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Angewandte Chemie. international edition 84건

  1. [해외논문]   Perfluoroalcohols: The Preparation and Crystal Structures of Heptafluorocyclobutanol and Hexafluorocyclobutane‐1,1‐diol   SCI SCIE

    Baxter, Amanda F. (Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA, 90089-1661, USA) , Schaab, Jonas (Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA, 90089-1661, USA) , Christe, Karl O. (Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA, 90089-1661, USA) , Haiges, Ralf (Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA, 90089-1661, USA)
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8174 - 8177 , 2018 , 1433-7851 ,

    초록

    Abstract The first X‐ray crystal structure of an α‐fluoroalcohol is reported. Heptafluorocyclobutanol was obtained in quantitative yield from hexafluorocyclobutanone by HF addition in anhydrous hydrogen fluoride. The compound was characterized by its X‐ray single crystal structure. Heptafluorocyclobutanol readily undergoes hydrolysis to hexafluorocyclobutane‐1,1‐diol, which was also structurally characterized by X‐ray diffraction.

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  2. [해외논문]   An Abnormal 3.7 Volt O3‐Type Sodium‐Ion Battery Cathode   SCI SCIE

    Wang, Peng‐ (CAS Key Laboratory of Molecular Nanostructure and Nanotechnology, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS), Beijing, 100190, P.R. China) , Fei (Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences (CAS), Shanghai, 200032, P.R. China) , Xin, Hanshen (CAS Key Laboratory of Molecular Nanostructure and Nanotechnology, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS), Beijing, 100190, P.R. China) , Zuo, Tong‐ (Beijing National Laboratory for Condensed Matter Physics, Institute of Physics, Chinese Academy of Sciences (CAS), Beijing, 100190, P.R. China) , Tong (Beijing National Laboratory for Condensed Matter Physics, In) , Li, Qinghao , Yang, Xinan , Yin, Ya‐ , Xia , Gao, Xike , Yu, Xiqian , Guo, Yu‐ , Guo
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8178 - 8183 , 2018 , 1433-7851 ,

    초록

    Abstract Layered O3‐type sodium oxides (NaMO 2 , M=transition metal) commonly exhibit an O3–P3 phase transition, which occurs at a low redox voltage of about 3 V (vs. Na + /Na) during sodium extraction and insertion, with the result that almost 50 % of their total capacity lies at this low voltage region, and they possess insufficient energy density as cathode materials for sodium‐ion batteries (NIBs). Therefore, development of high‐voltage O3‐type cathodes remains challenging because it is difficult to raise the phase‐transition voltage by reasonable structure modulation. A new example of O3‐type sodium insertion materials is presented for use in NIBs. The designed O3‐type Na 0.7 Ni 0.35 Sn 0.65 O 2 material displays a highest redox potential of 3.7 V (vs. Na + /Na) among the reported O3‐type materials based on the Ni 2+ /Ni 3+ couple, by virtue of its increased Ni−O bond ionicity through reduced orbital overlap between transition metals and oxygen within the MO 2 slabs. This study provides an orbital‐level understanding of the operating potentials of the nominal redox couples for O3‐NaMO 2 cathodes. The strategy described could be used to tailor electrodes for improved performance.

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  3. [해외논문]   Genome Mining and Comparative Biosynthesis of Meroterpenoids from Two Phylogenetically Distinct Fungi   SCI SCIE

    Zhang, Xuan (State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, 210023, China) , Wang, Ting Ting (State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, 210023, China) , Xu, Qin Lan (State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, 210023, China) , Xiong, Ying (State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, 210023, China) , Zhang, Li (State Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, 210023, China) , Han, Hao , Xu, Kuang , Guo, Wen Jie , Xu, Qiang , Tan, Ren Xiang , Ge, Hui Ming
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8184 - 8188 , 2018 , 1433-7851 ,

    초록

    Abstract Two homologous meroterpenoid gene clusters consisting of contiguous genes encoding polyketide synthase (PKS), prenyltransferase (PT), terpenoid cyclase (TC) and other tailoring enzymes were identified from two phylogenetically distinct fungi through computational analysis. Media optimization guided by reverse‐transcription PCR (RT‐PCR) enabled two strains to produce eight new and two known meroterpenoids ( 1 – 10 ). Using gene inactivation, heterologous expression, and biochemical analyses, we revealed a new polyketide‐terpenoid assembly line that utilizes a pair of PKSs to synthesize 2,4‐dihydroxy‐6‐alkylbenzoic acid, followed by oxidative decarboxylation, farnesyl transfer, and terpene cyclization to construct the meroterpenoid scaffold. In addition, two of the isolated meroterpenoids ( 3 and 17 d ) showed immunosuppressive bioactivity. Our work reveals a new strategy for meroterpenoid natural products discovery, and reveals the biosynthetic pathway for compounds 1 – 10 .

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  4. [해외논문]   The Role of Torsional Dynamics on Hole and Exciton Stabilization in π‐Stacked Assemblies: Design of Rigid Torsionomers of a Cofacial Bifluorene   SCI SCIE

    Wang, Denan (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Ivanov, Maxim V. (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Kokkin, Damian (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Loman, John (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Cai, Jin‐ (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Zhe (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Reid, Scott A. (Department of Chemistry, Marquette University, Milwaukee, WI, 53201-1881, USA) , Rathore, Rajendra
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8189 - 8193 , 2018 , 1433-7851 ,

    초록

    Abstract Exciton and charge delocalization across π‐stacked assemblies is of importance in biological systems and functional polymeric materials. To examine the requirements for exciton and hole stabilization, cofacial bifluorene ( F 2) torsionomers were designed, synthesized, and characterized: unhindered (model) Me F 2, sterically hindered tBu F 2, and cyclophane‐like C F 2, where fluorenes are locked in a perfect sandwich orientation via two methylene linkers. This set of bichromophores with varied torsional rigidity and orbital overlap shows that exciton stabilization requires a perfect sandwich‐like arrangement, as seen by strong excimeric‐like emission only in C F 2 and Me F 2. In contrast, hole delocalization is less geometrically restrictive and occurs even in sterically hindered tBu F 2, as judged by 160 mV hole stabilization and a near‐IR band in the spectrum of its cation radical. These findings underscore the diverse requirements for charge and energy delocalization across π‐stacked assemblies.

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  5. [해외논문]   Rapid Electrochemical Assessment of Tumor Suppressor Gene Methylations in Raw Human Serum and Tumor Cells and Tissues Using Immunomagnetic Beads and Selective DNA Hybridization   SCI SCIE

    Povedano, Eloy (Departamento de Química Analítica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040, Madrid, Spain) , Valverde, Alejandro (Departamento de Química Analítica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040, Madrid, Spain) , Montiel, Ví (Departamento de Química Analítica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040, Madrid, Spain) , ctor Ruiz‐ (Departamento de Química Analítica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040, Madrid, Spain) , Valdepeñ (Departamento de Química Analítica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040, Madrid, Spain) , as , Pedrero, Marí , a , Yá , ñ , ez‐ , Sedeñ , o, Paloma , Barderas, Rodrigo , San Segundo‐ , Acosta, Pablo , Pelá , ez‐ , Garcí , a, Alberto , Mendiola, Marta , Hardisson, David , Campuzano, Susana , Pingarró , n, José , M.
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8194 - 8198 , 2018 , 1433-7851 ,

    초록

    Abstract We report a rapid and sensitive electrochemical strategy for the detection of gene‐specific 5‐methylcytosine DNA methylation. Magnetic beads (MBs) modified with an antibody for 5‐methylcytosines (5‐mC) are used for the capture of any 5‐mC methylated single‐stranded (ss)DNA sequence. A flanking region next to the 5‐mCs of the captured methylated ssDNA is recognized by hybridization with a synthetic biotinylated DNA sequence. Amperometric transduction at disposable screen‐printed carbon electrodes (SPCEs) is employed. The developed biosensor has a dynamic range from 3.9 to 500 p m and a limit of detection of 1.2 p m for the methylated synthetic sequence of the tumor suppressor gene O ‐6‐methylguanine‐DNA methyltransferase ( MGMT ) promoter region. The method is applied in the 45‐min analysis of specific methylation in the MGMT promoter region directly in raw spiked human serum samples and in genomic DNA extracted from U‐87 glioblastoma cells and paraffin‐embedded brain tumor tissues without any amplification and pretreatment step.

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  6. [해외논문]   Nano‐Saturn: Experimental Evidence of Complex Formation of an Anthracene Cyclic Ring with C60   SCI SCIE

    Yamamoto, Yuta (Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo, 152-8551, Japan) , Tsurumaki, Eiji (Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo, 152-8551, Japan) , Wakamatsu, Kan (Department of Chemistry, Faculty of Science, Okayama University of Science, 1-1 Ridaicho, Kita-ku, Okayama, 700-0005, Japan) , Toyota, Shinji (Department of Chemistry and Materials Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo, 152-8551, Japan)
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8199 - 8202 , 2018 , 1433-7851 ,

    초록

    Abstract An anthracene cyclic hexamer was synthesized by the coupling reaction as a macrocyclic hydrocarbon host. This disk‐shaped host included a C 60 guest in 1:1 ratio to form a Saturn‐type supramolecular complex in solution and in crystals. X‐ray analysis unambiguously revealed that the guest molecule was accommodated in the middle of the host cavity with several CH⋅⋅⋅π contacts. The association constant K a determined by NMR titration measurements was 2.3×10 3 L mol −1 at 298 K in toluene. The structural features and the role of CH⋅⋅⋅π interactions are discussed with the aid of DFT calculations.

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  7. [해외논문]   Enantiodivergent Synthesis of Allenes by Point‐to‐Axial Chirality Transfer   SCI SCIE

    Armstrong, Roly J. (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK) , Nandakumar, Meganathan (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK) , Dias, Rafael M. P. (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK) , Noble, Adam (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK) , Myers, Eddie L. (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK) , Aggarwal, Varinder K. (School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK)
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8203 - 8208 , 2018 , 1433-7851 ,

    초록

    Abstract An enantiodivergent method for the synthesis of multiply substituted allenes is described. Highly enantioenriched, point‐chiral boronic esters were synthesized by homologation of α‐seleno alkenyl boronic esters with lithiated carbamates and eliminated to form axially chiral allene products. By employing either oxidative or alkylative conditions, both syn and anti elimination could be achieved with complete stereospecificity. The process enables the synthesis of either M or P allenes from a single isomer of a point‐chiral precursor and can be employed for the enantioselective assembly of di‐, tri‐, and tetrasubstituted allenes.

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  8. [해외논문]   Readily Processable Hole‐Transporting Peropyrene Gels   SCI SCIE

    Martí (POLYMAT, University of the Basque Country UPV/EHU, Avenida de Tolosa 72, 20018, Donostia-San Sebastian, Spain) , nez‐ (POLYMAT, University of the Basque Country UPV/EHU, Avenida de Tolosa 72, 20018, Donostia-San Sebastian, Spain) , Abadí (Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan) , a, Marta (POLYMAT, University of the Basque Country UPV/EHU, Avenida de Tolosa 72, 20018, Donostia-San Sebastian, Spain) , Antonicelli, Gabriella , Saeki, Akinori , Mateo‐ , Alonso, Aurelio
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8209 - 8213 , 2018 , 1433-7851 ,

    초록

    Abstract The development of organic electronics requires scalable solution‐processing methods that enable the fabrication of electronic devices over large areas at low cost. The preparation of peropyrene gels constituted of 3D networks of entangled 1D ribbon‐like fibrils that extend over the μm scale are now reported. OFETs were easily fabricated by depositing the gels in the sol state over bottom‐gate bottom‐contact transistors and by allowing its gelation thereafter. Electrical characterisation of such field‐effect transistors shows a good balance between processability and performance with hole mobilities that are two orders of magnitude higher than those observed in thin films obtained from non‐gelating solvents under the same conditions.

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  9. [해외논문]   Electrochemical Double‐Layer Capacitor Energized by Adding an Ambipolar Organic Redox Radical into the Electrolyte   SCI SCIE

    Hu, Lintong (State Key Laboratory of Material Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, Wuhan, 430074, P. R. China) , Shi, Chao (State Key Laboratory of Material Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, Wuhan, 430074, P. R. China) , Guo, Kai (State Key Laboratory of Material Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, Wuhan, 430074, P. R. China) , Zhai, Tianyou (State Key Laboratory of Material Processing and Die & Mould Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology, Wuhan, 430074, P. R. China) , Li, Huiqiao (State Key Laboratory of Material Processing and Die & Mould Technology, Scho) , Wang, Yonggang
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8214 - 8218 , 2018 , 1433-7851 ,

    초록

    Abstract Carbon‐based electrochemical double‐layer capacitors (EDLCs) generally exhibit high power and long life, but low energy density/capacitance. Pore/morphology optimization and pseudo‐capacitive materials modification of carbon materials have been used to improve electrode capacitance, but leading to the consumption of tap density, conductivity and stability. Introducing soluble redox mediators into electrolyte is a promising alternative to improve the capacitance of electrode. However, it is difficult to find one redox mediator that can provide additional capacitance for both positive and negative electrodes simultaneously. Here, an ambipolar organic radical, 2, 2, 6, 6‐tetramethylpiperidinyloxyl (TEMPO) is first introduced to the electrolyte, which can substantially contribute additional pseudo‐capacitance by oxidation at the positive electrode and reduction at the negative electrode simultaneously. The EDLC with TEMPO mediator delivers an energy density as high as 51 Wh kg −1 , 2.4 times of the capacitor without TEMPO, and a long cycle stability over 4000 cycles. The achieved results potentially point a new way to improve the energy density of EDLCs.

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  10. [해외논문]   Syntheses and Immunological Evaluation of Self‐Adjuvanting Clustered N‐Acetyl and N‐Propionyl Sialyl‐Tn Combined with a T‐helper Cell Epitope as Antitumor Vaccine Candidates   SCI SCIE

    Chang, Tsung‐ (Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka, 560-0043, Japan) , Che (Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka, 560-0043, Japan) , Manabe, Yoshiyuki (Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa, 223-8522, Japan) , Fujimoto, Yukari (Faculty of Medicine, School of Medicine, Tokai University, 143 Shimokasuya, Isehara-shi, Kanagawa, 259-1193, Japan) , Ohshima, Shino (Faculty of Medicine, School of Medicine, Tokai University, 143 Shimokasuya, Isehara-shi, Kanagawa, 259-1193, Japan) , Kametani, Yoshie (Department of Chemistry, Graduate School of Science, Osaka University, 1-1 Machikaneyama, Toyonaka, Osaka, 560-0043, Japan) , Kabayama, Kazuya (Department of Chemist) , Nimura, Yuka , Lin, Chun‐ , Cheng , Fukase, Koichi
    Angewandte Chemie. international edition v.57 no.27 ,pp. 8219 - 8224 , 2018 , 1433-7851 ,

    초록

    Abstract Sialyl‐Tn (STn) is a tumor‐associated carbohydrate antigen (TACA) rarely observed on healthy tissues. We synthesized two fully synthetic N‐acetyl and N‐propionyl STn trimer (triSTn) vaccines possessing a T‐helper epitope and a TLR2 agonist, since the clustered STn antigens are highly expressed on many cancer cells. Immunization of both vaccines in mice induced the anti‐triSTn IgG antibodies, which recognized triSTn‐expressing cell lines PANC‐1 and HepG2. The N‐propionyl triSTn vaccine induced the triSTn‐specific IgGs, while IgGs induced by the N‐acetyl triSTn vaccine were less specific. These results illustrated that N‐propionyl triSTn is a valuable unnatural TACA for anticancer vaccines.

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