaped polyglycolide (ICSPG) was prepared through the crosslink between hexamethylene diisocyanate trimer (HDIT) and HTPG. In order to explore the mechanism of the self-healing, a polyurethane based on a tri-functional polyether polyol (PPPU)was synthesized. The structures of HTPG, ICSPG and PPPU were characterized by fourier transform infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy ( 1 H NMR). The mechanical properties and self-healing properties were characterized by dynamic mechanical thermal analysis (DMTA) and polarizing optical microscopy (POM). And the welding test was used to further characterize the self-healing properties of ICSPG. It was found that mechanical recovery is about 70%. The POM results showed that ICSPG exhibited self-healing properties at high temperature.

研究领域: 材料科学 · 聚合物化学 · 自愈合材料 · 动态组合化学
✓ 已验证 DOI 高影响因子
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