Angewandte Chemie International Edition (Angew Chem Int Ed)

Publications in this journal

• Article: Stepwise-Resolved Thermodynamics of Hydrophobic Self-Assembly.

  Alina Grego, Achim Müller, Ira A Weinstock
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  ABSTRACT: Unprecedented information concerning how the relative roles of different hydrophobic effects evolve during multistep hydrophobic assembly processes is provided by using a unique type of experiment to resolve the underlying energetics of individual growth steps in the formation of a structurally well-defined micelle-like organic aggregate of n-butyrate ions within a porous inorganic-oxide nanocapsule.
  Angewandte Chemie International Edition 06/2013;
• Article: DNA Origami as a DNA Repair Nanosensor at the Single-Molecule Level.

  Maria Tintoré, Isaac Gállego, Brendan Manning, Ramon Eritja, Carme Fàbrega
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  ABSTRACT: The folding of DNA molecules by DNA origami is used in a nanosensor to analyze enzymatic DNA repair activity of hAGT. The method uses conformational changes that condition α-thrombin interaction with DNA aptamers, and illustrates the use of DNA origami as a protein recognition biosensor.
  Angewandte Chemie International Edition 06/2013;
• Article: Polymer Nanomicelles for Efficient Mucus Delivery and Antigen-Specific High Mucosal Immunity.

  Young-Woock Noh, Ji Hyun Hong, Sang-Mu Shim, Hye Sun Park, Hee Ho Bae, Eun Kyoung Ryu, Jung Hwan Hwang, Chul-Ho Lee, Seong Hun Cho, Moon-Hee Sung, Haryoung Poo, Yong Taik Lim
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  ABSTRACT: Micelles for mucosal immunity: A mucosal vaccine system based on γ-PGA nanomicelles and viral antigens was synthesized. The intranasal administration of the vaccine system induces a high immune response both in the humoral and cellular immunity.
  Angewandte Chemie International Edition 06/2013;
• Article: Self-Assembly of a Supramolecular, Three-Dimensional, Spoked, Bicycle-like Wheel.

  Xiaocun Lu, Xiaopeng Li, Yan Cao, Anthony Schultz, Jin-Liang Wang, Charles N Moorefield, Chrys Wesdemiotis, Stephen Z D Cheng, George R Newkome
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  ABSTRACT: Where there's a wheel, there's a way: The terpyridine-based title system has been synthesized through a facile self-assembly process. Two tris(terpyridine) ligands possessing angles of either 120° or 60° between adjacent tpy units were mixed with a stoichiometric amount of Zn(2+) (2:6:12) to generate the desired coordination-driven bicycle-like wheel (90 % yield).
  Angewandte Chemie International Edition 06/2013;
• Article: Controlled Systemic Release of Therapeutic Peptides from PEGylated Prodrugs by Serum Proteases.

  Friederike Inga Nollmann, Tina Goldbach, Nicole Berthold, Ralf Hoffmann
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  ABSTRACT: A novel concept to release peptidic drugs systemically by serum proteases from a PEGylated precursor makes it possible to tune release kinetics to fit the medical needs. Drug release depends on the size of the PEG polymer and the sequence and length of the peptide linker. The antimicrobial activities of the prodrugs were even better than those of the free peptides, whereas direct PEGylation abolished the peptide activity.
  Angewandte Chemie International Edition 06/2013;
• Article: Total Syntheses of (-)-Scabronines G and A, and (-)-Episcabronine A.

  Yu Kobayakawa, Masahisa Nakada
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  ABSTRACT: Making scab(ronine)s: The total synthesis of (-)-scabronine G features a highly stereoselective oxidative dearomatization/intramolecular inverse-electron-demand Diels-Alder reaction cascade, and the first total synthesis of (-)-scabronine A comprises a highly stereoselective oxa-Michael/protonation/acetalization cascade. The first total synthesis of (-)-episcabronine A includes another highly stereoselective cascade.
  Angewandte Chemie International Edition 06/2013;
• Article: Photolithographic Boronate Affinity Molecular Imprinting: A General and Facile Approach for Glycoprotein Imprinting.

  Li Li, Yue Lu, Zijun Bie, Hong-Yuan Chen, Zhen Liu
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  ABSTRACT: Better than expected: With a regular boronic acid as the functional monomer, a general and facile approach for glycoprotein imprinting exhibited several highly favorable features that are beyond normal expectation, which make the prepared MIPs feasible for the recognition of trace glycoproteins in complicated real samples.
  Angewandte Chemie International Edition 06/2013;
• Article: Chiral N-Heterocyclic Carbene/Pyridine Ligands for the Iridium-Catalyzed Asymmetric Hydrogenation of Olefins.

  Andreas Schumacher, Maurizio Bernasconi, Andreas Pfaltz
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  ABSTRACT: Swapping N,P for C,N: Iridium complexes of bidentate pyridine-based C,N ligands with an N-heterocylic carbene (NHC) unit proved to be efficient and highly enantioselective hydrogenation catalysts. As a result of the lower acidity of iridium hydride intermediates produced from NHC-based complexes, these catalysts are much better suited than analogous N,P-ligand complexes for the hydrogenation of acid-sensitive substrates.
  Angewandte Chemie International Edition 06/2013;
• Article: Chemical Synthesis of Biologically Active Monoglycosylated GM2-Activator Protein Analogue Using N-Sulfanylethylanilide Peptide.

  Kohei Sato, Akira Shigenaga, Keisuke Kitakaze, Ken Sakamoto, Daisuke Tsuji, Kohji Itoh, Akira Otaka
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  ABSTRACT: Going to SEA(lide): Total chemical synthesis of a 162-residue glycoprotein analogue of the monoglycosylated human GM2-activator protein (GM2AP) was achieved. Key steps were the use of N-sulfanylethylanilide (SEAlide) peptides in the kinetic chemical ligation synthesis of a large peptide fragment, and a convergent native chemical ligation for final fragment assembly.
  Angewandte Chemie International Edition 06/2013;
• Article: Photocatalytic Reduction of CO2 on TiO2 and Other Semiconductors.

  Severin N Habisreutinger, Lukas Schmidt-Mende, Jacek K Stolarczyk
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  ABSTRACT: Rising atmospheric levels of carbon dioxide and the depletion of fossil fuel reserves raise serious concerns about the ensuing effects on the global climate and future energy supply. Utilizing the abundant solar energy to convert CO2 into fuels such as methane or methanol could address both problems simultaneously as well as provide a convenient means of energy storage. In this Review, current approaches for the heterogeneous photocatalytic reduction of CO2 on TiO2 and other metal oxide, oxynitride, sulfide, and phosphide semiconductors are presented. Research in this field is focused primarily on the development of novel nanostructured photocatalytic materials and on the investigation of the mechanism of the process, from light absorption through charge separation and transport to CO2 reduction pathways. The measures used to quantify the efficiency of the process are also discussed in detail.
  Angewandte Chemie International Edition 06/2013;
• Article: Self-Organized Arrays of Single-Metal Catalyst Particles in TiO2 Cavities: A Highly Efficient Photocatalytic System.

  Jeong Eun Yoo, Kiyoung Lee, Marco Altomare, Elena Selli, Patrik Schmuki
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  ABSTRACT: Peas in a pod: A highly aligned Aunp @TiO2 photocatalyst was formed by self-organizing anodization of a Ti substrate followed by dewetting of a gold thin film. This leads to exactly one Au nanoparticle (np) per TiO2 nanocavity. Such arrays are highly efficient photocatalysts for hydrogen generation from ethanol.
  Angewandte Chemie International Edition 06/2013;
• Article: Bioactive Luminescent Transition-Metal Complexes for Biomedical Applications.

  Dik-Lung Ma, Hong-Zhang He, Ka-Ho Leung, Daniel Shiu-Hin Chan, Chung-Hang Leung
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  ABSTRACT: The serendipitous discovery of the anticancer drug cisplatin cemented medicinal inorganic chemistry as an independent discipline in the 1960s. Luminescent metal complexes have subsequently been widely applied for sensing, bio-imaging, and in organic light-emitting diode applications. Transition-metal complexes possess a variety of advantages that make them suitable as therapeutics and as luminescent probes for biomolecules. It is thus highly desirable to develop new luminescent metal complexes that either interact with DNA through different binding modes or target alternative cellular machinery such as proteins as well as to provide a more effective means of monitoring disease progression. In this Review, we highlight recent examples of biologically active luminescent metal complexes that can target and probe a specific biomolecule, and offer insights into the future potential of these compounds for the investigation and treatment of human diseases.
  Angewandte Chemie International Edition 06/2013;
• Article: Engineering Multimodal Localized Surface Plasmon Resonances in Silicon Nanowires.

  Li-Wei Chou, Michael A Filler
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  ABSTRACT: Multimodal plasmonic resonances: Silicon nanowires that contain multiple, dimensionally controlled, axially registered doped regions were synthesized and investigated by angle-dependent mid-infrared spectroscopy (see picture; P=partial pressure). The wires support mid-infrared multimodal localized surface plasmon resonances (LSPRs).
  Angewandte Chemie International Edition 06/2013;
• Article: Trifluoromethylation Reactions for the Synthesis of β-Trifluoromethylamines.

  Hiromichi Egami, Shintaro Kawamura, Ayako Miyazaki, Mikiko Sodeoka
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  ABSTRACT: A multitalented system: N-Migratory oxytrifluoromethylation and one-pot three-component reactions of allylamines as well as the aminotrifluoromethylation of alkenyl amines all proceeded efficiently in the presence of the Togni reagent (1) and CuI to afford a variety of β-trifluoromethylamine derivatives.
  Angewandte Chemie International Edition 06/2013;
• Article: The Ferroquine Antimalarial Conundrum: Redox Activation and Reinvasion Inhibition.

  Faustine Dubar, Christian Slomianny, Jamal Khalife, Daniel Dive, Hadidjatou Kalamou, Yann Guérardel, Philippe Grellier, Christophe Biot
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  ABSTRACT: Metal health: Ferroquine is a ferrocene-based analogue of the antimalarial drug chloroquine. In addition to the primary mechanism of quinoline action, fluorescent probe studies in infected red blood cells show another mechanism is at work. It is based on the production of HO(.) in the acidic and oxidizing environment of the digestive vacuole of the malaria parasite and implies that with ferroquine reinvasion can be inhibited.
  Angewandte Chemie International Edition 06/2013;
• Article: Enantioselective Fluoroamination: 1,4-Addition to Conjugated Dienes Using Anionic Phase-Transfer Catalysis.

  Hunter P Shunatona, Natalja Früh, Yi-Ming Wang, Vivek Rauniyar, F Dean Toste
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  ABSTRACT: Chiral-anion phase-transfer catalysis (PTC) has been applied towards the enantioselective fluorocyclization reactions of 1,3-dienes. The method affords unprecedented fluorinated benz[f]isoquinoline and octahydroisoquinoline products in high yields and up to 96 % ee. New fluorinated amine reagents outperformed Selectfluor in the desired transformation.
  Angewandte Chemie International Edition 06/2013;
• Article: Direct β-Activation of Saturated Aldehydes to Michael Acceptors through Oxidative NHC Catalysis.

  Junming Mo, Liang Shen, Yonggui Robin Chi
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  ABSTRACT: Without detours: Oxidative catalysis mediated by N-heterocyclic carbenes (NHCs) enables the direct β-carbon functionalization of saturated aldehydes. The reaction proceeds through two sequential oxidative steps to generate α,β-unsaturated triazolium ester equivalents as Michael acceptors, which react with 1,3-diketones and β-ketone esters in an enantioselective manner.
  Angewandte Chemie International Edition 06/2013;
• Article: Deprotonation of a Borohydride: Synthesis of a Carbene-Stabilized Boryl Anion.

  David A Ruiz, Gaël Ung, Mohand Melaimi, Guy Bertrand
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  ABSTRACT: An acidic hydride! Thanks to the presence of a π-acceptor cyclic alkyl amino carbene and of two electron-withdrawing nitrile groups, a borohydride reacts with a base to give a carbene-stabilized boryl anion, which reacts with carbon and metal electrophiles at the boron center. Dipp=2,6-diisopropylphenyl, KHMDS=potassium bis(trimethylsilyl)amide.
  Angewandte Chemie International Edition 06/2013;
• Article: Gold-Catalyzed Formal Cycloaddition of 2-Ethynylbenzyl Ethers with Organic Oxides and α-Diazoesters.

  Samir Kundlik Pawar, Chiou-Dong Wang, Sabyasachi Bhunia, Appaso Mahadev Jadhav, Rai-Shung Liu
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  ABSTRACT: A world of possibilities: Gold-catalyzed reactions of 2-ethynylbenzyl ethers with organic oxides and α-diazoesters gave 1,3-dihydroisobenzofuran and naphthalene derivatives, respectively (see scheme; EWG=electron-withdrawing group). Mechanisms for the formation of the formal cycloadducts were elucidated by isotope labeling.
  Angewandte Chemie International Edition 06/2013;
• Article: A Robust Nickel Catalyst for Cyanomethylation of Aldehydes: Activation of Acetonitrile under Base-Free Conditions.

  Sumit Chakraborty, Yogi J Patel, Jeanette A Krause, Hairong Guan
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  ABSTRACT: Nick of time: The nickel cyanomethyl complex 1 catalyzes the room temperature coupling of aldehydes with acetonitrile under base-free conditions. The catalytic system is long-lived and remarkably efficient with high turnover numbers (TONs) and turnover frequencies (TOFs) achieved. The mild reaction conditions allow a wide variety of aldehydes, including base-sensitive ones, to catalytically react with acetonitrile.
  Angewandte Chemie International Edition 06/2013;