Supramolecular liquid crystals from the dimer of L‐shaped molecules with tertiary amide end groups

Aggregate, Journal Year: 2024, Volume and Issue: 5(3)

Published: Jan. 23, 2024

Abstract Supramolecular liquid crystals (SLCs) are attractive materials for fabricating devices with new optoelectronic functions. Conventional SLCs made from hydrogen‐bonded mesogens. However, these mesogens suffer high melting points, and the types of formable aggregates limited owing to directionality hydrogen bonding. Therefore, fabricate non‐hydrogen‐bonded SLCs, we hypothesized that introduction tertiary amide groups into calamitic molecules would be advantageous because they have an L‐shaped structure N ‐ or C ‐alkyl side chains not aligned along long axis flexibility undergo cis–trans isomerization. In this study, developed a novel SLC by assembling dimer composed (phenyltolanes) amides at their ends. These exhibited smectic B phase. The phase transition temperature crystal was low despite π‐conjugated core. Wide‐angle X‐ray diffraction variable‐temperature Fourier‐transform infrared measurements revealed formation weak intermolecular interactions, is, molecular recognition molecules, mobility alkyl attached driven isomerization in Thus, contributed enormously lower clearing points SLC. method can used only develop but also soft matter controlled properties incorporating as impart desired functionalities.

Language: Английский

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Bioorthogonal Strategy-Triggered In situ Co-Activation of Aggregation-Induced Emission Photosensitizers and Chemotherapeutic Prodrugs for Boosting Synergistic Chemo-Photodynamic-Immunotherapy

Biomaterials, Journal Year: 2025, Volume and Issue: 317, P. 123092 - 123092

Published: Jan. 5, 2025

Language: Английский

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Bioorthogonally activated probes for precise fluorescence imaging

Chemical Society Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This article provides a comprehensive overview of recent advances in the development bioorthogonally activated probes for labelling and precise situ fluorescence imaging both vitro vivo .

Language: Английский

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Unveiling the photophysical mechanistic mysteries of tetrazine-functionalized fluorogenic labels

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

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Design strategies for tetrazine fluorogenic probes for bioorthogonal imaging

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

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Recent Advances in Aggregation-Induced Emission Bioconjugates

Bioconjugate Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

Fluorescence imaging technology is playing increasing roles in modern personalized and precision medicine. Thanks to their excellent photophysical properties, organic luminogens featuring aggregation-induced emission (AIE) characteristics (AIEgens) have attracted considerable attention over the past two decades. Because of superior biocompatibility, ease processing functionalization, water solubility, high responsiveness, exceptional signal-to-noise ratio (SNR) for biotargets, AIE bioconjugates, formed by covalently linking AIEgens with biomolecules, emerged as an ideal candidate bioapplications. In this review, we summarize progress preparation, application bioconjugates last five years. Moreover, challenges opportunities are also briefly discussed.

Language: Английский

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Recent advances in developing bioorthogonally activatable photosensitizers for photodynamic therapy

European Journal of Medicinal Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 117672 - 117672

Published: April 1, 2025

Language: Английский

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Photoinduced Charge Centralization Quenches the Fluorescence of Conjugation-Fused Tetrazine Labels with Red-to-Near-Infrared Emissions

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

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Generation of pyridinylethylidenemalononitrile cyclic dimer: A facile route to multi-stimuli-responsive far-red/NIR luminogens

Dyes and Pigments, Journal Year: 2024, Volume and Issue: 230, P. 112331 - 112331

Published: July 7, 2024

Language: Английский

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Near‐room‐temperature π‐conjugated nematic liquid crystals in molecules with a flexible seven‐membered ring structure

Aggregate, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 4, 2024

Abstract Nematic liquid crystals (NLCs), that is, fluids with optical anisotropy as well electric‐ and magnetic‐field responsiveness, have been widely used in commercial crystal displays. Recent advancements extended the scope of NLC molecules to large calamitic π‐conjugated systems, which heralds prospects for novel applications exploit their superior electronic or functionalities in, example, electric field controlled fluorescence switch devices. However, phases such π‐systems usually flow only at high temperatures, hampers device operate around room temperature. Here, we show near‐room‐temperature NLCs a fluorophore by introducing flexible cyclic structure into mesogenic core. 3,8‐Bis(4‐propylphenyl)‐6,7‐dihydro‐5 H ‐benzo[7]annulene ( DPB[7]‐C3 ) has nematic phase significantly lower temperature range (52.6–160.4°C) than analog without alkylene bridges, E )‐4‐propyl‐4′‐(4‐propylstyryl)‐1,1′‐biphenyl (248–262°C). We attribute this decrease transition intramolecular conformational entropies arise from geometric change structure, involves rotational motion single biaryl‐bonds bending motions along long molecular axis thermal equilibrium state. The practical utility these is demonstrated preparing an electric‐field‐responsive large‐area fluorescent sub‐millisecond response time mixture 3,8‐bis(4‐alkylphenyl)‐6,7‐dihydro‐5 ‐benzo[7]annulenes DPB[7]‐C n s ).

Language: Английский

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