Themed collection Organic & Biomolecular Chemistry HOT article collection

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.

This review covers recent and historical aliphatic deaminative functionalization reactions to encourage the use of primary amines as aliphatic building blocks.

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.

This review on α-amino ketone synthesis collates and evaluates developments made in this area over the past decade, with an extended discussion on functional group compatibility, resultant product substitution patterns, and medicinal applications.

This review systematically outlined the research in the area of transition metal free synthesis of alkyl pinacol boronates, which are versatile and important scaffolds to construct diverse organic compounds.

The mild generation of nitrogen-centred radicals from N–F reagents using copper-based catalysts has become a convenient synthetic tool.

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

This review surveys synthesis strategies for accessing non-symmetric diarylethene photochromes and highlights notable properties and applications of these compounds.

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

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

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

We review the structure–activity relationships and synthetic studies of TLR2 agonists – important chemical targets in immunotherapy.

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.

Advances in the synthesis of multiphosphorylated peptides and peptide libraries: tools for studying the effects of phosphorylation patterns on protein function and regulation.

The review examines functional knowledge gathered over two decades of research on the 8-17 DNAzyme, focusing on three aspects: the structural requirements for catalysis, the role of metal ions and the participation of general acid-base catalysis.

This review surveys known structures of staphylococcal polysaccharides and summarizes all synthetic efforts to obtain these sequences.

In this mini-review, we attempt to highlight gaps in existing techniques for sp³ C–H activation adjacent to heterocycles.

As a promising protein degradation strategy, PROTAC technology is increasingly becoming a new star in cancer treatment.

Sulfoxides have been synthesised from various sulfide substrates under mild conditions exploiting CALB biocatalyst in the presence of urea hydrogen peroxide and AcOEt which acts with the dual role of solvent and reagent.

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.

An efficient continuous photochemical process is presented that delivers a series of novel γ-aminopropylsulfones via a tetrabutylammonium decatungstate (TBADT) catalysed HAT-process.

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

A concise total synthesis of thioamycolamide A was accomplished as a key step of thio-Michael addition via a biomimetic route.

A facile and practical method for the synthesis of 2,3,4-trisubstituted 2-aminothiophenes by the cyclization of gem-dibromoalkenes or gem-dichloroalkenes with β-keto tertiary thioamides has been developed.

The first total synthesis of the secodolastane diterpenoid isolinearol in both racemic and enantioenriched forms has been achieved with high stereoselectively.

Tetrahydro-β-carboline and β-carboline alkaloid scaffolds can be selectively obtained by direct aerobic oxidative Pictet–Spengler reactions of tryptamines with alcohols using TBN/TEMPO as the catalysts and oxygen as the oxidant under mild conditions.

Expeditious synthesis of 3-indolyl-1-trifluoromethyl-isobenzofurans via [1,4]-hydride shift/cyclization/intermolecular nucleophilic addition reaction sequence.

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

Boracene-based alkylborate enabled visible light-mediated Ni/Ir metallaphotoredox catalysis.

Threonine deaminase from E. coli catalyses defluorination on 4-fluorothreonine.

3-Allyl-3-hydroxyoxindoles are obtained with high ee in a metal-free catalytic process from isatins. This scaffold has been converted to the natural product chimonamidine.

Herein, we report an eco-friendly, electrosynthetic approach for the intramolecular oxyselenylation of allyl-naphthol/phenol derivatives.

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.

A sesquiterpene synthase from Streptomyces bungoensis was characterised and produces the new compound bungoene.

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

Homo-oligomers are difficult drug targets. Here, Differential Scanning Fluorimetry (DSF) is introduced as a method to identify inhibitors of these systems, by discriminating between oligomers and monomers based on their thermal stability.

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

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.

N-Methyltransferase TsnB8 was demonstrated to catalyze successive methyltransfer reactions in the biosynthesis of trichostatin.

Efficient approach for the facile construction of polyfunctionalized pyrazolone derivatives bearing two contiguous quaternary stereocenters in good yields with high regioselectivities and excellent diastereoselectivities.

The parasitoid wasp Urolepis rufipes uses terminally oxidized dihydrolinalool as a sex pheromone. The absolute configuration of the active enantiomer was established as 2S,6S by synthesis and its pheromonal activity was proven in a bioassay.

A major current issue in medicinal chemistry is the design of small peptide analogues resistant to proteolysis and able to adopt preferential conformations, while preserving the selectivity and efficiency of natural peptides.

An anti-EGFR nanobody was labeled at the C-terminus with a lysosome-sorting NPGY (Asn-Pro-Gly-Tyr) motif via sortase-mediated ligation to enhance the clathrin-mediated endocytosis.

The practical synthesis of pseudo-enantiomeric carbohydrate-based NHC–Rh complexes bearing C1 or C3 sterically differentiated positions is reported. We show that steric bulk at either C1 or C3 leads to enantiotopic discrimination in the hydrosilylation of acetophenone.

Sterically hindered aminoarylboranes with atropisomerism about the C–B bond were prepared and resolved by chiral stationary phase HPLC.

A general, flexible and highly effective method for the regio-, diastereo- & enantioselective one-pot synthesis of important carbocycles, namely, enantiopure cyclopentanones and their hydrindane congeners is presented.

Genome mining and heterologous biosynthesis led to the discovery of a 12 membered macrolide from Macrophomina phaseolina.

A new type of perfluorinated triol catalysts of enhanced acidity was developed for the selective opening of epoxide to carbonates. This useful transformation using TBAI as co-catalyst is performed under only 1 atmosphere of CO₂ at 30 to 80 °C.

The diastereoselective conjugate addition of chiral secondary lithium homoallylamides to α,β-unsaturated esters, providing tertiary amines bearing two chains integrating a stereogenic center adjacent to the nitrogen atom, is reported.

A highly regioselective and enantioselective N-alkylation of isoxazol-5-ones with para-quinone methides has been developed to obtain enantioenriched N-diarylmethane substituted isoxazolinones with high yields and enantioselectivities.

Deprotected iminosugar alkenes were subjected to thiol–ene coupling with deprotected sugar thiols to afford new imino-disaccharides. Two thiol–ene couplings converted these alkenes into iminosugar thiols and then multivalent iminosugars.

In this study we describe a novel platform for generating functionalised TIPS microparticles for “click” conjugation to various active compounds.

Additive controlled glycosylation reactions are used for the construction of α-(1,2)-glucosidic linkages, such as those featuring in E. faecalis lipoteichoic acid.

A library of P-rhodamines was prepared via a new robust sequence that creates the core heterocycle by addition of diaryllithium reagents to esters. The first SAR study for P-rhodamines shows that they are NIR-emissive and highly bright fluorophores.

A series of valuable 1,1-hydrazinoalcohols were conveniently synthesized by catalytic hydrohydrazination of epoxides with the NH group of hydrazines.

The nucleophilic γ-phenylation and γ-alkylation of α,β-unsaturated amides have been developed.

Automated Glycan Assembly grants access to ionic oligosaccharides for structural studies.

A practical route to access synthetically challenging and chemoselective α,α′-diarylmethyl N-glycosides via Sc(OTf)₃-catalyzed 1,6-conjugate addition of unprotected amino sugars with p-QMs.

Novel α-trifluoromethylthiolated-β^2,2-amino acids were obtained in high enantiopurities under chiral phase-transfer catalysis.

A mild silver-catalyzed decarboxylative C–H difluoromethylarylation of electron-deficient N-heteroarenes.

An initial rate evaluation of the triazolium-catalysed benzoin condensation permitted a Hammett structure–activity analysis providing insight into the rate-limiting step.

Synthesis of dynamic combinatorial libraries of acylhydrazones in the presence of a G-quadruplex DNA template, followed by pull-down with streptavidin-coated magnetic beads, allows the identification of putative G-quadruplex binders.

Highly efficient ligand-free Suzuki–Miyaura cross-coupling in aqueous solvent at room temperature was developed using metal oxides with low Pd content via a fluorescence-based high-throughput screening method.

A cyclic tetrapeptide paired with six commercially available indicators provides a chemosensing array able to classify biological phosphate derivatives.

A far-red turn-on fluorescent probe (Mito-TG) with excellent biocompatibility, photostability, chemical stability targets mitochondrial matrix. The insensitivity of probe under different pH and ROS enabled tracking of mitophagy and Aβ induced mitochondrial dynamics.

This is the first report on a facile tandem route for synthesizing quinazolinones at room temperature from various aminobenzamides and in situ-generated aldehydes.

A N-heterocyclic carbene catalyst incorporating a bulky yet electron-deficient N-aryl substituent promotes chemoselective and enantioselective intermolecular crossed benzoin condensations.

thio-Glycosides with a pseudo-disaccharide structure are synthesized via aziridine opening reactions starting from glycosyl thioacetates with a one-pot protocol, which affords glycomimetics equipped for easy and stable conjugation to aglycones.

Two rare seco-polycyclic polyprenylated acylphloroglucinols (1 and 2) were isolated from Hypericum sampsonii. Compounds 1 and 2 showed moderate multidrug resistance (MDR) reversal activity to resistant cancer cells, HepG2/ADR and MCF-7/ADR.

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.