Cutting-edge bioorthogonal chemistry: Innovations, practical applications, and emerging trends DOI Open Access
Anup Basnet Chetry

European Journal of Chemistry, Journal Year: 2024, Volume and Issue: 15(4), P. 355 - 365

Published: Dec. 31, 2024

Bioorthogonal chemistry has emerged as a pivotal field in molecular science, offering transformative tools for applications drug discovery, imaging, and biology. This review provides comprehensive analysis of recent advancements bioorthogonal chemistry, emphasizing key innovations, practical applications, future research directions. We explore state-of-the-art reactions, including Staudinger ligation, strain-promoted azide-alkyne cycloaddition (SPAAC), tetrazine detailing their mechanisms, advantages, limitations. The highlights significant innovations such novel fluorogenic probes, improved catalysts, enhanced reaction conditions that have expanded the utility efficiency these reactions. Practical are examined, showing how advances revolutionized fields like live-cell targeted delivery, labeling. Looking to future, we discuss emerging trends potential avenues, integration with other advanced technologies development new methodologies. detailed overview current state outlines its potential, serving valuable resource researchers practitioners field.

Language: Английский

Removing Neighboring Ring Influence in Monocyclic B–OH Diazaborines: Properties and Reactivity as Phenolic Bioisosteres with Dynamic Hydroxy Exchange DOI
Jake J. Blackner,

Olivia M. Schneider,

Warren O. Wong

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(28), P. 19499 - 19508

Published: July 3, 2024

The design of small molecules with unique geometric profiles or molecular connectivity represents an intriguing yet neglected challenge in modern organic synthesis. This is compounded when emphasis placed on the preparation new chemotypes that have distinct and practical functions. To expand structural diversity boron-containing heterocycles, we report herein novel monocyclic hemiboronic acids, diazaborines. These compounds enabled study a pseudoaromatic boranol-containing (B-OH) ring free influence from appended aromatic system. Synthetic spectroscopic studies provided insight into character, Lewis acidic nature, chemical reactivity, ability exocyclic B-OH unit to participate hydroxy exchange, suggesting their use organocatalysis as reversible covalent inhibitors. Moreover, density functional theory nucleus-independent shift calculations reveal character boroheterocyclic increased significantly comparison known bicyclic benzodiazaborines (naphthoid congeners), consequently leading attenuated acidity. Direct well-established biaryl isostere, 2-phenylphenol, through X-ray crystallographic analysis reveals

Language: Английский

Citations

6

DNA Nanostructure Disintegration-Assisted SPAAC Ligation for Electrochemical Biosensing DOI
Tingting Wang,

Xingye Zheng,

Hua Chai

et al.

Nano Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 17, 2024

MicroRNAs (MiRNAs) are valuable biomarkers for the diagnosis and prognosis of diseases. The development reliable assays is an urgent pursuit. We herein fabricate a novel electrochemical sensing strategy based on conformation transitions DNA nanostructures click chemistry. Duplex-specific nuclease (DSN)-catalyzed reaction first used disintegration triangular pyramid frustum (DNA TPF). A triangle formed, which in turn assists strain-promoted alkyne-azide cycloaddition (SPAAC) to localize single-stranded probes (P1). After SPAAC ligation, multiple hairpins spontaneously folded, labeled species dragged near electrode interface. By recording analyzing responses, highly sensitive biosensor established, exhibits high sensitivity reproducibility. Clinical applications have been verified with good stability. This relies integration chemistry, may inspire further designs nanotechnology clinical

Language: Английский

Citations

6

Landscape of small nucleic acid therapeutics: moving from the bench to the clinic as next-generation medicines DOI Creative Commons
Mohan Liu, Yusi Wang, Yi-Bing Zhang

et al.

Signal Transduction and Targeted Therapy, Journal Year: 2025, Volume and Issue: 10(1)

Published: March 10, 2025

Abstract The ability of small nucleic acids to modulate gene expression via a range processes has been widely explored. Compared with conventional treatments, acid therapeutics have the potential achieve long-lasting or even curative effects editing. As result recent technological advances, efficient delivery for therapeutic and biomedical applications achieved, accelerating their clinical translation. Here, we review increasing number classes most common chemical modifications platforms. We also discuss key advances in design, development application each platform. Furthermore, this presents comprehensive profiles currently approved drugs, including 11 antisense oligonucleotides (ASOs), 2 aptamers 6 siRNA summarizing modifications, disease-specific mechanisms action strategies. Other candidates whose trial status recorded updated are discussed. consider strategic issues such as important safety considerations, novel vectors hurdles translating academic breakthroughs clinic. Small produced favorable results trials address previously “undruggable” targets, suggesting that they could be useful guiding additional candidates.

Language: Английский

Citations

0

Recent Advances in Smart Linkage Strategies for Developing Drug Conjugates for Targeted Delivery DOI

Jie Zhang,

Zeyu Yang, Yu Liu

et al.

Topics in Current Chemistry, Journal Year: 2025, Volume and Issue: 383(2)

Published: March 13, 2025

Language: Английский

Citations

0

Efficient Synthesis of Sequence-Defined Oligomers through Orthogonal CuAAC and IrAAC Reactions DOI
Tingting Qiu, Ningning Song, Shengtao Ding

et al.

Macromolecules, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

Abiotic sequence-defined polymers hold tremendous promise for applications in nanotechnology, materials science, biomedicine, and data storage. Yet, their synthesis often demands complex, iterative procedures involving multiple deprotection or activation steps. To address this challenge, we present a highly efficient "AB + AC" orthogonal coupling strategy that integrates copper-catalyzed azide–alkyne cycloaddition (CuAAC) iridium-catalyzed AAC (IrAAC). This approach leverages the exceptional chemoselectivity of each reaction to construct oligotriazoles without need protecting groups. Notably, by employing distinct terminal alkyne thioalkyne substrates, our method enables precise, stepwise elongation macromolecular chains on gram scale, even when incorporating diverse functional monomers, underscoring its practicality large-scale applications. Comprehensive analyses via size exclusion chromatography, mass spectrometry, nuclear magnetic resonance techniques confirm high purity structural accuracy resulting oligomers. Moreover, clear fragmentation patterns observed tandem spectrometry (MS/MS) highlight suitability these triazole-rich architectures high-fidelity encoding, thereby paving way advanced high-density information Overall, work not only expands synthetic toolbox creating precision but also offers robust platform development next-generation with tunable properties broad technological relevance.

Language: Английский

Citations

0

Convergence of the Orthogonal: A Tribute to the Imaginative Chemistry of George Barany DOI Creative Commons
Jed F. Fisher

International Journal of Peptide Research and Therapeutics, Journal Year: 2025, Volume and Issue: 31(3)

Published: March 25, 2025

Language: Английский

Citations

0

Types of Crosslinkers and Their Applications in Biomaterials and Biomembranes DOI Creative Commons
Paolo Yammine, Ali El Safadi,

Rima Kassab

et al.

Chemistry, Journal Year: 2025, Volume and Issue: 7(2), P. 61 - 61

Published: April 11, 2025

Biomaterials and biomembranes play a crucial role in variety of applications, particularly the medical field due to their ability mimic natural biological structures functions. Crosslinkers also an important enhancing structural integrity functionality biomaterials design biomembranes. This review article explores fundamentals biomembranes, with particular focus on crosslinkers biology, chemistry medicine. We explore various types commonly used synthesis, examining chemical structure, classification, synthesis methods. Additionally, we analyze properties interactions, highlighting impact, cellular behavior cytotoxicity. further emphasizes recent advances innovation, tissue engineering, drug delivery, wound healing. Finally, conclude by addressing current challenges suggesting potential futures directions for research this field.

Language: Английский

Citations

0

Post‐functionalization of Organoboranes by Cu‐Catalyzed Azide Alkyne [3+2]‐Cycloaddition Reaction DOI Creative Commons

Mélanie Bonnard,

Sandra Pinet, Laurent Chabaud

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: June 26, 2024

Abstract The copper‐catalyzed azide alkyne [3+2]‐cycloaddition (CuAAC) reaction of organoboranes represents an attractive area research within the field click chemistry, with diverse applications in organic synthesis, medicinal or materials science. Despite potential issues caused by copper insertion into carbon‐boron bond, significant progress has been made to harness reactivity organoboron compounds CuAAC. This review provides overview catalytic methods reported for CuAAC various organoboranes, discussing stability boron group and highlighting recent advancements this area.

Language: Английский

Citations

3

Exploiting chemoselectivity for discrete oligomer synthesis through sequential IrAAC and CuAAC reactions DOI
Ningning Song,

Lvhao Zhang,

Shengtao Ding

et al.

Polymer Chemistry, Journal Year: 2024, Volume and Issue: 15(28), P. 2913 - 2921

Published: Jan. 1, 2024

By leveraging the orthogonality between CuAAC and IrAAC we have introduced synthesis of sequence-defined oligomers without requiring protection–deprotection manipulations.

Language: Английский

Citations

2

SuFEx‐Functionalized Quinones via Ruthenium‐Catalyzed C–H Alkenylation: A Potential Building Block for Bioactivity Valorization DOI

Joyce C. Oliveira,

Breno U. Abreu,

Esther R. S. Paz

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(22)

Published: Aug. 13, 2024

Herein, we describe the Ru-catalyzed C-H alkenylation of 1,4-naphthoquinones (1,4-NQs), resulting in 1,4-naphthoquinoidal/SuFEx hybrids with moderate to good yields. This method provides a novel route for direct access ethenesulfonyl-fluorinated quinone structures. We conducted mechanistic studies gain an in-depth understanding elementary steps reaction. Additionally, evaluated prototypes against trypomastigote forms T. cruzi, leading identification compounds potent trypanocidal activity.

Language: Английский

Citations

1