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

Design strategies for tetrazine fluorogenic probes for bioorthogonal imaging DOI
Aiwen Yu, Xinyu He, Tianruo Shen

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

In this review, recent progress in tetrazine-based fluorogenic probes for bioorthogonal chemistry is comprehensively analyzed, with a focus on advancements probe design and their imaging applications molecular processes live cells.

Language: Английский

Citations

1
Bioorthogonal Reaction of β-Chloroacroleins with meta-Aminothiophenol to Develop Near-Infrared Fluorogenic Probes for Simultaneous Two-color Imaging DOI
Liping Wang,

Yujie Huang,

Jing Wang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 11, 2025

Highly fluorogenic probe based bioorthogonal chemistry has become a promising tool in biomedical applications. However, the majority of probes are designed by introducing partner as fluorescence quencher into classical fluorophores, and these exhibit deteriorating fluorogenicity emission wavelength shifts toward near-infrared (NIR) region, greatly limiting their applications vivo. Herein, we report novel reaction involving β-chloroacroleins (β-CAs) meta-aminothiophenol (m-AT1), whose increases more than 500-fold upon situ generating fluorophores. β-CAs stable under physiological conditions react rapidly (β-CA9, k2 = 2.2 × 102 M–1 s–1, H2O) chemoselectively with m-AT1 presence biological nucleophiles, delightfully, proceeds swiftly even solvent-free conditions. Furthermore, manipulating conjugate length enables to be fine-tuned from 627 778 nm. These allow simultaneous labeling multiple cellular organelles without washing steps, two-color tumor visualization is achieved living mice. We believe this study not only provides new insights for development NIR superior turn-on behaviors but also presents CA-AT widespread potential research.

Language: Английский

Citations

0
A Bacteria-Based Bioorthogonal Platform Disrupts the Flexible Lipid Homeostasis for Potent Metabolic Therapy DOI Creative Commons

Jiadai Yi,

Huan Wang, Qingqing Deng

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Cancer cells exhibit altered metabolism and energetics, prominently reprogramming lipid to support tumor growth progression, making it a promising target for cancer therapy. However, traditional genetic pharmaceutical approaches disrupting face challenges due the adaptability of potential side effects on normal tissues. Here, we present bacteria-based bioorthogonal platform combining transition metal catalysts Lactobacillus disrupt flexible homeostasis in tumors. This activates glutamine transporter inhibitors situ, targeting synthesis hypoxic environments, while inhibits accumulation. By utilization, study proposes safe potent strategy therapy, with applications other metabolic diseases.

Language: Английский

Citations

0
Unveiling the photophysical mechanistic mysteries of tetrazine-functionalized fluorogenic labels DOI Creative Commons
Tianruo Shen, Xiaogang Liu

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Tetrazine-based fluorogenic labels are widely utilized in medical and biological studies, exhibiting substantial fluorescence enhancement (FE) following tetrazine degradation through bio-orthogonal reactions. However, the underlying mechanisms driving this response remain only partially resolved, particularly regarding diminished FE efficiency deep-red near-infrared (NIR) regions. This knowledge gap has impeded efforts to optimize these for extended emission wavelengths improved ratios. review offers a photophysical perspective, discussing quenching pathways (i.e., energy flows charge separation) that regulate properties exhibited various types of labels. Moreover, work examines emerging role intramolecular rotations certain tetrazine-based structures integration additional quencher units. The proposed alternative channel potential surpass traditional wavelength constraints while achieving FE. By examining mechanisms, aims advance understanding tetrazine-functionalized provide guiding principles their future design practical applications.

Language: Английский

Citations

0
Palladium-Mediated Bioorthogonal System for Prodrug Activation of N-Benzylbenzamide-Containing Tubulin Polymerization Inhibitors for the Treatment of Solid Tumors DOI
Jinlong Li, Tong Zhang, Di Wu

et al.

Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 67(21), P. 19905 - 19924

Published: Nov. 1, 2024

Bioorthogonal cleavage reactions have been developed as an intriguing strategy to enhance the safety of chemotherapeutics. Aiming reduce toxicity and improve targeted release properties colchicine binding site inhibitors (CBSIs) based on previous work, a series biologically inert prodrugs were further designed synthesized through bioorthogonal prodrug strategy. The therapeutic effects could be "turned-on" once combined with palladium resins. Particularly, 2b was 68.3-fold less cytotoxic compared parent compound, while its cytotoxicity recovered in situ presence Mechanism studies confirmed that inhibited cell growth same manner CBSIs. More importantly, vivo efficacy demonstrated efficient activation by resins, resulting significant inhibition tumor (63.2%). These results suggest improved property catalyzed Pd-mediated reaction deserves investigation.

Language: Английский

Citations

2
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

Citations

0