Angewandte Chemie International Edition

Cover image for Vol. 48 Issue 48

November 16, 2009

Volume 48, Issue 48

Pages 9001–9195

  1. Cover Picture

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Cover Picture: First Regio- and Enantioselective Chromium-Catalyzed Homoallenylation of Aldehydes (Angew. Chem. Int. Ed. 48/2009) (page 9001)

      Vincent Coeffard, Miriam Aylward and Patrick J. Guiry

      Version of Record online: 27 OCT 2009 | DOI: 10.1002/anie.200905607

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      Serving up an ace! The first regio- and enantioselective version of a chromium-catalyzed homoallenylation of an aldehyde is described by P. J. Guiry and co-workers in their Communication on page 9152 ff. The non-C2-symmetric bis(oxazoline) ligand (tennis racket) interacts with the Cr–diene complex (ball), which approaches the aldehyde (net) from the Re face to afford valuable chiral β-allenols. The Cr–homoallene complex remains out of the game!

  2. Inside Cover

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Inside Cover: Polyhedral Organic Microcrystals: From Cubes to Rhombic Dodecahedra (Angew. Chem. Int. Ed. 48/2009) (page 9002)

      Xiujuan Zhang, Cheng Dong, Juan Antonio Zapien, Shafiq Ismathullakhan, Zhenhui Kang, Jiansheng Jie, Xiaohong Zhang, Jack C. Chang, Chun-Sing Lee and Shuit-Tong Lee

      Version of Record online: 11 NOV 2009 | DOI: 10.1002/anie.200905604

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      Morphological control of high-symmetry small-molecular organic microcrystals was achieved by changing the solvent composition and precursor solubility, which substantially alter the crystal growth rate in the 〈100〉 direction relative to that in the 〈110〉 direction. In their Communication on page 9121 ff., X. H. Zhang, S. T. Lee, and co-workers describe the surfactant-assisted synthesis of microcrystals with selected shapes that range from cubes, through truncated cubes, to rhombic dodecahedra.

  3. Graphical Abstract

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
  4. Corrigendum

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. You have free access to this content
      A DNA Nanostructure for the Functional Assembly of Chemical Groups with Tunable Stoichiometry and Defined Nanoscale Geometry (page 9016)

      Nick Mitchell, Robert Schlapak, Markus Kastner, David Armitage, Wojciech Chrzanowski, Johannes Riener, Peter Hinterdorfer, Andreas Ebner and Stefan Howorka

      Version of Record online: 11 NOV 2009 | DOI: 10.1002/anie.200990241

      This article corrects:
  5. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
  6. Author Profile

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Christof M. Niemeyer (page 9022)

      Version of Record online: 2 OCT 2009 | DOI: 10.1002/anie.200905150

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      “The biggest challenge facing scientists is to solve the most urgent problems of humanity—the replacement of fossil fuels and supply of drinking water. My biggest inspiration is listening to music in the great outdoors …” This and more about Christof M. Niemeyer can be found on page 9022.

  7. News

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
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    1. Nobel Prizes 2009 (page 9023)

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200905679

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  8. Book Review

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Introduction to Chemicals from Biomass. Wiley Series on Renewable Resources. Edited by James Clark and Fabien Deswarte. (page 9024)

      Thomas Hirth

      Version of Record online: 11 NOV 2009 | DOI: 10.1002/anie.200904461

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      John Wiley & Sons, Hoboken 2008. 198 pp., hardcover € 57.90.—ISBN 978-0470058053

  9. Highlights

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Cycloaddition

      A Masked 1,3-Dipole Revealed from Aziridines (pages 9026–9029)

      Philippe Dauban and Guillaume Malik

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904941

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      Double agent: Switching the electronic nature of substituents on an aziridine ring induces the formation of the ring-opened zwitterionic 1,3-dipole through C[BOND]N bond cleavage instead of the usual C[BOND]C bond cleavage. This novel dipole reacts with alkenes, alkynes, nitriles, and carbonyl compounds to afford new types of [3+2] cycloadducts, thereby enhancing the diversity of nitrogen-containing heterocycles accessible through 1,3-dipolar cycloadditions. EWG=electron-withdrawing group.

    2. Structure Determination

      Nucleic Acid Bases in the Gas Phase (pages 9030–9033)

      Walther Caminati

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200902993

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      Laser ablation or desorption overcomes the problem of the thermal instability of some nucleobases upon vaporization for studies of their tautomeric/conformational equilibria. Laser-ablation supersonic jet Fourier transform microwave (FTMW) spectroscopy and ultrafast electron diffraction–laser desorption enabled the structural characterization of guanine. The thickness of the arrows in the picture represents the stability of the species.

  10. Essay

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. History in the Making

      Acetaldehyde from Ethylene—A Retrospective on the Discovery of the Wacker Process (pages 9034–9037)

      Reinhard Jira

      Version of Record online: 15 OCT 2009 | DOI: 10.1002/anie.200903992

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      The Wacker oxidation for the conversion of ethylene into acetaldehyde is one of the most important processes in the chemical industry. This year marks the 50th anniversary of the first publication on this process in Angewandte Chemie—an occasion for a retrospective from one of the original authors, Reinhard Jira.

  11. Minireview

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Wacker Oxidation

      The Mechanism of the Wacker Reaction: A Tale of Two Hydroxypalladations (pages 9038–9049)

      John A. Keith and Patrick M. Henry

      Version of Record online: 15 OCT 2009 | DOI: 10.1002/anie.200902194

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      Still fascinating: Creative and elegant studies on the Wacker process, since its development 50 years ago, have led to apparently contradictory conclusions. A modern perspective shows an intricate and colorful picture of the “textbook” organometallic reaction dependent on reaction conditions.

  12. Review

    1. Top of page
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    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Hypervalent Iodine

      Diaryliodonium Salts: A Journey from Obscurity to Fame (pages 9052–9070)

      Eleanor A. Merritt and Berit Olofsson

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200904689

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      Iodine's got talent: Exciting developments have recently been made in the field of diaryliodonium salts. Facile and efficient one-pot synthetic routes have made these hypervalent iodine reagents easy to come by and as a result their applications are rapidly increasing, ranging from cross-couplings to benzyne generation and photoinitiation.

  13. Communications

    1. Top of page
    2. Cover Picture
    3. Inside Cover
    4. Graphical Abstract
    5. Corrigendum
    6. News
    7. Author Profile
    8. News
    9. Book Review
    10. Highlights
    11. Essay
    12. Minireview
    13. Review
    14. Communications
    15. Preview
    1. Chemical Biology

      BTB-1: A Small Molecule Inhibitor of the Mitotic Motor Protein Kif18A (pages 9072–9076)

      Mario Catarinella, Tamara Grüner, Tobias Strittmatter, Andreas Marx and Thomas U. Mayer

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200904510

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      Turning the motor off: A malachite green based assay leads to the identification of BTB-1 (see picture), the first small-molecule inhibitor of the mitotic motor protein Kif18A. BTB-1 reversibly inhibits the ATPase activity of the recombinant motor domain of Kif18A in vitro (see picture; red microtubules, blue/black structure =Kif18A) and will be a valuable tool to dissect the mechanochemical properties of Kif18A.

    2. Lewis Acid Catalysis

      Taming the Silylium Ion for Low-Temperature Diels–Alder Reactions (pages 9077–9079)

      Hendrik F. T. Klare, Klaus Bergander and Martin Oestreich

      Version of Record online: 27 OCT 2009 | DOI: 10.1002/anie.200904520

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      Some like it hot: A novel silicon-based Lewis acid having a trivalent silicon cation stabilized by an electron-rich transition metal as the “hot” Lewis acidic site catalyzes challenging Diels–Alder reactions at low temperatures with excellent reaction rates and selectivities (see scheme). In addition to the chemical stability of the silylium ion catalyst (in CH2Cl2), the potential of these reactive compounds is also discussed.

    3. Polyoxometalate Molecular Magnets

      Electronic Control of Spin Coupling in Keplerate-Type Polyoxomolybdates (pages 9080–9083)

      Bogdan Botar, Arkady Ellern, Raphael Hermann and Paul Kögerler

      Version of Record online: 26 OCT 2009 | DOI: 10.1002/anie.200903541

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      Redox-controlled magnetism: The partial reduction of polyoxomolybdate building blocks in Keplerate cluster structures allows the magnetic superexchange mediated by these diamagnetic blocks to be altered. The isolation of a 16-fold reduced {MoV/VI72FeIII30} species illustrates how Raman-monitored synthesis can result in such clusters comprising a well-defined assembly of spin centers.

    4. Chiral Drugs

      The Active Site of an Enzyme Can Host Both Enantiomers of a Racemic Ligand Simultaneously (pages 9084–9087)

      Matthias Mentel, Wulf Blankenfeldt and Rolf Breinbauer

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200902997

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      Two in one: Proteins usually bind only one enantiomer of a racemic ligand. Now a new binding mode for chiral drugs has been identified by protein crystallography. The homodimeric enzyme PhzA/B (in the picture the monomers are yellow and magenta) can host both enantiomers of a racemic ligand (light and dark gray) in its active site at the same time (dark red Br, blue N, light red O).

    5. Polyoxometalates

      A Gadolinium-Bridged Polytungstoarsenate(III) Nanocluster: [Gd8As12W124O432(H2O)22]60− (pages 9088–9091)

      Firasat Hussain, Franziska Conrad and Greta R. Patzke

      Version of Record online: 27 OCT 2009 | DOI: 10.1002/anie.200903299

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      POMs de terre: The combination of tungsten-containing polyoxometalate (POM) fragments with gadolinium cations results in exceptionally long polyoxotungstates. The title anion (see structure; W green, As purple, Gd blue, O red, H2O cyan) is almost 5 nm in length, resulting in a challenging solution chemistry and also new perspectives for POMs in nanochemistry.

    6. Inhibitors

      Molecular Recognition at the Active Site of Catechol-O-Methyltransferase: Energetically Favorable Replacement of a Water Molecule Imported by a Bisubstrate Inhibitor (pages 9092–9096)

      Manuel Ellermann, Roland Jakob-Roetne, Christian Lerner, Edilio Borroni, Daniel Schlatter, Doris Roth, Andreas Ehler, Markus Georg Rudolph and François Diederich

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904410

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      The import business: The binding mode of highly potent bisubstrate inhibitors of catechol-O-methyltransferase (COMT) has been elucidated by X-ray crystal structures of ternary complexes with COMT and a Mg2+ ion (see picture). A single ligand-imported water molecule is replaced, with a gain in binding free enthalpy of at least −1.8 kcal mol−1 compensating the costs of the energetically unfavorable conformation of the ligand in the bound state.

    7. Photopharmacology

      Photochromic Blockers of Voltage-Gated Potassium Channels (pages 9097–9101)

      Matthew R. Banghart, Alexandre Mourot, Doris L. Fortin, Jennifer Z. Yao, Richard H. Kramer and Dirk Trauner

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904504

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      Light work: Studies into the mechanism of AAQ, a photoswitchable blocker of voltage-gated K+ channels, led to the discovery and development of photochromic ligands that act at the internal tetraethylammonium binding site (see picture). These molecules can be applied from the extracellular side to impart long-lasting photosensitivity on K+ channels in living cells and thereby afford photocontrol of action potential firing in neurons.

    8. Higher Fullerenes

      Crystal Structures of C94(CF3)20 and C96(C2F5)12 Reveal the Cage Connectivities in C94 (61) and C96 (145) Fullerenes (pages 9102–9104)

      Nadezhda B. Tamm, Lev N. Sidorov, Erhard Kemnitz and Sergey I. Troyanov

      Version of Record online: 5 NOV 2009 | DOI: 10.1002/anie.200904331

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      Perfluoroalkylation of a mixture of higher fullerenes has yielded the first direct proof of the cage connectivities in C94 (isomer 61) and C96 (isomer 145). The addition patterns of the RF groups on these fullerene cages, the largest to be structurally investigated to date, were determined by X-ray structure analyses of C94(CF3)20 (see structure; gray C, green F) and C96(C2F5)12.

    9. Natural Product Synthesis

      Total Synthesis and Absolute Configuration of the Guaiane Sesquiterpene Englerin A (pages 9105–9108)

      Matthieu Willot, Lea Radtke, Daniel Könning, Roland Fröhlich, Viktoria H. Gessner, Carsten Strohmann and Mathias Christmann

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200905032

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      Catnip craze: Nepetalactone, the psychoactive ingredient of catmint, was selected as starting material for the first enantioselective synthesis of englerin A. This cytotoxic guaiane sesquiterpene is a highly selective inhibitor (1–87 nM) of several renal cancer cell lines. The absolute configuration of this natural product was determined by total synthesis.

    10. Phosphorus Heterocycles

      From Cyclic Iminophosphoranes to π-Conjugated Materials (pages 9109–9113)

      Dan A. Smith, Andrei S. Batsanov, Mark A. Fox, Andrew Beeby, David C. Apperley, Judith A. K. Howard and Philip W. Dyer

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904219

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      Join here! Phosphenium ion-mediated coupling of an annulated σ4-1λ5-[1,3,2]diazaphosphole (or cyclic iminophosphorane) affords a pseudo-quinoidal dication with extended π-conjugation (see scheme), which emits in the near-infrared (NIR).

    11. Endohedral Fullerenes

      Isolation and Structural Characterization of the Molecular Nanocapsule Sm2@D3d(822)-C104 (pages 9114–9116)

      Brandon Q. Mercado, An Jiang, Hua Yang, Zhimin Wang, Hongxiao Jin, Ziyang Liu, Marilyn M. Olmstead and Alan L. Balch

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200904662

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      The bigger the more tubular? Structural characterization of Sm2§D3d(822)-C104 reveals that it is a member of a new class of nanocapsules with a carbon cage that resembles a small end-capped carbon nanotube. This remarkable molecule is the largest endohedral fullerene to be crystallographically characterized to date and is nearly twice the size of the prototypical C60.

    12. Asymmetric Catalysis

      Chiral Calcium Catalysts with Neutral Coordinative Ligands: Enantioselective 1,4-Addition Reactions of 1,3-Dicarbonyl Compounds to Nitroalkenes (pages 9117–9120)

      Tetsu Tsubogo, Yasuhiro Yamashita and Shū Kobayashi

      Version of Record online: 27 OCT 2009 | DOI: 10.1002/anie.200902902

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      Salt of the earth: The first chiral, coordinative alkaline earth metal catalysts have been developed. These catalysts effectively promote catalytic asymmetric additions of β-dicarbonyl compounds to nitroalkenes in high yields with high enantioselectivities (up to 96 %).

    13. Crystal Growth

      Polyhedral Organic Microcrystals: From Cubes to Rhombic Dodecahedra (pages 9121–9123)

      Xiujuan Zhang, Cheng Dong, Juan Antonio Zapien, Shafiq Ismathullakhan, Zhenhui Kang, Jiansheng Jie, Xiaohong Zhang, Jack C. Chang, Chun-Sing Lee and Shuit-Tong Lee

      Version of Record online: 28 SEP 2009 | DOI: 10.1002/anie.200902929

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      Many facets: A controlled synthesis results in high-symmetry small-molecular organic microcrystals with shapes that range from cubes through truncated cubes to rhombic dodecahedra (see picture). Morphological control was achieved by changes in solubility, which substantially alters the growth rate in the 〈100〉 direction relative to that in the 〈110〉 direction. Changes in morphology also lead to different optical properties of the crystals.

    14. Antitumor Agents

      Ferrocenyl Quinone Methides as Strong Antiproliferative Agents: Formation by Metabolic and Chemical Oxidation of Ferrocenyl Phenols (pages 9124–9126)

      Didier Hamels, Patrick M. Dansette, Elizabeth A. Hillard, Siden Top, Anne Vessières, Patrick Herson, Gérard Jaouen and Daniel Mansuy

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200903768

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      Hard on cancer cells: Ferrocenyl quinone methides, potentially cytotoxic species, are formed by metabolic and chemical oxidation of ferrocenyl phenols (see scheme). These species display strong antiproliferative properties.

    15. C[BOND]N Bond Formation

      Silver-Mediated Direct Amination of Benzoxazoles: Tuning the Amino Group Source from Formamides to Parent Amines (pages 9127–9130)

      Seung Hwan Cho, Ji Young Kim, S. Yunmi Lee and Sukbok Chang

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200903957

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      Going to the source: Formamides or parent amines were used as an amino group source for the silver-mediated amination of benzoxazoles. Although reactions with formamides proceeded at high temperatures, the direct amination with amines took place under much milder conditions (see scheme). Optically active amino groups could also be installed without racemization.

    16. Carbonyl Chemistry

      α-Alkylation of Carbonyl Compounds by Direct Addition of Alcohols to Enol Acetates (pages 9131–9134)

      Yoshihiro Nishimoto, Yoshiharu Onishi, Makoto Yasuda and Akio Baba

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200904069

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      A practical α-alkylation of ketones and aldehydes has been achieved by the direct addition of alcohols to enol acetates. The moderate Lewis acidity of InI3, GaBr3, and FeBr3 is a key factor in the catalytic cycle, and many different alcohols and enol acetates have been successfully used in this procedure.

    17. Asymmetric Hydrogenation

      Asymmetric Hydrogenation of Quinoxalines with Diphosphinite Ligands: A Practical Synthesis of Enantioenriched, Substituted Tetrahydroquinoxalines (pages 9135–9138)

      Weijun Tang, Lijin Xu, Qing-Hua Fan, Jun Wang, Baomin Fan, Zhongyuan Zhou, Kim-hung Lam and Albert S. C. Chan

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200904518

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      An easily accessible chiral Ir/H8-binapo catalyst exhibits unprecedented reactivity and excellent enantioselectivity in the hydrogenation of quinoxalines at a high ratio of substrate to catalyst (from 100 to 20 000). This new method provides a practical synthetic approach to give optically active chiral tetrahydroquinoxaline derivatives (see scheme; cod=1,5-cyclooctadiene).

    18. Asymmetric Catalysis

      Enantioselective Palladium-Catalyzed Direct Arylations at Ambient Temperature: Access to Indanes with Quaternary Stereocenters (pages 9139–9142)

      Martin R. Albicker and Nicolai Cramer

      Version of Record online: 26 OCT 2009 | DOI: 10.1002/anie.200905060

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      Ta daa: The title reaction proceeds under essentially neutral reaction conditions at ambient temperature with a taddol-based phosphoramidite ligand L* allowing the creation of indanes with quaternary stereogenic centers in high enantiomeric excess (see scheme; Tf=trifluoromethanesulfonyl, DMAc=dimethylacetamide).

    19. Magnetic Resonance Imaging

      Multimodal Gadolinium-Enriched DNA–Gold Nanoparticle Conjugates for Cellular Imaging (pages 9143–9147)

      Ying Song, Xiaoyang Xu, Keith W. MacRenaris, Xue-Qing Zhang, Chad A. Mirkin and Thomas J. Meade

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904666

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      Conjugate agent: A GdIII enriched DNA-AuNP conjugate for intracellular magnetic resonance and fluorescence imaging is reported. The agent exhibits high relaxivity per particle and high cell uptake properties that provide a means to image and map small cell populations.

    20. tRNA

      Evolution of Amber Suppressor tRNAs for Efficient Bacterial Production of Proteins Containing Nonnatural Amino Acids (pages 9148–9151)

      Jiantao Guo, Charles E. Melançon III, Hyun Soo Lee, Dan Groff and Peter G. Schultz

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200904035

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      Applied evolution: Regions of the M. jannaschii tyrosyl tRNACUA thought to interact with elongation factor Tu were randomized, and the resulting tRNA libraries were subjected to in vitro evolution. The tRNAs identified resulted in significantly improved yields of proteins containing nonnatural amino acids. In some cases, the degree of improvement varied in an amino acid dependent manner.

    21. Asymmetric Catalysis

      First Regio- and Enantioselective Chromium-Catalyzed Homoallenylation of Aldehydes (pages 9152–9155)

      Vincent Coeffard, Miriam Aylward and Patrick J. Guiry

      Version of Record online: 1 OCT 2009 | DOI: 10.1002/anie.200903647

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      Game, set, and match: The first regio- and enantioselective version of the title reaction is described. The chiral catalyst prepared in situ from CrCl3 and a non-C2-symmetric bis(oxazoline) ligand 1 affords the valuable chiral β-allenols regioselectively in good yields with excellent ee values. R=aryl, alkyl.

    22. Dynamic Effects

      Recrossing and Dynamic Matching Effects on Selectivity in a Diels–Alder Reaction (pages 9156–9159)

      Zhihong Wang, Jennifer S. Hirschi and Daniel A. Singleton

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200903293

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      Up and down the hill: The products from the hetero-Diels–Alder reaction of acrolein with methyl vinyl ketone arise from a single transition state (see scheme) and trajectory studies accurately predict the selectivity. In an extension of the dynamic matching idea of Carpenter, the product formed is determined by the direction of motion passing through the transition state. Recrossing occurs extensively and decreases formation of the minor product.

    23. Biomimicry

      Biomimetic Encapsulation of Individual Cells with Silica (pages 9160–9163)

      Sung Ho Yang, Kyung-Bok Lee, Bokyung Kong, Jin-Hyun Kim, Hak-Sung Kim and Insung S. Choi

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200903010

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      Yeast wears a silica coat: Various living cells were individually coated with silica using layer-by-layer self-assembly and biomimetic silicification (see picture). The viability of yeast cells was found to be enhanced threefold after silica encapsulation, and their cell division could be suppressed by encapsulation.

    24. Protein Imaging

      Fluorogenically Active Leucine Zipper Peptides as Tag–Probe Pairs for Protein Imaging in Living Cells (pages 9164–9166)

      Hiroshi Tsutsumi, Wataru Nomura, Seiichiro Abe, Tomoaki Mino, Akemi Masuda, Nami Ohashi, Tomohiro Tanaka, Kenji Ohba, Naoki Yamamoto, Kazunari Akiyoshi and Hirokazu Tamamura

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200903183

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      All zipped up: Pairs of leucine zipper peptides with a solvatochromic fluorescent dye show fluorogenic activity through formation of a 3α-helical bundle structure. Such peptides enable the in situ fluorescence imaging of proteins in the presence of excess fluorescent probe (see picture). Imaging of membrane-bound protein is demonstrated using these zipper peptides as functional tag–probe pairs.

    25. Quadruplex Self-Assembly

      Design of a G-Quadruplex Topology through Glycosidic Bond Angles (pages 9167–9170)

      Mateus Webba da Silva, Marko Trajkovski, Yuta Sannohe, Nason Ma'ani Hessari, Hiroshi Sugiyama and Janez Plavec

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200902454

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      Building regulations: Thus far the discovery of novel DNA quadruplex topologies was either serendipitous or through coincidental emergence. Now a deductive system, based on the glycosidic bond angle of guanosines, can be used to derive a set of inference rules for the prediction of both known and theoretical quadruplex topologies. This formalism was used to design and control the self-assembly of a novel DNA quadruplex architecture.

    26. Drug Delivery

      Biomimetic Nanocarrier for Direct Cytosolic Drug Delivery (pages 9171–9175)

      Zhihong Zhang, Weiguo Cao, Honglin Jin, Jonathan F. Lovell, Mi Yang, Lili Ding, Juan Chen, Ian Corbin, Qingming Luo and Gang Zheng

      Version of Record online: 28 OCT 2009 | DOI: 10.1002/anie.200903112

      Thumbnail image of graphical abstract

      Getting straight to the point: A peptide–phospholipid-based biomimetic nanocarrier was developed that can transport cargo molecules directly into cytosolic compartments through a non-endocytotic uptake mechanism mediated by scavenger receptor class B type I (SR-BI; see schematic illustration). The fluorescent image shows the cytosolic localization of a dye (red) delivered by the nanocarrier to SR-BI-positive cells (nuclei: blue, membranes: cyan).

    27. Enzyme Mechanisms

      Specificity and Mechanism of Acinetobacter baumanii Nicotinamidase: Implications for Activation of the Front-Line Tuberculosis Drug Pyrazinamide (pages 9176–9179)

      Paul K. Fyfe, Vincenzo A. Rao, Aleksandra Zemla, Scott Cameron and William N. Hunter

      Version of Record online: 26 OCT 2009 | DOI: 10.1002/anie.200903407

      Thumbnail image of graphical abstract

      TB or not TB active: The high-resolution crystal structures (see picture) of the zinc-containing metalloenzyme nicotinamidase in complex with nicotinic acid and pyrazinoic acid reveal new aspects of enzyme mechanism that help to explain the activation of a front-line anti-tuberculosis (TB) drug.

    28. Gas Sensors

      Synthesis of Tin Dioxide Octahedral Nanoparticles with Exposed High-Energy {221} Facets and Enhanced Gas-Sensing Properties (pages 9180–9183)

      Xiguang Han, Mingshang Jin, Shuifen Xie, Qin Kuang, Zhiyuan Jiang, Yaqi Jiang, Zhaoxiong Xie and Lansun Zheng

      Version of Record online: 23 OCT 2009 | DOI: 10.1002/anie.200903926

      Thumbnail image of graphical abstract

      Selective exposure of high-energy {221} facets with many surface dangling bonds, (111) terraces, and (110) steps (bottom picture) at the surface of octahedral SnO2 nanoparticles (top) through a simple hydrothermal synthesis route gives them enhanced gas-sensing performance over particles with other shapes, whereby the sensing activity is proportional to the fraction of {221} facets among the exposed surfaces.

    29. Protein Engineering

      A Pyrrolysine Analogue for Site-Specific Protein Ubiquitination (pages 9184–9187)

      Xin Li, Tomasz Fekner, Jennifer J. Ottesen and Michael K. Chan

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904472

      Thumbnail image of graphical abstract

      The art of stitching proteins: D-Cys-ε-Lys and its diastereomer L-Cys-ε-Lys read through the UAG codon (see scheme). As the resulting proteins can participate in native chemical ligation (NCL), this process provides a means to prepare proteins chemoselectively modified (e.g. ubiquitinated) through a peptidic side chain located at the ε position of a rationally selected lysine residue.

    30. Surface Patterning

      Organization of Motor Proteins into Functional Micropatterns Fabricated by a Photoinduced Fenton Reaction (pages 9188–9191)

      Maniraj Bhagawati, Surajit Ghosh, Annett Reichel, Klaus Froehner, Thomas Surrey and Jacob Piehler

      Version of Record online: 30 OCT 2009 | DOI: 10.1002/anie.200904576

      Thumbnail image of graphical abstract

      Walking the line: Selective photodestruction of nitrilotriacetic acid moieties on a poly(ethylene glycol) polymer brush by a light-induced Fenton reaction enabled the functional organization of motor proteins into micropatterns (see schematic illustration). Microtubules were selectively captured on the structures, and adenosine triphosphate dependent transport along lines was observed.

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