Synthesis of 3-Chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)pyridazine and Its Deuterated Analogue DOI
Maria S. Ledovskaya, Vladimir V. Voronin

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(11), P. 2833 - 2840

Published: Nov. 1, 2024

Language: Английский

Antibody Conjugates as CT/MRI Theranostics for Diagnosis of Cancers: A review of recent Trends and Advances DOI Creative Commons

Saba Abaei,

Ali Tarighatnia, Asghar Mesbahi

et al.

Sensors & Diagnostics, Journal Year: 2024, Volume and Issue: 3(9), P. 1428 - 1441

Published: Jan. 1, 2024

The constant need for cancer diagnosis in the early stages drives development of contrast agents and imaging methods.

Language: Английский

Citations

4
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
Observing bioorthogonal macrocyclizations in the nuclear envelope of live cells using on/on fluorescence lifetime microscopy DOI Creative Commons

Sebastian Pim,

Anaïs C. Bourgès, Dan Wu

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(36), P. 14913 - 14923

Published: Jan. 1, 2024

The reactive partnership between azides and strained alkynes is at the forefront of bioorthogonal reactions, with their

Language: Английский

Citations

3
Photoinduced Charge Centralization Quenches the Fluorescence of Conjugation-Fused Tetrazine Labels with Red-to-Near-Infrared Emissions DOI
Tianruo Shen, Xiaogang Liu

Bioconjugate Chemistry, Journal Year: 2024, Volume and Issue: 35(7), P. 1024 - 1032

Published: July 4, 2024

Tetrazine-derived fluorogenic labels are extensively studied for their potential in biological and medical imaging. Nonetheless, the fluorescence quenching mechanism numerous precursors continues to be debated, particularly as wavelengths extend into red near-infrared (NIR) regions. This challenge poses obstacles systematically optimizing fluorogenicity, i.e., achieving red-shifted improved turn-on signals through click reactions. paper highlights significance of photoinduced charge centralization (PCC), a observed tetrazine-fused with integrated π-conjugations. PCC is primarily responsible effects such emitting red-to-NIR spectrum. Drawing from structure-property relationships, this study proposes two molecular design strategies that incorporate constitutional isomerization develop high-performance tetrazine-based labels. These facilitate multiplex imaging following reactions, promising significant advancements bio-orthogonal techniques.

Language: Английский

Citations

2
I Bind It That Way – Bioorthogonal Unmasking of Profluorescent Quinone Methides DOI Creative Commons
Dóra Kern,

Allegra Lövei,

Péter Kele

et al.

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

Published: Aug. 19, 2024

Abstract Proof‐of‐concept studies for the bioorthogonally controlled generation of pro‐fluorescent quinone‐methides are presented here. The novel concept relies on a click‐to‐release tetrazine unit that chemically cages quinone methide precursor. On synthetically readily accessible model compound we demonstrate IEDDA reaction with TCO leads to liberation methide, which is captured by nearby nucleophiles form fluorescent scaffold. Unlike in previous approaches access activatable fluorogenic probes, where acted as quencher fluorescence, role redefined Such repurposed tetrazines foreseen address limitations tetrazine‐quenched red/NIR excitable probes.

Language: Английский

Citations

1
Key Role of Cycloalkyne Nature in Alkyne-Dye Reagents for Enhanced Specificity of Intracellular Imaging by Bioorthogonal Bioconjugation DOI Creative Commons

Alexandra A. Vidyakina,

Sergey A. Silonov, Anastasia I. Govdi

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(37), P. 7637 - 7642

Published: Jan. 1, 2024

Conjugates of benzothiophene-fused azacyclononyne BT9N-NH2 with fluorescent dyes were developed to visualise azidoglycans intracellularly. The significance the cycloalkyne core was demonstrated by comparing new reagents DBCO- and BCN-dye conjugates. To reduce non-specificity during intracellular bioconjugation using SPAAC, less reactive BT9N-dye are preferred over highly

Language: Английский

Citations

0
Synthesis of 3-Chloro-6-(4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)pyridazine and Its Deuterated Analogue DOI
Maria S. Ledovskaya, Vladimir V. Voronin

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(11), P. 2833 - 2840

Published: Nov. 1, 2024

Language: Английский

Citations

0