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Promoter-controlled Synthesis and Conformational Analysis of Cyclic Mannosides up to a 32-mer

Angewandte Chemie 2023年第43期135卷

作者： Dr. Xiaona Li Cristina Di Carluccio He Miao Lvfeng Zhang Jintao Shang Prof. Dr. Antonio Molinaro Prof. Dr. Peng Xu Prof. Dr. Alba Silipo Prof. Dr. Biao Yu Prof. Dr. You Yang Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism Shanghai Key Laboratory of New Drug Design Engineering Research Center of Pharmaceutical Process Chemistry Ministry of Education School of Pharmacy East China University of Science and Technology 130 Meilong Road Shanghai 200237 China Department of Chemical Sciences University of Naples Federico II Via Cintia 4 80126 Napoli Italy Department of Chemistry School of Science Osaka University 1-1 Osaka University Machikaneyama Toyonaka Osaka 560-0043 Japan State Key Laboratory of Bioorganic and Natural Products Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences 345 Lingling Road Shanghai 200032 China

Cyclodextrins are widely used as carriers of small molecules for drug delivery owing to their remarkable host properties and excellent biocompatibility. However, cyclic oligosaccharides with different sizes and shapes are limited. Cycloglycosylation of ultra-large bifunctional saccharide precursors is challenging due to the constrained conformational spaces. Herein we report a promoter-controlled cycloglycosylation approach for the synthesis of cyclic α-(1→6)-linked mannosides up to a 32-mer. Cycloglycosylation of the bifunctional thioglycosides and ( Z )-ynenoates was found to be highly dependent on the promoters. In particular, a sufficient amount of a gold(I) complex played a key role in the proper preorganization of the ultra-large cyclic transition state, providing a cyclic 32-mer polymannoside, which represents the largest synthetic cyclic polysaccharide to date. NMR experiments and a computational study revealed that the cyclic 2-mer, 4-mer, 8-mer, 16-mer, and 32-mer mannosides adopted different conformational states and shapes.

关键词： Carbohydrates Conformational Analysis Cyclic Oligosaccharides Cycloglycosylation Glycosylation

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Rücktitelbild: Promoter-controlled Synthesis and Conformational Analysis of Cyclic Mannosides up to a 32-mer (Angew. Chem. 43/2023)

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Angewandte Chemie 2023年第43期135卷

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Oral Administration of Fucosylated Chondroitin Sulfate Oligomers in Gastro-Resistant Microcapsules Exhibits a Safe Antithrombotic Activity

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Thrombosis and Haemostasis 2020年第1期121卷 015-026页

作者： Lufeng Yan Mengshan Zhu Danli Wang Wenyang Tao Donghong Liu Fuming Zhang Robert J. Linhardt Xingqian Ye Shiguo Chen College of Biosystems Engineering and Food Science National-Local Joint Engineering Laboratory of Intelligent Food Technology and Equipment Zhejiang Key Laboratory for Agro-Food Processing Integrated Research Base of Southern Fruit and Vegetable Preservation Technology Zhejiang International Scientific and Technological Cooperation Base of Health Food Manufacturing and Quality Control Zhejiang University Hangzhou China Center for Biotechnology and Interdisciplinary Studies Department of Chemistry and Chemical Biology Rensselaer Polytechnic Institute Troy New York United States Division of Applied Life Sciences Graduate School of Agriculture Kyoto University Uji Japan

Fucosylated chondroitin sulfate (FCS) polysaccharide isolated from sea cucumber has potent anticoagulant activity. Based on its resistance to the enzymes present in vertebrates, it may serve as an anticoagulant and shows antithrombotic effects when delivered through gastro-resistant (GR) tablets. However, due to the multiple plasma targets of FCS polysaccharide in the coagulation pathway, bleeding can occur after its oral administration. In the current study, we used FCS oligomers, in particular a mixture of oligosaccharides having 6 to 18 saccharide units, as the active ingredient in GR microcapsules for oral anticoagulation. In a Caco-2 model, the FCS oligomers showed higher absorption than native FCS polysaccharides. Oral administration of FCS oligomer-GR microcapsules provided a dose-dependent, prolonged anticoagulant effect with a selective inhibition of the intrinsic coagulation pathway when compared with

关键词： fucosylated chondroitin sulfate oligomers gastro resistant microcapsules oral administration anticoagulant and antithrombotic activities bleeding tendency

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Oral Combined Probiotics Clostridium butyricum and Akkermansia muciniphila Inhibits the Progression of 4T1 Breast Cancer by Activating Bcl-2/Bax Pathway

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Cancer medicine 2025年第11期14卷 e70987页

作者： Xiaowei Li Dengxiong Hua Daoyan Wu Wei Hong Yingqian Kang Lei Tang Qin Yang Xinxin Wang Boyan Li Renmin Li Zhenghong Chen Guzhen Cui Key Laboratory of Microbiology and Parasitology of Education Department of Guizhou & Key Laboratory of Medical Molecular Biology of Guizhou Province Guizhou Medical University Guiyang China. Joint Laboratory of Helicobacter Pylori and Intestinal Microecology of Affiliated Hospital of Guizhou Medical University Guiyang China. Guizhou Key Laboratory of Microbio and Infectious Disease Prevention & Control Guiyang China. Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D Guizhou Medical University Guiyang China. School of Public Health Guizhou Medical University Guiyang China. Standard Testing Group Co. Ltd. Qingdao China.

BACKGROUND:Breast cancer is the most common malignant tumor among women. Recent studies have found that gut probiotics and their metabolic products play a significant role in activating the immune system, reshaping the tumor microenvironment, and inhibiting cancer progression. METHODS:We established a 4T1 tumor-bearing mice model and analyzed the proportions of CD4 T and CD8 T cells in the spleen using flow cytometry and immunohistochemistry. The expression levels of TNF-α, IL-6, and IL-10 were measured by enzyme-linked immunosorbent assay. Hematoxylin-eosin staining was used to observe the tumor morphology. Selective protein blotting and quantitative real-time PCR were used to analyze the expression of Bax, Bcl-2, and Caspase-3. Cell proliferation was evaluated using the MTT assay, and apoptosis was detected by flow cytometry. RESULTS:The results indicated that oral administration of CB and AKK possesses the capability to inhibit the progression of 4T1 breast cancer; however, the combined treatment with both strains (CB-AKK) exhibited significantly superior effects compared to each individual strain. Further mechanistic analysis revealed that the CB-AKK combination could activate the antitumor immunity in mice and reshape the tumor microenvironment. Additionally, it was found that the live bacteria and their metabolites derived from CB-AKK could inhibit cell proliferation and promote tumor apoptosis by activating the Bcl-2/Bax signaling pathway. CONCLUSION:This study is the first to demonstrate that orally administered live bacteria CB-AKK can inhibit the progression of 4T1 breast cancer, providing a promising new strategy for the development of innovative biotherapies for breast cancer.

关键词： Akkermansia muciniphila Clostridium butyricum Bcl‐2/Bax signaling pathway apoptosis breast cancer probiotics

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Surface Degradation of Single-crystalline Ni-rich Cathode and Regulation Mechanism by Atomic Layer Deposition in Solid-State Lithium Batteries

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Angewandte Chemie 2022年第48期134卷

作者： Dr. Hui-Juan Guo Yipeng Sun Dr. Yang Zhao Gui-Xian Liu Yue-Xian Song Jing Wan Ke-Cheng Jiang Prof. Dr. Yu-Guo Guo Prof. Dr. Xueliang Sun Prof. Dr. Rui Wen Key Laboratory of Molecular Nanostructure and Nanotechnology Beijing National Laboratory for Molecular Sciences CAS Research/Education Center for Excellence in Molecular Sciences Institute of Chemistry Chinese Academy of Sciences Beijing 100190 P. R. China Key Laboratory of Green Chemical Engineering Process of Ministry of Education School of Chemical Engineering and Pharmacy Wuhan Institute of Technology Wuhan 430072 P. R. China University of the Chinese Academy of Sciences (China) Beijing 100049 P. R. China Department of Mechanical and Materials Engineering University of Western Ontario London Ontario N6A 5B9 Canada Dongguan TAFEL New Energy Technology Company Limited Dongguan 523000 P.R. China

Single-crystalline Ni-rich cathode (SC-NCM) has attracted increasing interest owing to its greater capacity retention in advanced solid-state lithium batteries (SSLBs), while suffers from severe interfacial instability during cycling. Here, via atomic layer deposition, Li 3 PO 4 is introduced to coat SC-NCM (L-NCM), to suppress undesired side reaction and enhance interfacial stability. The dynamic degradation and surface regulation of SC-NCM are investigated inside a working SSLB by in situ atomic force microscopy (AFM). We directly observe the uneven cathode electrolyte interphase (CEI) and surface defects on pristine SC-NCM particle. Remarkably, the formed amorphous LiF-rich CEI on L-NCM maintains its initial structure upon cycling, and thus endows the battery with improved cycling stability and excellent rate capability. Such on-site tracking provides deep insights into surface mechanism and structure–reactivity correlation of SC-NCM, and thus benefits the optimizations of SSLBs.

关键词： Electrochemical Atomic Force Microscopy In Situ Imaging Single-Crystalline Ni-Rich Cathode Dynamic Evolution Solid-State Lithium Batteries

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Superhydrophobic Coating Using TiO2 NPs/PMHS Composite for Self-Cleaning Application

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Macromolecular Symposia 2020年第1期393卷

作者： Sutar, Rajaram S. Manadeshi, Shriram D. Latthe, Sanjay S. Kulal, S.R. Salunkhe, G.D. Rangar, K.K. Lavate, R.A. Raut, S.B. Sapkal, A.C. Bhosale, Appasaheb K. Sadasivuni, Kishor Kumar Liu, Shanhu Xing, Ruimin Self-cleaning Research Laboratory Department of Physics Raje Ramrao College Affiliated to Shivaji University Kolhapur JathMaharashtra India Henan Key Laboratory of Polyoxometalate Chemistry Henan Joint International Research Laboratory of Environmental Pollution Control Materials College of Chemistry and Chemical Engineering Henan University Kaifeng China Department of Chemistry Raje Ramrao College JathMaharashtra India Department of Botany Raje Ramrao College JathMaharashtra India School of Chemistry MIT World Peace University Kothrud PuneMaharashtra India Yashavantrao Chavan Institute of science SataraMaharashtra India Center for Advanced Materials Qatar University Doha Qatar

In the present research work, spray deposition technique is adopted for the fabrication of superhydrophobic coating on glass slide using TiO2 nanoparticles and polymethylhydrosyloxane (PMHS) composite. The prepared superhydrophobic coating revealed hierarchical surface morphology due to different micro and nanoscaled grains of TiO2 NPs/PMHS composite. The water drops hardly stay on the superhydrophobic coating and roll off the surface at sliding angle of 6 due to high water contact angle of 163± 2. As a result, the prepared superhydrophobic coating revealed excellent self-cleaning performance. To evaluate the mechanical durability the prepared superhydrophobic coating, the coating surface is exposed to water jet, water drop impact, adhesive tape peeling, and sandpaper abrasion tests. This coating approach can be applied to the substrates of any size and shape. © 2020 Wiley-VCH GmbH

关键词： Titanium dioxide

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chemical Synthesis of Activity-Based E2-Ubiquitin Probes for the Structural Analysis of E3 Ligase-Catalyzed Transthiolation

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Angewandte Chemie 2021年第31期133卷

作者： Lu-Jun Liang Guo-Chao Chu Qian Qu Chong Zuo Junxiong Mao Qingyun Zheng Jingnan Chen Xianbin Meng Yangwode Jing Prof. Haiteng Deng Prof. Yi-Ming Li Prof. Lei Liu Tsinghua-Peking Center for Life Sciences Ministry of Education Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology Center for Synthetic and Systems Biology Department of Chemistry Tsinghua University Beijing 100084 China School of Food and Biological Engineering Engineering Research Center of Bio-process Ministry of Education Hefei University of Technology Hefei 230009 China MOE Key Laboratory of Bioinformatics School of Life Sciences Tsinghua University Beijing 100084 China

Activity-based E2 conjugating enzyme (E2)-ubiquitin (Ub) probes have recently emerged as effective tools for studying the molecular mechanism of E3 ligase (E3)-catalyzed ubiquitination. However, the preparation of existing activity-based E2-Ub probes depends on recombination technology and bioconjugation chemistry, limiting their structural diversity. Herein we describe an expedient total chemical synthesis of an E2 enzyme variant through a hydrazide-based native chemical ligation, which enabled the construction of a structurally new activity-based E2-Ub probe to covalently capture the catalytic site of Cys-dependent E3s. chemical cross-linking coupled with mass spectrometry (CXMS) demonstrated the utility of this new probe in structural analysis of the intermediates formed during Nedd4 and Parkin-mediated transthiolation. This study exemplifies the utility of chemical protein synthesis for the development of protein probes for biological studies.

关键词： chemical protein synthesis CXMS E2 conjugating enzyme probe ubiquitin

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Mapping hydroxyl variability throughout the global remote troposphere via synthesis of airborne and satellite formaldehyde observations (vol 116, pg 11171, 2019)

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PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 2019年第26期116卷 13144-13144页

作者： Wolfe, Glenn M. Nicely, Julie M. St Clair, Jason M. Hanisco, Thomas F. Liao, Jin Oman, Luke D. Brune, William B. Miller, David Thames, Alexander Abad, Gonzalo Gonzalez Ryerson, Thomas B. Thompson, Chelsea R. Peischl, Jeff McKain, Kathryn Sweeney, Colm Wennberg, Paul O. Kim, Michelle Crounse, John D. Hall, Samuel R. Ullmann, Kirk Diskin, Glenn Bui, Paul Chang, Cecilia Dean-Day, Jonathan Joint Center for Earth Systems Technology University of Maryland Baltimore County Baltimore MD 21228 glenn.m.wolfe@nasa.gov. Atmospheric Chemistry and Dynamics Laboratory NASA Goddard Space Flight Center Greenbelt MD 20771. Earth System Science Interdisciplinary Center University of Maryland College Park MD 20740. Joint Center for Earth Systems Technology University of Maryland Baltimore County Baltimore MD 21228. Universities Space Research Association Columbia MD 21046. Department of Meteorology and Atmospheric Science Pennsylvania State University University Park PA 16801. Harvard-Smithsonian Center for Astrophysics Cambridge MA 02138. Chemical Sciences Division National Oceanic and Atmospheric Administration (NOAA) Earth System Research Laboratory Boulder CO 80305. Cooperative Institute for Research in Environmental Sciences University of Colorado Boulder CO 80309. Global Monitoring Division NOAA Earth System Research Laboratory Boulder CO 80305. Department of Geological and Planetary Sciences California Institute of Technology Pasadena CA 91125. Division of Engineering and Applied Science California Institute of Technology Pasadena CA 91125. Atmospheric Chemistry Observations and Modeling Laboratory National Center for Atmospheric Research Boulder CO 80307. Atmospheric Composition NASA Langley Research Center Hampton VA 23666. Atmospheric Science NASA Ames Research Center Moffett Field CA 94035. Bay Area Environmental Research Institute Moffett Field CA 94952.

The hydroxyl radical (OH) fuels tropospheric ozone production and governs the lifetime of methane and many other gases. Existing methods to quantify global OH are limited to annual and global-to-hemispheric averages. Finer resolution is essential for isolating model deficiencies and building process-level understanding. In situ observations from the Atmospheric Tomography (ATom) mission demonstrate that remote tropospheric OH is tightly coupled to the production and loss of formaldehyde (HCHO), a major hydrocarbon oxidation product. Synthesis of this relationship with satellite-based HCHO retrievals and model-derived HCHO loss frequencies yields a map of total-column OH abundance throughout the remote troposphere (up to 70% of tropospheric mass) over the first two ATom missions (August 2016 and February 2017). This dataset offers unique insights on near-global oxidizing capacity. OH exhibits significant seasonality within individual hemispheres, but the domain mean concentration is nearly identical for both seasons (1.03 ± 0.25 × 10 cm), and the biseasonal average North/South Hemisphere ratio is 0.89 ± 0.06, consistent with a balance of OH sources and sinks across the remote troposphere. Regional phenomena are also highlighted, such as a 10-fold OH depression in the Tropical West Pacific and enhancements in the East Pacific and South Atlantic. This method is complementary to budget-based global OH constraints and can help elucidate the spatial and temporal variability of OH production and methane loss.

关键词： ATom OMI formaldehyde hydroxyl troposphere

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The Role of Phase Mixing Degree in Promoting C−C Coupling in Electrochemical CO2Reduction Reaction on Cu-based Catalysts

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Angewandte Chemie 2024年第16期136卷

作者： Yinuo Wang Fei Yang Hongming Xu Juhee Jang Dr. Ernest P. Delmo Xiaoyi Qiu Dr. Zhehan Ying Prof. Ping Gao Prof. Shangqian Zhu Prof. M. Danny Gu Prof. Minhua Shao Department of Chemical and Biological Engineering The Hong Kong University of Science and Technology Clear Water Bay Kowloon Hong Kong P. R. China Advanced Materials Thrust The Hong Kong University of Science and Technology (Guangzhou) Nansha Guangzhou 511400 Guangdong P. R. China These authors contributed equally in this work. Department of Materials Science and Engineering Southern University of Science and Technology of China 1088 Xueyuan Boulevard Nanshan District Shenzhen Guangdong 518055 P. R. China Department of Chemistry City University of Hong Kong Tat Chee Avenue Kowloon Hong Kong P. R. China Materials Characterization and Preparation Facility (Guangzhou) The Hong Kong University of Science and Technology (Guangzhou) Guangzhou P. R. China School of Chemistry and Chemical Engineering Southeast University Jiangning District Nanjing Jiangsu 211189 P. R. China Eastern Institute for Advanced Study Eastern Institute of Technology Ningbo Zhejiang 315200 P. R. China Energy Institute and Chinese National Engineering Research Center for Control & Treatment of Heavy Metal Pollution The Hong Kong University of Science and Technology Kowloon Hong Kong P. R. China

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Effective treatment of levofloxacin wastewater by an electro-Fenton process with hydrothermal-activated graphite felt as cathode

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Environmental pollution (Barking, Essex : 1987) 2020年第PT 3期266卷 115348页

作者： Jia-Ming Liu Zhi-Yong Ji Ya-Bin Shi Peng Yuan Xiao-Fu Guo Li-Ming Zhao Shu-Ming Li Hong Li Jun-Sheng Yuan National-Local Joint Engineering Laboratory for Energy Conservation in Chemical Process Integration and Resources Utilization School of Chemical Engineering and Technology Hebei University of Technology Tianjin 300130 China Engineering Research Center of Seawater Utilization of Ministry of Education School of Chemical Engineering and Technology Hebei University of Technology Tianjin 300130 China Hebei Collaborative Innovation Center of Modern Marine Chemical Technology Tianjin 300130 China. Hebei Collaborative Innovation Center of Modern Marine Chemical Technology Tianjin 300130 China. Electronic address: jizhiyong@***. Hebei Collaborative Innovation Center of Modern Marine Chemical Technology Tianjin 300130 China Department of Chemical Engineering Beijing Jiaotong University Haibin College Huanghua 061199 China.

The performance of the cathode significantly affects the ability of the electro-Fenton (EF) process to degrade chemicals. In this study, a simple method to modify the graphite felt (GF) cathode was proposed, i.e. oxidizing GF by hydrothermal treatment in nitric acid. The surface physical and electrochemical properties of modified graphite felt were characterized by several techniques: scanning electron microscope (SEM), water contact angle, X-ray photoelectron spectroscopy (XPS), Raman spectroscopy and linear scanning voltammetry (LSV). Compared with an unmodified GF (GF-0), the oxygen reduction reaction (ORR) activity of a modified GF was significantly improved due to the introduction of more oxygen-containing functional groups (OGs). Furthermore, the results showed that GF was optimally modified after 9 h (GF-9) of treatment. As an example, the HO generation by GF-9 was 2.26 times higher than that of GF-0. After optimizing the process parameters, which include the initial Fe concentration and current density, the apparent degradation rate constant of levofloxacin (LEV) could reach as high as 0.40 min. Moreover, the total organic carbon (TOC) removal rate and mineralization current efficiency (MCE) of the modified cathode were much higher than that of the GF-0. Conclusively, GF-9 is a promising cathode for the future development in organic pollutant removal via EF.

关键词： Electro-fenton Graphite felt cathode Levofloxacin Mineralization Oxygen-containing functional groups

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