Themed collection Editor’s Collection

38 items
Open Access Review Article

Approaches for peptide and protein cyclisation

Polypeptide cyclisation can enhance thermal stability, proteolytic resistance and membrane permeability. Cyclisation can be achieved by methods including chemical, enzyme and protein tag approaches. Each has strengths and limitations.

Graphical abstract: Approaches for peptide and protein cyclisation
From the themed collection: Chemical Biology in OBC
Review Article

Tris(pentafluorophenyl)borane catalyzed C–C and C–heteroatom bond formation

This review showcases a collective depiction on the potential utility of BCF as a versatile catalyst to develop various synthetic transformations.

Graphical abstract: Tris(pentafluorophenyl)borane catalyzed C–C and C–heteroatom bond formation
From the themed collection: Editor’s Collection
Review Article

Recent advances in single-benzene-based fluorophores: physicochemical properties and applications

The recently reported physicochemical properties and applications of single-benzene-based fluorophores (SBBFs) are summarized.

Graphical abstract: Recent advances in single-benzene-based fluorophores: physicochemical properties and applications
From the themed collection: Editor’s Collection
Review Article

Recent advances in the direct O-arylation of carbohydrates

An emerging approach for the synthesis of O-aryl glycosides and carbohydrate-derived aryl ethers via C(sp2)–O bond formation is reviewed.

Graphical abstract: Recent advances in the direct O-arylation of carbohydrates
From the themed collection: Chemical Biology in OBC
Review Article

Beyond osmium: progress in 1,2-amino oxygenation of alkenes, 1,3-dienes, alkynes, and allenes

Olefin 1,2-difunctionalization is a popular synthetic strategy for synthesis of vicinal amino alcohols and their derivatives. This comprehensive review covers methods developed beyond the pioneering osmium-catalyzed Sharpless amino hydroxylation.

Graphical abstract: Beyond osmium: progress in 1,2-amino oxygenation of alkenes, 1,3-dienes, alkynes, and allenes
From the themed collection: Synthetic methodology in OBC
Review Article

Integrating abiotic chemical catalysis and enzymatic catalysis in living cells

We review hybrid systems of abiotic catalysis and enzymatic catalysis, which function in living cells. This research direction will stimulate multidisciplinary fields, including complex molecule synthesis, energy production, and life science.

Graphical abstract: Integrating abiotic chemical catalysis and enzymatic catalysis in living cells
From the themed collection: Catalysis & biocatalysis in OBC
Review Article

Cobalt-catalyzed carbonylation of the C–H bond

Direct carbonylation of the C–H bond is a great tool for installing a carbonyl group in a wide variety of substrates.

Graphical abstract: Cobalt-catalyzed carbonylation of the C–H bond
From the themed collection: Synthetic methodology in OBC
Open Access Review Article

Synthetic approaches and applications of sulfonimidates

This review encompasses the developments in sulfonimidate chemistry, focusing on both syntheses and applications of these important organosulfur(VI) species.

Graphical abstract: Synthetic approaches and applications of sulfonimidates
From the themed collection: Synthetic methodology in OBC
Review Article

Rational design of small molecule fluorescent probes for biological applications

Guidelines based on photophysical tuning, reactivity, isomerization, and energy transfer for rational design of synthetic fluorescent probes for biological systems.

Graphical abstract: Rational design of small molecule fluorescent probes for biological applications
From the themed collection: Chemical Biology in OBC
Review Article

The curious yellow colouring matter of the Iceland poppy

This account provides an chronological overview of the fascinating history of the pigment responsible for the yellow colour of the Iceland poppy (Papaver nudicaule).

Graphical abstract: The curious yellow colouring matter of the Iceland poppy
From the themed collection: Chemical Biology in OBC
Review Article

Chemical methods for modification of proteins

The field of protein bioconjugation draws attention from stakeholders in chemistry, biology, and medicine. This review provides an overview of the present status, challenges, and opportunities for organic chemists.

Graphical abstract: Chemical methods for modification of proteins
From the themed collection: Chemical Biology in OBC
Open Access Communication

Deuteration of terminal alkynes realizes simultaneous live cell Raman imaging of similar alkyne-tagged biomolecules

Two-color Raman imaging of D-alkynes and H-alkynes makes it possible to distinguish and observe similar small molecules in live cells.

Graphical abstract: Deuteration of terminal alkynes realizes simultaneous live cell Raman imaging of similar alkyne-tagged biomolecules
From the themed collection: Editor’s Collection
Open Access Communication

Calixarene-decorated liposomes for intracellular cargo delivery

Liposomes equipped at the outer membrane with positively charged calixarenes show improved efficiency in cargo delivery. This is facilitated by the interaction between the macrocycle units and heparan sulfate proteoglycans surrounding the cell.

Graphical abstract: Calixarene-decorated liposomes for intracellular cargo delivery
From the themed collection: Supramolecular chemistry in OBC
Communication

Chalcogen bonding mediates the formation of supramolecular helices of azapeptides in crystals

Supramolecular M- and P-helices are formed via intermolecular S⋯S and S⋯O chalcogen bonding of alanine-based azapeptides containing a β-turn structure and equipped with a thiophene group at the N- or C-terminus, respectively.

Graphical abstract: Chalcogen bonding mediates the formation of supramolecular helices of azapeptides in crystals
From the themed collection: Supramolecular chemistry in OBC
Communication

Water binding stabilizes stacked conformations of ferrocene containing sheet-like aromatic oligoamides

The encapsulation of discrete water molecules in flexible sheet-like aromatic oligoamide foldamers, as evidenced by structural and spectroscopic studies, stabilizes their structure.

Graphical abstract: Water binding stabilizes stacked conformations of ferrocene containing sheet-like aromatic oligoamides
From the themed collection: Supramolecular chemistry in OBC
Communication

Plasma induced acceleration and selectivity in strain-promoted azide–alkyne cycloadditions

We report the unexpected acceleration of strain-promoted azide–alkyne cycloaddition in human plasma compared to classical solvent systems. Besides fast kinetics, human plasma also allows for discrimination between two azides in competition reaction.

Graphical abstract: Plasma induced acceleration and selectivity in strain-promoted azide–alkyne cycloadditions
From the themed collection: Chemical Biology in OBC
Communication

Mannich-type allylic C–H functionalization of enol silyl ethers under photoredox–thiol hybrid catalysis

The synergy of an Ir-based photosensitizer with mild oxidizing ability and a thiol catalyst enables efficient allylic C–H functionalization of enol silyl ethers with imines under visible light irradiation.

Graphical abstract: Mannich-type allylic C–H functionalization of enol silyl ethers under photoredox–thiol hybrid catalysis
From the themed collection: Synthetic methodology in OBC
Communication

Chemoselective activation of ethyl vs. phenyl thioglycosides: one-pot synthesis of oligosaccharides

Ethyl thioglycosides could be selectively activated in the presence of phenyl thioglycosides carrying the same or even more armed protecting group pattern.

Graphical abstract: Chemoselective activation of ethyl vs. phenyl thioglycosides: one-pot synthesis of oligosaccharides
From the themed collection: Chemical Biology in OBC
Communication

Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation

Aqueous Knoevenagel condensation of various aldehydes with malononitrile could efficiently proceed using hydroquinone and benzoquinone as mixed catalysts.

Graphical abstract: Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation
From the themed collection: Synthetic methodology in OBC
Communication

Disulphide-mediated site-directed modification of proteins

Site-directed addition of a single thiols handle to proteins by means of temporary disulphide rebridging of solvent exposed disulphides is obtained with a new labelling reagent.

Graphical abstract: Disulphide-mediated site-directed modification of proteins
From the themed collection: Chemical Biology in OBC
Communication

Site-selective modification of proteins using cucurbit[7]uril as supramolecular protection for N-terminal aromatic amino acids

Supramolecular protection of N-terminal aromatic amino acids through complexation with cucurbit[7]uril can enable site-selective protein modification of unfavored motifs.

Graphical abstract: Site-selective modification of proteins using cucurbit[7]uril as supramolecular protection for N-terminal aromatic amino acids
From the themed collection: Editor’s Collection
Open Access Communication

Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

A genetically incorporated ThrK unnatural amino acid can undergo rapid periodate oxidation to reveal a reactive internal α-oxo aldehyde.

Graphical abstract: Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation
From the themed collection: Chemical Biology in OBC
Communication

Hierarchical self-assembly of an azobenzene dyad with inverted amide connection into toroidal and tubular nanostructures

Inversion of the amide connectivity of an azobenzene dyad, which self-assembles into chiral toroids and nanotubes, improves the thermal stability of the assemblies, however it negatively affects supramolecular chirality.

Graphical abstract: Hierarchical self-assembly of an azobenzene dyad with inverted amide connection into toroidal and tubular nanostructures
From the themed collection: Supramolecular chemistry in OBC
Paper

A supramolecular host for phosphatidylglycerol (PG) lipids with antibacterial activity

Various small molecules containing boronic acid and urea functionalities are shown to bind selectively to the bacterial lipid PG (phosphatidylglycerol) and exert antibacterial activity through a membrane-related mechanism.

Graphical abstract: A supramolecular host for phosphatidylglycerol (PG) lipids with antibacterial activity
From the themed collection: New Talent
Paper

Duplex vs. folding: tuning the self-assembly of synthetic recognition-encoded aniline oligomers

We present a strategy for characterising and preventing the undesired folding between adjacent units in duplex-forming synthetic hetero-oligomers.

Graphical abstract: Duplex vs. folding: tuning the self-assembly of synthetic recognition-encoded aniline oligomers
From the themed collection: Supramolecular chemistry in OBC
Paper

An air-stable, Zn2+-based catalyst for hydrosilylation of alkenes and alkynes

An air-stable, Zn2+-based catalyst for catalytic hydrosilylation reactions of alkenes and alkynes.

Graphical abstract: An air-stable, Zn2+-based catalyst for hydrosilylation of alkenes and alkynes
From the themed collection: Catalysis & biocatalysis in OBC
Paper

Hydrated metal ion as a general acid in the catalytic mechanism of the 8–17 DNAzyme

pH-Rate profiles indicate hydrated M2+ as a general acid in the catalytic mechanism of the RNA-cleaving 8–17 DNAzyme.

Graphical abstract: Hydrated metal ion as a general acid in the catalytic mechanism of the 8–17 DNAzyme
From the themed collection: Chemical Biology in OBC
Paper

The effect of deoxyfluorination and O-acylation on the cytotoxicity of N-acetyl-D-gluco- and D-galactosamine hemiacetals

Multiple deoxyfluorination of GlcNAc/GalNAc hemiacetals generated cytotoxic compounds.

Graphical abstract: The effect of deoxyfluorination and O-acylation on the cytotoxicity of N-acetyl-d-gluco- and d-galactosamine hemiacetals
From the themed collection: Chemical Biology in OBC
Paper

Development of functionalized peptides for efficient inhibition of myostatin by selective photooxygenation

Functionalized peptides which consist of myostatin-binding peptide and on/off-switchable catalyst efficiently inhibit myostatin by selective photooxygenation, leading to a therapeutic strategy for muscular atrophic disorders.

Graphical abstract: Development of functionalized peptides for efficient inhibition of myostatin by selective photooxygenation
From the themed collection: Chemical Biology in OBC
Paper

DNAzymes for amine and peptide lysine acylation

In vitro selection identifies DNAzymes that acylate amino groups, including Lys in tethered peptides, and in some cases by transfer of a small glutaryl group.

Graphical abstract: DNAzymes for amine and peptide lysine acylation
From the themed collection: Chemical Biology in OBC
Paper

Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used phosphoramidites

A novel strategy for the efficient and cheap post-modification of oligonucleotides at internal position.

Graphical abstract: Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used phosphoramidites
From the themed collection: Chemical Biology in OBC
Paper

Facile synthesis of sulfotyrosine-containing α-conotoxins

A one-pot neopentyl deprotection and oxidative disulfide pairing strategy was developed for the facile synthesis of sulfotyrosine (sY)-containing α-conotoxins (Ctx).

Graphical abstract: Facile synthesis of sulfotyrosine-containing α-conotoxins
From the themed collection: Chemical Biology in OBC
Paper

Revisiting the role of acids and hydrogen bond acceptors in enamine formation

A systematic investigation into the effects of acids and hydrogen bond acceptors on the reaction rates and equilibria of enamine formation is reported.

Graphical abstract: Revisiting the role of acids and hydrogen bond acceptors in enamine formation
From the themed collection: Synthetic methodology in OBC
Paper

Absolute handedness control of oligoamide double helices by chiral oxazolylaniline induction

Aromatic oligoamide double helices bearing a chiral oxazolylaniline moiety were synthesized and their helix handedness was completely controlled (de > 99%).

Graphical abstract: Absolute handedness control of oligoamide double helices by chiral oxazolylaniline induction
From the themed collection: Supramolecular chemistry in OBC
Paper

Decomplexation as a rate limitation in the thiol-Michael addition of N-acrylamides

Experimental and computational agreement highlights rate-limiting “product decomplexation” and functional group effects in the thiol-Michael addition, utilized for sequence-defined oligomers.

Graphical abstract: Decomplexation as a rate limitation in the thiol-Michael addition of N-acrylamides
Paper

Photochemical [2 + 2] cycloaddition reaction of carbonyl compounds with Danishefsky diene

An efficient oxetane formation has been developed in the photochemical [2 + 2] cycloaddition reaction of benzophenone with Danishefsky diene.

Graphical abstract: Photochemical [2 + 2] cycloaddition reaction of carbonyl compounds with Danishefsky diene
Paper

Tuning activation and self-immolative properties of the bioorthogonal alkene–azide click-and-release strategy

Combinations of aryl azides and trans-cyclooctenes have been studied in a bioorthogonal click-and-release strategy, with two reaction pairings rapidly releasing phenol at micromolar concentrations.

Graphical abstract: Tuning activation and self-immolative properties of the bioorthogonal alkene–azide click-and-release strategy
From the themed collection: Chemical Biology in OBC
Paper

One-pot synthesis of porphyrin-based [5]rotaxanes

[5]Rotaxanes prepared in a one-pot reaction via simultaneous threading-followed-by-stoppering and condensation can be used to generate different co-conformational states making these systems potential multi-state switches.

Graphical abstract: One-pot synthesis of porphyrin-based [5]rotaxanes
From the themed collection: Supramolecular chemistry in OBC
38 items

About this collection

Handpicked by our Editorial Board each month, the Organic & Biomolecular Chemistry Editor’s collection showcases some of the most exciting recent articles published in the journal. 
For extra details on the articles, including comments from the Editorial Board and interviews with the authors, please visit the OBC blogs at https://blogs.rsc.org/ob/.
This collection will be updated monthly with the new articles highlighted, so please revisit this page frequently to see the latest updates.

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