Chemistry - A European Journal最新文献_第2页

Selective On-Surface Metalation and Uncommon Reordering of Self-Assembled Macrocyclic Biquinazoline Ligands on Ag(111).

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202404350

Felix Haag, Wenchao Zhao, Biao Yang, Peter Knecht, Knud Seufert, Marc G Cuxart, Anthoula C Papageorgiou, Matthias Muntwiler, Willi Auwärter, Corinna R Hess, Johannes V Barth, Francesco Allegretti

{"title":"Selective On-Surface Metalation and Uncommon Reordering of Self-Assembled Macrocyclic Biquinazoline Ligands on Ag(111).","authors":"Felix Haag, Wenchao Zhao, Biao Yang, Peter Knecht, Knud Seufert, Marc G Cuxart, Anthoula C Papageorgiou, Matthias Muntwiler, Willi Auwärter, Corinna R Hess, Johannes V Barth, Francesco Allegretti","doi":"10.1002/chem.202404350","DOIUrl":"https://doi.org/10.1002/chem.202404350","url":null,"abstract":"The macrocyclic biquinazoline ligand, H-Mabiq, presents a central and a peripheral site for the coordination of metal ions, making the adsorption on solid surfaces promising for the creation of self-assembled bimetallic two-dimensional platforms. Here, we apply an on-surface metalation strategy under ultra-high vacuum conditions to guide the synthesis of metalated species and study sequential metalation patterns. We find that cobalt (as well as iron) metalation on the Ag(111) surface preferentially occurs at the macrocyclic centre without further metal coordination to the peripheral site. Nevertheless, starting from a densely packed, self-assembled H-Mabiq monolayer, the modification of the central cavity by Co is accompanied by an unusual, metalation-induced phase transformation which gives evidence of modified lateral / interfacial interactions. The selective metalation of one molecular site opens up an on-surface route to create bimetallic networks incorporating select metal ions at different locations.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404350"},"PeriodicalIF":3.9,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143062725","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Bio-Based Surfactants via Borrowing Hydrogen Catalysis.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202500077

Maximilian Koy, Maximilian Fellert, Chuting Deng, Michiel T Uiterweerd, Alicia Lessentier, Minyan Wu, Mickael Cregut, Jianxia Zheng, Stephane Streiff, Juan J de Pablo, Ben L Feringa

引用次数: 0

Unusual Caesium Monensinate A: Crystallographic Evidence for the Formation of Dinuclear Coordination Species in the Solid State.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202404453

Ivayla Pantcheva, Nikolay Petkov, Anela Ivanova, Miroslava Nedyalkova, Svetlana Simova, Petar Dorkov, Angel Ugrinov

{"title":"Unusual Caesium Monensinate A: Crystallographic Evidence for the Formation of Dinuclear Coordination Species in the Solid State.","authors":"Ivayla Pantcheva, Nikolay Petkov, Anela Ivanova, Miroslava Nedyalkova, Svetlana Simova, Petar Dorkov, Angel Ugrinov","doi":"10.1002/chem.202404453","DOIUrl":"https://doi.org/10.1002/chem.202404453","url":null,"abstract":"The polyether ionophore monensin A (MonH), applied as silver monensinate, reacts with caesium cations to form a dinuclear complex [Mon2Cs2] the structure of which has been solved by single-crystal X-ray diffraction. Two Cs+ ions are located in the hydrophilic cage of two ligand anions, achieving coordination number eight. In addition, the metal cations are bridged by two functional groups of monensinate A, completing the inner tenfold coordination sphere. NMR studies show that the dinuclear complex dissociates to its mononuclear counterparts in methanol solutions. Further molecular dynamics theoretical modelling of the interaction of monensinate A with alkali metal ions reveals the effect of solvent polarity on the zipping ability of the ligand. Thus, in methanol, used as an explicit solvent, potassium and rubidium cations fully occupy the cavity of the ligand, whereas the sodium monensinate exists in an \"open\" form, with Na+ ions still interacting with the monodentate carboxylate group. The replacement of methanol by the less polar chloroform induces the folding of monensinate A and the formation of \"closed\" structures with all group 1 metal cations. The obtained data explain the specifics in the behaviour of monensinate A caused by the environment, e.g., physical state or solvent.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404453"},"PeriodicalIF":3.9,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143062747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Efficient Blue Electroluminescence Based on A Donor-π-acceptor with Pyrene Bridge: Weak Charge-transfer (CT) For High Luminescence and Considerable Exciton Utilization.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202404752

Mingming Yao, Shuyi Men, Kuo Yu, Jinbei Wei, Shitong Zhang, Bing Yang

引用次数: 0

Nitrocyclopropanes as Valuable Building Blocks in Organic Synthesis and Biology: Exploring the Origin of the Nitro Group.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202404791

Andriani G Chaidali, Michael A Terzidis, Ioannis N Lykakis

{"title":"Nitrocyclopropanes as Valuable Building Blocks in Organic Synthesis and Biology: Exploring the Origin of the Nitro Group.","authors":"Andriani G Chaidali, Michael A Terzidis, Ioannis N Lykakis","doi":"10.1002/chem.202404791","DOIUrl":"https://doi.org/10.1002/chem.202404791","url":null,"abstract":"Cyclopropane derivatives serve as important building blocks in organic synthesis, due to their three-membered stretched ring. Nitro-substituted cyclopropanes (NCPs) represent a special class of donor-acceptor cyclopropanes (DACs) that contain a strong electron-withdrawing nitro group as substituent on the cyclopropyl moiety. Due to the versatile nature of the nitro group, which can be converted into other functional azo groups or heterocyclic scaffolds, NCPs are considered important building blocks in the design of complex organic compounds. Herein, the present review is organized in two main sections focused on the synthesis and application of NCPs. The part containing the synthetic methodologies towards NCPs has been further divided into distinct sections based mainly on the nature of the starting materials, such as: a) from nitroalkenes, b) from nitro-bearing diazo compounds, c) from nitroalkanes in combination with alkenes, d) from aminocyclopropanes under oxidative conditions, and e) from various nitro compounds, through miscellaneous processes. In the part concerning the applications and uses of NCPs, the categorization includes three main subcategories, concerning their reduction to 1-aminocyclopropane-1-carboxylic acids (ACC), the ring opening of NCPs leading to valuable open-chain heterocycles, and the ring expansion to larger cyclic and heterocyclic compounds.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404791"},"PeriodicalIF":3.9,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143062652","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Borylative desymmetrization of multifunctional haloarenes assisted by sodium dispersion.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202500355

Ukyo Ogi, Shuichi Ikeda, Kentaro Okano, Masaki Horie, Atsunori Mori

引用次数: 0

Visible Light-Mediated Decarboxylative Giese Addition Utilizing Thioxanthone or Thioxanthone-TfOH Complex as the Photocatalyst.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-30 DOI: 10.1002/chem.202404483

Charikleia S Batsika, Naya A Stini, Christoforos G Kokotos

引用次数: 0

pH-Controlled DNA Switching Circuits with Multi-State Responsiveness for Logic Computation and Control.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-29 DOI: 10.1002/chem.202404541

Peijun Shi, Xiaokang Zhang, Shuang Cui, Lijun Sun, Xin Liu, Bin Wang, Qiang Zhang

{"title":"pH-Controlled DNA Switching Circuits with Multi-State Responsiveness for Logic Computation and Control.","authors":"Peijun Shi, Xiaokang Zhang, Shuang Cui, Lijun Sun, Xin Liu, Bin Wang, Qiang Zhang","doi":"10.1002/chem.202404541","DOIUrl":"https://doi.org/10.1002/chem.202404541","url":null,"abstract":"Dynamic control of DNA circuit functionality is essential for constructing chemical reaction networks (CRNs) that implement complex functions. The triplex has been utilized for dynamically regulating the diverse functionalities of DNA circuits due to its distinctive pH responsiveness. However, it is challenging for triplexes to independently regulate the functionality of DNA circuits, as various triplexes were often required for DNA circuits to function in complex environments, which adds complexity to the design and control of dynamic circuits. Here, we proposed a pH-controlled multi-state DNA switching circuit construction strategy to realize dynamic regulation among three states through conformational transitions of the triplex. In addition, by leveraging the regulatory role of multi-state DNA switching circuits on the toehold-mediated strand displacement reaction, we constructed switchable DNA circuits for logic computation and control of hybridization chain reaction (HCR). We confirmed that the designed DNA switching circuits exhibited multi-state responsiveness, allowing for different logical operations at varying pH levels and programmable control of the diverse reaction pathways in the HCR. Our strategy offers a convenient approach for the intelligent response and dynamic regulation of large-scale CRNs and DNA nanostructure self-assembly. It promises applications in biosensing, disease detection and drug delivery.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404541"},"PeriodicalIF":3.9,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057600","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Mechanistic Insights into the Apoptosis of Cancer Cells Induced by a Kinase-Responsive Peptide Amphiphile.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-29 DOI: 10.1002/chem.202403658

Natsumi Shimizu, Sayuki Kanemitsu, Riku Umemura, Tomoko Yashiro, Ryoko Kawabata, Kanon Nishimura, Shinya Kawasaki, Kenta Morita, Takashi Aoi, Tatsuo Maruyama

{"title":"Mechanistic Insights into the Apoptosis of Cancer Cells Induced by a Kinase-Responsive Peptide Amphiphile.","authors":"Natsumi Shimizu, Sayuki Kanemitsu, Riku Umemura, Tomoko Yashiro, Ryoko Kawabata, Kanon Nishimura, Shinya Kawasaki, Kenta Morita, Takashi Aoi, Tatsuo Maruyama","doi":"10.1002/chem.202403658","DOIUrl":"https://doi.org/10.1002/chem.202403658","url":null,"abstract":"Organelle targeting is a useful approach in drug development for cancer therapy. Peptide amphiphiles are good candidates for targeting specific organelles because they can be engineered into a wide range of molecular structures, enabling customization for specific functional needs. We have developed a peptide amphiphile, C16-(EY)3, that can respond to tyrosine kinase activity and undergo phosphorylation inside cancer cells. C16-(EY)3 selectively induced apoptosis in cancer cells that overexpressed tyrosine kinase. The peptide amphiphile self-assembled into nanofibers on the endoplasmic reticulum (ER) membrane, reducing the ER membrane fluidity and triggering ER stress. The mechanism of the cancer cell death induced by C16-(EY)3 was shown to involve phosphorylation by tyrosine kinase, ER stress induction, and the subsequent activation of caspase-4, -12, and -9, which ultimately triggered apoptosis through the activation of caspase-3 and -7. In vivo studies further validated the antitumor efficacy of C16-(EY)3 as transcutaneous administration of the peptide amphiphile inhibited tumor growth in mice. This study elucidated the mechanism of apoptosis induced by the peptide amphiphile, indicating the potential of peptide amphiphiles as organelle-targeting cancer therapeutics and providing a novel strategy for the development of selective and potent anticancer drugs.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202403658"},"PeriodicalIF":3.9,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057598","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Self-assembly of Antisense DNA-Camptothecin Amphiphile into Glutathione-Responsive Nanoparticles for Combination Cancer Therapy.

IF 3.9 2区化学

Chemistry - A European Journal Pub Date : 2025-01-29 DOI: 10.1002/chem.202404068

Anusree Krishna, Anupama Babulal, Mareena Sajeev, Nidhin Ravi, Gowtham Raj, Anitta Antony, Nikhil Dev Narendradev, Srinivasa Murty Srinivasula, Reji Varghese

{"title":"Self-assembly of Antisense DNA-Camptothecin Amphiphile into Glutathione-Responsive Nanoparticles for Combination Cancer Therapy.","authors":"Anusree Krishna, Anupama Babulal, Mareena Sajeev, Nidhin Ravi, Gowtham Raj, Anitta Antony, Nikhil Dev Narendradev, Srinivasa Murty Srinivasula, Reji Varghese","doi":"10.1002/chem.202404068","DOIUrl":"https://doi.org/10.1002/chem.202404068","url":null,"abstract":"Recent years have witnessed the rapid growth of combination therapy for the treatment of cancer. Chemo and antisense DNA therapies are two clinically proven and efficient treatment modalities for cancer. However, direct delivery of both chemo and antisense oligonucleotides into the cancerous cells is challenging and hence there is a high demand for the development of new strategies that permit the direct delivery of chemo and antisense therapeutic agents in a targeted fashion. Herein, we show a supramolecular approach for the direct delivery of hydrophobic chemo drug and cell impermeable antisense oligonucleotide into a cancer cell in a targeted fashion. Synthesis of an amphiphile (DNA1-CPT) consist of hydrophobic camptothecin (CPT) conjugated to an antisense oligonucleotide (DNA1) via glutathione-responsive disulphide linker is reported. Self-assembly of DNA1-CPT results in the formation of GSH-responsive NPs with CPT as the hydrophobic core and DNA1 as the hydrophilic shell. Self-assembled NPs exhibits excellent cellular internalization via endocytosis pathway, and the high concentration of glutathione inside the cancer cells causes the cleavage of disulphide bond of the NPs and trigger the simultaneous release of CPT and DNA1a. Enhanced cytotoxicity is observed for the NPs due to the synergetic combination of chemo and antisense DNA therapies.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e202404068"},"PeriodicalIF":3.9,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143057601","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0