ChemistryOpen

Cover image for Vol. 5 Issue 5

Early View (Online Version of Record published before inclusion in an issue)

Editors: Karen Hindson, Haymo Ross; Deputy Editor: Kate Lawrence

Impact Factor: 3.585

ISI Journal Citation Reports © Ranking: 2015: 43/163 (Chemistry Multidisciplinary)

Online ISSN: 2191-1363

Associated Title(s): Angewandte Chemie International Edition, Chemistry - A European Journal, Chemistry – An Asian Journal

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  1. 1 - 18
  1. Full Papers

    1. You have full text access to this OnlineOpen article
      Insights into the Binding of Cyclic RGD Peptidomimetics to α5β1 Integrin by using Live-Cell NMR And Computational Studies

      Dr. Ileana Guzzetti, Dr. Monica Civera, Dr. Francesca Vasile, Dr. Daniela Arosio, Prof. Dr. Cristina Tringali, Prof. Dr. Umberto Piarulli, Prof. Dr. Cesare Gennari, Dr. Luca Pignataro, Prof. Dr. Laura Belvisi and Dr. Donatella Potenza

      Version of Record online: 9 DEC 2016 | DOI: 10.1002/open.201600112

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      Cells do it better! The interactions between breast cancer cells, expressing high levels of integrin α5β1, and cyclic DKP–RGD peptidomimetics are studied by using bioaffinity NMR techniques. The NMR data are compared with the docking calculations of RGD ligands in the crystal structure of the α5β1 binding site, thus affording an improved understanding of ligand–integrin interactions.

    2. You have full text access to this OnlineOpen article
      Diversity-Oriented Synthesis of Natural-Product-like Libraries Containing a 3-Methylbenzofuran Moiety for the Discovery of New Chemical Elicitors

      Dr. Xingrui He, Dr. Xia Chen, Songbo Lin, Xiaochang Mo, Pengyong Zhou, Zhihao Zhang, Yaoyao Lu, Yu Yang, Haining Gu, Prof. Zhicai Shang, Prof. Yonggen Lou and Prof. Jun Wu

      Version of Record online: 9 DEC 2016 | DOI: 10.1002/open.201600118

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      Natural-product-like libraries: Coumarin, chalcone, flavone, flavonol, isoflavone and isoquinolinone are six naturally occurring compounds that are ubiquitous in diverse plants. To extend molecular diversity and discover chemical elicitors, the diversity-oriented synthesis is reported of a natural-product-like library, in which the 3-methylfuran core is fused to the six common natural product scaffolds.

    3. You have full text access to this OnlineOpen article
      Synthesis and Comparative Catalytic Study of Zirconia–MnCO3 or –Mn2O3 for the Oxidation of Benzylic Alcohols

      Mohamed E. Assal, Mufsir Kuniyil, Dr. Mujeeb Khan, Prof. Abdulrahman Al-Warthan, Prof. Mohammed Rafiq H. Siddiqui, Prof. Wolfgang Tremel, Dr. Muhammad Nawaz Tahir and Dr. Syed Farooq Adil

      Version of Record online: 7 DEC 2016 | DOI: 10.1002/open.201600116

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      A designed synthesis of catalysts with compositions ZrOx(x%)–MnCO3 (where x=1–7) or ZrOx(x%)–Mn2O3, followed by their comparative catalytic performance for the oxidation of benzylic alcohols to corresponding aldehydes using molecular oxygen, is presented. The catalyst with composition ZrOx(1 %)–MnCO3 pre-calcined at 300 °C offers high surface area, cyclability, thermal stability, and an excellent specific catalytic activity with complete conversion of benzyl alcohol to benzaldehyde in about 5 min. The catalyst also shows selectivity for the oxidation of aromatic over aliphatic alcohols.

  2. Communications

    1. You have full text access to this OnlineOpen article
      A Multi-target Small Molecule for Targeted Transcriptional Activation of Therapeutically Significant Nervous System Genes

      Yulei Wei, Ganesh N. Pandian, Tingting Zou, Junichi Taniguchi, Shinsuke Sato, Gengo Kashiwazaki, Thangavel Vaijayanthi, Takuya Hidaka, Toshikazu Bando and Prof. Hiroshi Sugiyama

      Version of Record online: 30 NOV 2016 | DOI: 10.1002/open.201600125

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      On target: An integrated multi-target synthetic small molecule termed SAHA-L that mimics the structural simplicity and functional efficacy of natural transcription factors enforces targeted transcriptional activation of multiple neural system development and the brain synapse network in both human foreskin cells and 201B7-iPS cells.

    2. You have full text access to this OnlineOpen article
      Facile Preparation of Chloride-Conducting Membranes: First Step towards a Room-Temperature Solid-State Chloride-Ion Battery

      Dr. Fabienne Gschwind, Dominik Steinle, Daniel Sandbeck, Celine Schmidt and Prof. Dr. Elizabeth von Hauff

      Version of Record online: 25 NOV 2016 | DOI: 10.1002/open.201600109

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      Keeping anion things: It is demonstrated that chloride-conducting polymer membranes can be used as solid electrolyte in chloride-ion batteries.

    3. You have full text access to this OnlineOpen article
      The Power of Biocatalysis: A One-Pot Total Synthesis of Rhamnolipids from Butane as the Sole Carbon and Energy Source

      Christian Gehring, Dr. Mirja Wessel, Dr. Steffen Schaffer and Dr. Oliver Thum

      Version of Record online: 23 NOV 2016 | DOI: 10.1002/open.201600127

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      Cutting costs: The successful one-pot total synthesis of rhamnolipids, a class of biosurfactant with 12 stereocenters, from butane as the sole carbon and energy source is reported through the design of a tailored whole-cell biocatalyst.

  3. Full Papers

    1. You have full text access to this OnlineOpen article
      Chiral Brønsted Acid-Catalyzed Enantioselective α-Amidoalkylation Reactions: A Joint Experimental and Predictive Study

      Dr. Eider Aranzamendi, Dr. Sonia Arrasate, Prof. Nuria Sotomayor, Prof. Humberto González-Díaz and Prof. Esther Lete

      Version of Record online: 23 NOV 2016 | DOI: 10.1002/open.201600120

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      Study patrtners: A joint experimental and predictive study on the chiral Brønsted acid-catalyzed enantioselective reaction of enamides with hydroxylactams. A correlative PT-QSRR approach is developed to predict the effect of various reaction parameters on the enantioselectivity.

  4. Communications

    1. You have full text access to this OnlineOpen article
      Rapid Naked-Eye Discrimination of Cytochrome P450 Genetic Polymorphism through Non-Crosslinking Aggregation of DNA-Functionalized Gold Nanoparticles

      Dr. Yoshitsugu Akiyama, Dr. Guoqing Wang, Shota Shiraishi, Dr. Naoki Kanayama, Dr. Tohru Takarada and Prof. Dr. Mizuo Maeda

      Version of Record online: 23 NOV 2016 | DOI: 10.1002/open.201600110

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      Seeing is believing: Colorimetric single-nucleotide polymorphism genotyping is demonstrated by using genetic samples extracted from human hair roots. The method is developed by using a combination of rapid spontaneous aggregation of DNA-modified gold nanoparticles with allele-specific single-base primer extension. The solution color change can be detected with the naked eye within 10 min.

  5. Cover Profiles

    1. You have full text access to this Open Access content
      Rapid Naked-Eye Discrimination of Cytochrome P450 Genetic Polymorphism through Non-Crosslinking Aggregation of DNA-Functionalized Gold Nanoparticles

      Dr. Yoshitsugu Akiyama, Dr. Guoqing Wang, Shota Shiraishi, Dr. Naoki Kanayama, Dr. Tohru Takarada and Prof. Dr. Mizuo Maeda

      Version of Record online: 15 NOV 2016 | DOI: 10.1002/open.201600142

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      “Allele-specific single-base primer extension using a fragment of the gene isolated from human hair roots, followed by salt-induced aggregation of DNA–AuNPs, results in a rapid color change from red to blue or no color change, thereby allowing the single-nucleotide polymorphism discrimination by the naked eye…” Learn more about the story behind the research featured on the front cover in this issue's Cover Profile. Read the corresponding article at 10.1002/open.201600110.

  6. Cover Pictures

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      Rapid Naked-Eye Discrimination of Cytochrome P450 Genetic Polymorphism through Non-Crosslinking Aggregation of DNA-Functionalized Gold Nanoparticles

      Dr. Yoshitsugu Akiyama, Dr. Guoqing Wang, Shota Shiraishi, Dr. Naoki Kanayama, Dr. Tohru Takarada and Prof. Dr. Mizuo Maeda

      Version of Record online: 15 NOV 2016 | DOI: 10.1002/open.201600143

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      The Front Cover picture shows a colorimetric single-nucleotide polymorphism (SNP) genotyping method using spontaneous aggregation of DNA-modified gold nanoparticles (DNA–AuNPs). Simple and rapid SNP genotyping of the human cytochrome P450 2C19 monooxygenase gene is reported. Allele-specific single-base primer extension using a fragment of the gene isolated from human hair roots, followed by salt-induced aggregation of DNA–AuNPs, results in a rapid color change from red to blue or no color change, thereby allowing SNP discrimination by the naked eye.More information can be found in the Full Paper by T. Takarada and co-workers (DOI: 10.1002/open.201600110).

  7. Full Papers

    1. You have full text access to this OnlineOpen article
      Urinary Measurement of Epigenetic DNA Modifications: A Non-Invasive Assessment of the Whole-Body Epigenetic Status in Healthy Subjects and Colorectal Cancer Patients

      Dr. Rafal Rozalski, Dr. Daniel Gackowski, Dr. Agnieszka Siomek-Gorecka, Dr. Zbigniew Banaszkiewicz and Prof. Dr. Ryszard Olinski

      Version of Record online: 15 NOV 2016 | DOI: 10.1002/open.201600103

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      Health check: Two-dimensional ultra-performance liquid chromatography with tandem mass spectrometry (2D UPLC–MS/MS) is applied for the analysis of the TET-mediated active DNA demethylation products, such as modified deoxynucleosides and bases, in urine. Human urine contains all the modifications except from 5-formyl-2′-deoxycytidine (5-fdC) and 5-carboxy-2′-deoxycytidine (5-cadC).

  8. Communications

    1. You have full text access to this OnlineOpen article
      Detection of Ligand-induced Conformational Changes in the Activation Loop of Aurora-A Kinase by PELDOR Spectroscopy

      Dr. Selena G. Burgess, Maria Grazia Concilio, Prof. Richard Bayliss and Dr. Alistair J. Fielding

      Version of Record online: 11 NOV 2016 | DOI: 10.1002/open.201600101

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      Designer label: PELDOR spectroscopy and site-directed spin labeling are used to monitor conformational changes in the activation loop of Aurora-A kinase. The action of different ligands such as microtubule-associated protein (TPX2) and inhibitors can be discriminated. This study provides evidence for structural adaptations that can be used for drug design.

    2. You have full text access to this OnlineOpen article
      Lewis-Acid-assisted Hydrogen Atom Transfer to Manganese(V)-Oxo Corrole through Valence Tautomerization

      Curt J. Bougher and Prof. Dr. Mahdi M. Abu-Omar

      Version of Record online: 28 OCT 2016 | DOI: 10.1002/open.201600117

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      HATs off to you! Acid-induced valence tautomerism to form a Mn corrole with π-radical ligand character by using a variety of Lewis acids [ZnII, CaII, ScIII, YbIII, B(C6F5)3, and TFA] proceeds with rates that are highly dependent on the Lewis acid. The kinetics of hydrogen atom transfer (HAT) shows an enhancement for Zn and Ca. This study provides a fundamental understanding of how Lewis acids and valence tautomerization affect HAT reactivity.

  9. Full Papers

    1. You have full text access to this OnlineOpen article
      Syntheses, Structures, and Complexation Studies of Tris(organostannyl)methane Derivatives

      Anicet Siakam Wendji, Michael Lutter, Lukas M. Stratmann and Prof. Dr. Klaus Jurkschat

      Version of Record online: 25 OCT 2016 | DOI: 10.1002/open.201600092

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      Bicentric rather than tricentric: Tris(organostannyl)methane derivatives (such as 2) are reported, which react with halide anions to give the corresponding organostannate complexes (such as 8), in which 2 acts as a bicentric rather than tricentric Lewis acid. Attempts at replacing the iodine substituents in 2 with perchlorate substituents gave, under non-inert conditions, the hexanuclear organotin oxocluster [HC{Sn(ClO4)2Ph2}2Sn(OH)2Ph]2 (11).

    2. You have full text access to this OnlineOpen article
      Easily Accessible Thermotropic Hydrogen-Bonded Columnar Discotic Liquid Crystals from Fatty Acid– Tris-Benzoimidazolyl Benzene Complexes

      Jody A. M. Lugger and Prof. Dr. Rint P. Sijbesma

      Version of Record online: 24 OCT 2016 | DOI: 10.1002/open.201600078

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      Easy access: Tris-benzoimidazolyl benzene (TBIB) forms C3-symmetric, hydrogen-bonded columnar discotic liquid crystalline complexes with a wide range of fatty acids.

    3. You have full text access to this OnlineOpen article
      Valosin-containing Protein is a Target of 5′-l Fuligocandin B and Enhances TRAIL Resistance in Cancer Cells

      Prof. Dr. Midori A. Arai, Shota Taguchi, Kazuhiro Komatsuzaki, Kento Uchiyama, Ayaka Masuda, Mana Sampei, Prof. Dr. Mamoru Satoh, Sayaka Kado and Prof. Dr. Masami Ishibashi

      Version of Record online: 24 OCT 2016 | DOI: 10.1002/open.201600081

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      Pull-ups: Valosin-containing protein (VCP) is identified as a target protein of 5′-I fuligocandin B through a pull-down assay by using a synthetic biotin probe. 5′-I fuligocandin B shows TRAIL-overcoming activity through VCP inhibition followed by endoplasmic reticulum stress, which induces up-regulation of DR5.

  10. Communications

    1. You have full text access to this OnlineOpen article
      Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence

      Dong-Hang Tan, Yao-Fu Zeng, Yao Liu, Wen-Xin Lv, Prof. Dr. Qingjiang Li and Prof. Dr. Honggen Wang

      Version of Record online: 11 OCT 2016 | DOI: 10.1002/open.201600096

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      Prenylated heteroarenes: The prenyl group is prevalent as an important component in bioactive compounds. The assembly of prenylated heteroarenes is realized through a cascade Minisci reaction and acid-promoted dehydration sequence. The use of potassium (3-hydroxy-3-methylbut-1-yl)trifluoroborate as a new coupling reagent allows direct introduction of prenyl and 3-hydroxy-3-methylbutyl groups to a wide variety of electron-deficient heteroarenes.

  11. Full Papers

    1. You have full text access to this OnlineOpen article
      Synthesis of 11C-labeled Sulfonyl Carbamates through a Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, and [11C]CO

      Marc Y. Stevens, Dr. Shiao Y. Chow, Dr. Sergio Estrada, Dr. Jonas Eriksson, Veronika Asplund, Dr. Anna Orlova, Bogdan Mitran, Dr. Gunnar Antoni, Dr. Mats Larhed, Dr. Ola Åberg and Dr. Luke R. Odell

      Version of Record online: 5 OCT 2016 | DOI: 10.1002/open.201600091

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      F-Ang-tasti-11C! A new multicomponent method of preparation of 11C-labeled sulfonyl carbamates from sulfonyl azides, alcohols, and [11C]CO is described. The method can be used to label a series of substrates, including a non-peptide angiotensin II receptor subtype 2 agonist currently in clinical trials. This compound is evaluated in a cell-based prostate cancer assay, and biodistribution and positron emission tomography imaging studies are conducted in healthy rats.

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