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An azanorbornadiene bromovinyl sulfone reagent for cysteine-selective bioconjugation has been developed. Subsequent reaction with dipyridyl tetrazine leads to bond cleavage and formation of a pyrrole-linked conjugate. The latter...

bioconjugation chemical biology cycloaddition heterocycles Proteins Aza Compounds Cycloaddition Reaction Cysteine Norbornanes Pyrroles

The Sondheimer dialkyne is extensively used in double strain-promoted azide-alkyne cycloadditions. This reagent suffers with poor water-solubility and rapidly decomposes in aqueous solutions. This intrinsically limits its...

Alkynes Animals Azides Cell Line click chemistry Cycloaddition Reaction Escherichia coli Humans Mice Peptides Protein Binding Proto-Oncogene Proteins c-mdm2 Solubility Triazoles Tumor Suppressor Protein p53 water

Macrocycles have long been recognized as useful chemical entities for medicine, with naturally occurring and synthetic macrocycles clinically approved for use as prescription drugs. Despite this promise, the synthesis of...

Chemistry Techniques Synthetic Cyclization Cycloaddition Reaction Macrocyclic Compounds Small Molecule Libraries

The chemistry of diazo compounds has generated a huge breadth of applications in the field of organic synthesis. Their versatility combined with their tunable reactivity, stability, and chemoselectivity makes diazo compounds...

Alkynes Antibodies Azo Compounds Cycloaddition Reaction Humans MCF-7 Cells Proteins Proteomics Staining and Labeling

Oligonucleotides containing photo-caged dienes were prepared and shown to react quantitatively in a light-induced Diels-Alder cycloaddition with functional maleimides in aqueous solution within minutes. Due to its high yield and...

Maleimides DNA Fluorescent Dyes Lasers LIGHT click chemistry Cycloaddition Reaction

Accurate and stable site-specific attachment of DNA molecules to proteins is a requirement for many single-molecule force spectroscopy techniques. The most commonly used method still relies on maleimide chemistry involving...

Amino Acids Cycloaddition Reaction DNA Molecular Structure Mutagenesis Site-Directed Mutation Proteins single molecule imaging

A photochemical approach based on nitrile imine-mediated tetrazole-ene cycloaddition is introduced to functionalize gold nanorods with biomolecules. For this purpose, a bifunctional, photoreactive linker containing thioctic acid...

DNA dipolar cycloaddition gold NANOSTRUCTURES Photochemistry Cycloaddition Reaction DNA gold Imines Maleimides Metal Nanoparticles NANOSTRUCTURES Nanotubes Nitriles Tetrazoles

The bioorthogonal inverse-electron-demand Diels-Alder (IEDDA) cleavage reaction between tetrazine and trans-cyclooctene (TCO) is a powerful way to control the release of bioactive agents and imaging probes. In this study, a...

biorthogonal activation Carbon nanotubes decaging fluorogenic targeted release Animals Cycloaddition Reaction Diagnostic Imaging Humans Infrared Rays MCF-7 Cells Mice Nanotubes Carbon

Strained alkenes and alkynes are the predominant dienophiles used in inverse electron demand Diels-Alder (IEDDA) reactions. However, their instability, cross-reactivity, and accessibility are problematic. Unstrained dienophiles...

Boron Compounds Cycloaddition Reaction Fluorescent Dyes Heterocyclic Compounds Molecular Structure

Novel symmetrical bis-pyrrolo[2,3-d]pyrimidines and bis-purines and their monomers were synthesized and evaluated for their antiproliferative activity in human lung adenocarcinoma (A549), cervical carcinoma (HeLa), ductal...

DFT calculations antiproliferative activity Apoptosis pancreatic adenocarcinoma purine pyrrolo[2 3-d]pyrimidines ULTRASOUND A549 Cells Antineoplastic Agents Cell Line Tumor Cell Proliferation Cell Survival Cycloaddition Reaction density functional theory Drug Screening Assays Antitumor HeLa Cells Humans Pyrimidines Pyrroles

In addition to its use for the study of biomolecules in living systems, bioorthogonal chemistry has emerged as a promising strategy to enable protein or drug activation in a spatially and temporally controlled manner. This study...

anti-inflammatory drugs bioorthogonal decaging inverse electron-demand Diels-Alder reaction tetrazine trans-cyclooctene Animals Anti-Inflammatory Agents Non-Steroidal Carboxylic Acids Cycloaddition Reaction Fluorescent Dyes Heterocyclic Compounds Ketoprofen MACROPHAGES Mice RAW 264.7 Cells

Alkynes Azides Catalysis Copper Cycloaddition Reaction Dimerization Kinetics Polymerization