Themed collection Chemical Biology in OBC

This article discusses interspecies competition by sets of closely related metabolites with significantly different biological activities.

This review introduces the creation of interstrand crosslinking and threaded structures based on the hybridization-specific chemical reactions and their functions and perspectives in oligonucleotide therapeutics, chemical biology and nanotechnology.

This review summarizes applications of 3-, 4-, 5-, and 6-membered azaheterocycles as tools to introduce conformational restrictions in the design of peptidomimetics.

The methods for the synthesis of deoxy sugars, involving deoxygenation and glycosidation, give access to useful molecules for multiple purposes.

This review is devoted to the broad application of organocatalysis in the synthesis of (un)natural carbohydrates as well as organocatalyzed glycosylation and the aldol reaction for the synthesis of C-glycosides.

In this paper, we summarize molecular platforms based on ultraviolet (UV), visible (Vis) or near-infrared (NIR) photoreactions. Recent applications for spatiotemporal photomodulation of various biomolecules in living objects are also discussed.

We review the development of photoaffinity labeling (PAL) chemistries and the application of PAL to chemoproteomic target deconvolution for small molecules, lipids, and metabolites.

Pincer and related metal complexes containing tunable tridentate ligand frameworks display promising antitumor activity.

Fluorescent probes with superior optical properties have been summarized along with the mechanisms used for their development and the challenges faced in their synthesis.

The potentials of using asparaginyl endopeptidases (AEP) as tools for polypeptide modifications have been discussed.

An up-to-date and comprehensive review on chemical probes targeting the important kinase CK2.

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.

This review summarizes the recent findings and developments in the emerging area of (chemo)-enzymatic cascades using MTases and AdoMet-generating enzymes.

Metabolic labeling of intracellular pathogens can provide new methods of studying host pathogen interactions.

This review details the isolation, biosynthesis, biological activity and synthesis of spiroacetals from the myxobacterium Sorangium cellulosum.

This manuscript reviews the combination of computational enzyme design and directed evolution and its advantages in the development of artificial enzymes.

Their unique axial bonds and NIR optical properties have made silicon phthalocyanines (SiPcs) valuable compounds. Herein, we present key synthetic strategies and emerging applications of SiPcs over the past decade.

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

Marine bacteria are excellent yet often underexplored sources of structurally unique bioactive natural products.

This review explores methodologies for the preparation of glycosyl disulfides, their utility as intermediates in carbohydrate synthesis, and evaluates their biological impact in glycoscience and beyond.

A review of the heretofore less explored approach of tyrosine bioconjugation, which is rapidly becoming a constructive alternative/complement to the more well-established strategies, is provided.

A go-to compilation of recent strategies to access C-terminally modified peptides contextualized by a discussion of the major synthetic challenges that have historically hampered progress in this area.

This review discusses the development of peptide-based quorum sensing modulators and their use as potential therapeutics.

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

This review summarizes the natural and synthetic glycan ligands of Siglecs and the growing body of knowledge for structural features governing sialic acid recognition.

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.

C-Glycosylation involving glycosyl radical intermediates is a particularly effective approach to access C-glycosides, which are core units of a great number of natural products, bioactive compounds and marketed drugs.

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.

This contribution reviews the enzymatic synthesis, including optimisation efforts, of fluorinated carbohydrates involving fluorinated donors and/or acceptors, as well as the enzymatic activation of the fluorinated donors.

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

This review describes various methodologies for the stereoselective 1,2-cis glycosylation of L-rhamnose leading to β-L-rhamnosides and their applications in oligosaccharide synthesis.

Chemical synthesis of trehalose glycolipids such as DAT, TDM, SL-1, SL-3, and Ac₂SGL from MTb, emmyguyacins from fungi, succinoyl trehalose from rhodococcus, and maradolipids from worms, as well as mycobacterial oligosaccharides is reviewed.

We provide a summary of the tools, which allow elucidate the structures of nonribosomal lipopetides.

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.

The nonulosonic acid sugar pseudaminic acid, Pse5Ac7Ac, is present on the surface of a number of human pathogens, herein we review the mechanistic and structural characterisation of the enzymes responsible for its biosynthesis in bacteria.

This review summarizes the beginning, progress, and prospects of non-canonical DNA-based hybrid catalysts focusing on G-quadruplexes as versatile scaffolds for catalysis.

The review classifies existing chemical approaches towards stronger triple helical assemblies in peptides.

A review of recent advances towards synthetic ADP-ribosylated proteins and oligo-ADP-ribose chains.

Different synthetic strategies for accomplishing regio- and stereoselective fluorinations of carbohydrate scaffolds are discussed in light of the biological implications arising from such substitutions.

Scope 1: sugar is uniformly protected leaving only one (or two) free hydroxyl group; scope 2: uniformly protected sugar is deprotected to liberate only one (or two) hydroxyl group.

We discuss here the chemical composition of DNA-encoded libraries likely to be made in the near future.

Versatility of glycals in the stereoselective synthesis of natural products.

Saturated bioisosteres for ortho- and meta-substituted benzenes remain a current challenge for chemists.

Tailoring enzymes decorate diketopiperazines to yield unique structures and biological functions.

Peptide–oligonucleotide conjugates (POCs) are covalent constructs that link a molecule like DNA to a synthetic peptide sequences.

Rearranged ergostane-type natural products are structurally intriguing and exhibit biologically relevant properties.

This paper describes recent advances of one-pot multi-segment condensation strategies based on kinetically controlled strategies and/or protecting group-removal strategies in chemical protein synthesis.

Fluorogenic probes efficiently reduce non-specific background signals, which often results in highly improved signal-to-noise ratios.

This review highlights the design strategies of azobenzene photoswitches as well as their applications in the manipulation of biological systems.

The diverse functionality and the extraordinary stability of lasso peptides make these molecules attractive scaffolds for drug discovery. The ability to generate lasso peptides chemically remains a challenging endeavor.

Teleocidin B is a terpenoid indole alkaloid with unique structures including indolactam and cyclic terpenoid, and is a strong protein kinase C activator. In this review, we describe the isolation and biosynthetic studies of teleocidins.

Nucleic acids, phospholipids and other organic phosphates play central roles in biological pathways.

Participation of Z DNA in normal and disease related biological processes.

C-Glycosylation has found widespread use in the synthesis of biomedically important natural products and pharmaceuticals.

The 4′-thio sgRNA, which is enzymatically prepared by T7 transcription using 4′-thiopyrimidine nucleoside 5′- triphosphates, induces Cas9-mediated DNA cleavage.

A (2R,3S)-4-(methoxyamino)butane-1,2,3-triol residue within forms N-methoxy-1,3-oxazinanes with a variety of aldehydes, providing easy and pH-controllable access to base-modified oligonucleotides.

Decompositions of hole-trapping nucleobases in noncondensed DNA and liquid crystalline DNA showed that efficient electron transfer occurred under crowded conditions.

A commonality noticed between structures of trypsin and natural trypsin inhibitors leads to a new small molecule inhibitor design strategy.

Activity of O⁶-methylguanine-DNA-methyltransferase (MGMT) can be monitored in real time using chemosensors that generate an emissive guanine analogue thienoguanine (^thG_N).

The MS²-guided phytochemical investigation of Voacanga africana stem bark resulted in the isolation of pyrrovobasine, the first pyrraline-containing MIA.

The effect of backbone stereochemistry of a cyclic hexapeptide on membrane permeability and metabolic stability was comprehensively evaluated. Besides, the effect of side chain structures on the pharmacokinetic properties was investigated.

Genome homologies led to the identification of Streptomyces aureorectus DSM 41692 and Streptomyces virens DSM 41465 as producers of the antibiotic nucleocidin, and also 4’-fluoroadenosine.

Synthesis, spectroscopic characterization, and in vitro biological evaluation of Lu-177 radiolabeled DOTA conjugated p160 peptide derivatives: potential candidates for breast tumor imaging and therapy.

Two pairs of novel pentacyclic spermidine alkaloid enantiomers, (±)-orychoviolines A and B, were isolated from the seeds of Orychophragmus violaceus and represented the first example of a 2-piperidinone-fused hydrodibenzofuran skeleton.

The automated glycan assembly of different oligosaccharide fragments of the bacterial peptidoglycan backbone is reported.

Two new quassinoids, perforalactones D and E, from Harrisonia perforata, could promote the expression of lysosomal genes and induce lysosomal biogenesis.

CH₃ to CF₃ substitution on a side chain of proteiogenic amino acids increases the membrane permeability of peptides.

An unprecedented C30 steroid, solitumergosterol A (1), from the deep-sea-derived Penicillium solitum inhibited the proliferation of MB231 tumor cells by a RXRα-dependent mechanism.