Angewandte Chemie International Edition

Cover image for Vol. 55 Issue 31

Editor: Peter Gölitz, Deputy Editors: Neville Compton, Haymo Ross

Online ISSN: 1521-3773

Associated Title(s): Angewandte Chemie, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemistryOpen, ChemPlusChem, Zeitschrift für Chemie

Upcoming VIPs

The following papers are very important in the opinion of two referees.

You are invited to comment on published VIPs. Please use the link given at the end of each such abstract. Scientific comments may be forwarded to the authors by the editorial office and may be posted on this page. Kindly let us know if your comments are for the editorial office only, the author, or the public as well.

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A Modular Method for the High-Yield Synthesis of Site-Specific Protein–Polymer Therapeutics

A Modular Method for the High-Yield Synthesis of Site-Specific Protein–Polymer Therapeutics

The site-specific and stoichiometric synthesis of protein/peptide–polymer therapeutics in high yield is enabled by a modular method that is based on a combination of recombinant expression, enzyme-mediated ligation, and click chemistry. This approach is suitable for the conjugation of structurally diverse polymers to various protein and peptide drugs.

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Medium-Ring Nitrogen Heterocycles through Migratory Ring Expansion of Metalated Ureas

Medium-Ring Nitrogen Heterocycles through Migratory Ring Expansion of Metalated Ureas

Ringing in ureas: Simple benzo-fused nitrogen heterocycles (indolines, tetrahydroquinolines, and their homologues) undergo migratory ring expansion under basic conditions to generate a range of medium-ring nitrogen heterocycles with ring sizes of 8–12. Considerable complexity is rapidly generated in an efficient synthesis of these otherwise difficult-to-obtain rings.

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Synthesis of Tetrazino-tetrazine 1,3,6,8-Tetraoxide (TTTO)

Synthesis of Tetrazino-tetrazine 1,3,6,8-Tetraoxide (TTTO)

A butterfly-like high-nitrogen structure: A ten-step synthesis of TTTO (see picture) was accomplished. The synthetic strategy was based on the sequential closure of two 1,2,3,4-tetrazine 1,3-dioxide rings by the generation of oxodiazonium ions and their intramolecular coupling with tert-butyl-NNO-azoxy groups. TTTO is considered as a new high-energy compound.

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A Metalloregulated Four-State Nanoswitch Controls Two-Step Sequential Catalysis in an Eleven-Component System

A Metalloregulated Four-State Nanoswitch Controls Two-Step Sequential Catalysis in an Eleven-Component System

Connect four: The first nanoswitch with four states can control a sequential transformation A+B+C[RIGHTWARDS ARROW]AB+C[RIGHTWARDS ARROW]ABC with 11 components over two complete cycles. The cycle proceeds stepwise along the switching states OFF1[RIGHTWARDS ARROW]ON1 (click reaction: A+B[RIGHTWARDS ARROW]AB)[RIGHTWARDS ARROW]OFF2[RIGHTWARDS ARROW]ON2 (Michael addition: AB+C[RIGHTWARDS ARROW]ABC)[RIGHTWARDS ARROW]OFF1 (see scheme). The system′s preformance is superior to that of systems with only two switching states.

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Regioselective Transition-Metal-Free Allyl–Allyl Cross-Couplings

Regioselective Transition-Metal-Free Allyl–Allyl Cross-Couplings

One of four possible products: Cross-coupling reactions of allylic zinc halides with allylic bromides provide 1,5-dienes with high regioselectivity. Various functional groups (ester, nitrile) are tolerated. Propargylic and benzylic halides can be used in this transformation. DFT calculations confirm the importance of LiCl for the efficient cross-coupling.

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Controlling Spatial Heat and Light Distribution by Using Photothermal Enhancing Auto-Regulated Liposomes (PEARLs)

Controlling Spatial Heat and Light Distribution by Using Photothermal Enhancing Auto-Regulated Liposomes (PEARLs)

Evenly heated: Photothermal J-aggregate nanoparticles based on photothermal enhancing auto-regulating liposomes (PEARLs), have a closed-loop thermal feedback capability. This feedback mechanism enables an iterative increase in light transmission to achieve deeper and more homogeneous heating during photothermal therapy.

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A Single Fluorescent Probe to Visualize Hydrogen Sulfide and Hydrogen Polysulfides with Different Fluorescence Signals

A Single Fluorescent Probe to Visualize Hydrogen Sulfide and Hydrogen Polysulfides with Different Fluorescence Signals

Dual-channel sensing: The first single fluorescent probe DDP-1 that can visualize hydrogen sulfide and hydrogen polysulfides with different emission channels was discovered (see picture). H2S can be identified by the simultaneous appearance of two fluorescence signals in the blue and green channels, whereas H2Sn can be characterized by the single emission in the green channel.

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Selective Synthesis of Partially Protected Nonsymmetric Biphenols by Reagent- and Metal-Free Anodic Cross-Coupling Reaction

Selective Synthesis of Partially Protected Nonsymmetric Biphenols by Reagent- and Metal-Free Anodic Cross-Coupling Reaction

Twisted for success: The anodic cross-coupling of partially protected 2,2′-biphenols has been achieved with high yield and excellent selectivity. The combination of the bulky triisopropylsilyl (TIPS) group and the solvent 1,1,1,3,3,3-hexafluoropropan-2-ol greatly broadens the scope of this sustainable synthesis.

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Sequence-Specific Incorporation of Enzyme–Nucleotide Chimera by DNA Polymerases

Sequence-Specific Incorporation of Enzyme–Nucleotide Chimera by DNA Polymerases

Think big: Despite their large size, enzyme-modified nucleotides are accepted as substrates by template-dependent DNA polymerases. This was exploited to develop a colorimetric system for the naked-eye detection of DNA and RNA targets at single-base resolution.

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Deformylation Reaction by a Nonheme Manganese(III)–Peroxo Complex via Initial Hydrogen-Atom Abstraction

Deformylation Reaction by a Nonheme Manganese(III)–Peroxo Complex via Initial Hydrogen-Atom Abstraction

Grab the hydrogen first: A combined spectroscopic, kinetic, and computational modeling study gives first evidence of a rate-determining hydrogen-atom abstraction reaction for aldehyde deformation reactions by nonheme manganese(III)–peroxo complexes (see picture: Mn brown, C gray, O red, N blue, H white).

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Combining Neopentyllithium with Potassium tert-Butoxide: Formation of an Alkane-Soluble Lochmann–Schlosser Superbase

Combining Neopentyllithium with Potassium tert-Butoxide: Formation of an Alkane-Soluble Lochmann–Schlosser Superbase

Bases à la carte: A reaction of neopentyllithium (LiCH2tBu) with potassium tert-butoxide (KOtBu) forms alkane-soluble mixed alkyl/alkoxy aggregates containing both lithium and potassium ions. These neopentyl analogues of the Lochmann–Schlosser superbase are products with varying compositions LixKyNpz(OtBu)x+yz (see Scheme), the outcome of a complicated equilibrium based on the concentration and solubilities of its components.

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A Typical Metal Ion-Responsive Color-Tunable Emitting Insulated π-Conjugated Polymer Film

A Typical Metal Ion-Responsive Color-Tunable Emitting Insulated π-Conjugated Polymer Film

Metal-ion sensor: An insulated π-conjugated polymer containing metal-binding sites was synthesized. The coordination of metal ions to these sites alters the electronic properties of the polymer considerably. As a consequence the emission wavelength of the polymer varies and the polymer acts as a sensor for metal ions.

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The Hydrated Excess Proton in the Zundel Cation H5O2+: The Role of Ultrafast Solvent Fluctuations

The Hydrated Excess Proton in the Zundel Cation H5O2+: The Role of Ultrafast Solvent Fluctuations

The Zundel continuum: Transient infrared pump-probe spectra of the Zundel cation H5O2+ dissect OH stretching and bending vibrations from the underlying broadband absorption. The Zundel continuum originates from an ultrafast frequency modulation of the H+ transfer vibration and its combination and overtones by fluctuating electrical interactions with the solvent and stochastic thermal excitations of low-frequency modes.

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Perovskite SrCo0.9Nb0.1O3−δ as an Anion-Intercalated Electrode Material for Supercapacitors with Ultrahigh Volumetric Energy Density

Perovskite SrCo0.9Nb0.1O3−δ as an Anion-Intercalated Electrode Material for Supercapacitors with Ultrahigh Volumetric Energy Density

Supercapacitors: The perovskite SrCo0.9Nb0.1O3−δ (SCN) is a highly promising electrode material with an ultrahigh volumetric energy density for supercapacitors. Through an anion-insertion mechanism, this nonporous perovskite material cannot only achieve a high capacitance, but also shows an outstanding rate capability and excellent cycling stability.

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Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides

Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides

Mild and selective: A versatile Ni-catalyzed reductive amidation of unactivated primary, secondary, and tertiary alkyl bromides with isocyanates gives access to a wide range of aliphatic amides. The reaction proceeds under mild conditions, has excellent chemoselectivity, and avoids the use of stoichiometric and sensitive organometallic reagents.

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Discovery of a Highly Selective Glycogen Synthase Kinase-3 Inhibitor (PF-04802367) That Modulates Tau Phosphorylation in the Brain: Translation for PET Neuroimaging

Discovery of a Highly Selective Glycogen Synthase Kinase-3 Inhibitor (PF-04802367) That Modulates Tau Phosphorylation in the Brain: Translation for PET Neuroimaging

A highly potent inhibitor has been identified as a highly selective antagonist of glycogen synthase kinase-3 (GSK-3). Its efficacy in modulation of tau phosphorylation was demonstrated. A 11C-isotopologue was synthesized, and preliminary PET imaging studies confirmed that the two major obstacles for imaging GSK-3 have been overcome: reasonable brain permeability and displaceable binding.

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Electrochemical Red Blood Cell Counting: One at a Time

Electrochemical Red Blood Cell Counting: One at a Time

Catalytically active red blood cells: With the use of a nano-electrochemical technique fast and accurate red blood cell counting can be achieved together with complementary informations regarding the cell activity from each single cell. The method relies on the catalytic activity of red blood cells towards hydrogen peroxide and on surface-induced haemolysis.

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Light-Driven Electron Accumulation in a Molecular Pentad

Light-Driven Electron Accumulation in a Molecular Pentad

No sacrifice at all: Long-lived (τ=870 ns) electron accumulation has been achieved in a molecular pentad without the use of sacrificial reagents. This is an important proof-of-concept for solar-energy conversion and multi-electron photoredox chemistry.

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Leader Peptide-Free In Vitro Reconstitution of Microviridin Biosynthesis Enables Design of Synthetic Protease-Targeted Libraries

Leader Peptide-Free In Vitro Reconstitution of Microviridin Biosynthesis Enables Design of Synthetic Protease-Targeted Libraries

Natural products: A chemo-enzymatic one-pot synthesis approach was developed for tricyclic microviridins comprising lactone as well as lactam rings. The method was used to design and screen protease-targeted libraries derived from short synthetic oligopeptides.

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Excavated Cubic Platinum–Tin Alloy Nanocrystals Constructed from Ultrathin Nanosheets with Enhanced Electrocatalytic Activity

Excavated Cubic Platinum–Tin Alloy Nanocrystals Constructed from Ultrathin Nanosheets with Enhanced Electrocatalytic Activity

Excavated cubic Pt–Sn alloy nanocrystals with {110} facets were constructed by the assembly of ultrathin nanosheets by co-reduction in the presence of a surfactant. These nanocrystals have a very high surface area and displayed superior electrocatalytic activity towards methanol oxidation.

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Boosting Photocatalytic Hydrogen Production of a Metal–Organic Framework Decorated with Platinum Nanoparticles: The Platinum Location Matters

Boosting Photocatalytic Hydrogen Production of a Metal–Organic Framework Decorated with Platinum Nanoparticles: The Platinum Location Matters

Location, location, location: Platinum nanoparticles (PtNPs) are incorporated inside or supported on a metal–organic framework (MOF), UiO-66-NH2, giving Pt@UiO-66-NH2 and Pt/UiO-66-NH2, respectively. Having the Pt NPs inside the MOF greatly shortens the electron–transport distance, which favors the electron–hole separation and thereby yields the highest photocatalytic efficiency for H2 production.

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Fast-Geomimicking using Chemistry in Supercritical Water

Fast-Geomimicking using Chemistry in Supercritical Water

Small talc: The supercritical hydrothermal flow synthesis is a new method to produce model nanominerals, such as nano-talc, in just a few tens of seconds. As well as having different spectroscopic signals to natural talc, the nano-talc has new properties, such as its hydrophilic character, making it the first fluid talc filler for new applications.

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Integrin-Targeting Knottin Peptide–Drug Conjugates Are Potent Inhibitors of Tumor Cell Proliferation

Integrin-Targeting Knottin Peptide–Drug Conjugates Are Potent Inhibitors of Tumor Cell Proliferation

Tied up in knottins: Tumor-targeted knottin peptide-drug conjugates (KDC) are significantly smaller than antibody–drug conjugates, allowing for facile synthesis and conjugation. A KDC bearing the nucleoside gemcitabine is internalized by an integrin-mediated mechanism, releases its payload intracellularly, and is shown to be a highly potent inhibitor of several malignant cell lines.

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Thermoset Shape-Memory Polyurethane with Intrinsic Plasticity Enabled by Transcarbamoylation

Thermoset Shape-Memory Polyurethane with Intrinsic Plasticity Enabled by Transcarbamoylation

Thermoset polymers are known for their superior thermomechanical properties, but the chemical crosslinking typically leads to intractability. However, a classical thermoset shape-memory polyurethane was now shown to be readily capable of permanent reshaping (plasticity) after a topological network rearrangement that is induced by transcarbamoylation.

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