Co‐aggregation as A Simple Strategy for Preparing Fluorogenic Tetrazine Probes with On‐Demand Fluorogen Selection** DOI
S. Segawa, Jiajie Wu, Ryan T. K. Kwok

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(11)

Published: Dec. 7, 2023

Life science has progressed with applications of fluorescent probes-fluorophores linked to functional units responding biological events. To meet the varied demands across experiments, simple organic reactions connect fluorophores and have been developed, enabling on-demand selection fluorophore-functional unit combinations. However, synthesis requires professional equipment skills, standing as a daunting task for life scientists. In this study, we present simple, fast, convenient strategy probe preparation: co-aggregation hydrophobic molecules. We focused on tetrazine-a difficult-to-prepare yet useful that provides effective bioorthogonal reactivity strong fluorogenicity. Simply mixing tetrazine molecules aggregation-induced emission (AIE) luminogens in water, is induced, AIE quenched. Subsequent click reaction bioorthogonally turns emission, identifying these coaggregates fluorogenic probes. Thanks fluorogenicity, established new time-gated fluorescence bioimaging technique distinguish overlapping signals, multi-organelle imaging two same-color fluorophores. Our study showcases potential method preparation probes well protocols molecular design principles approach, offering an solution evolving needs research.

Language: Английский

Fluorescence-guided Surgery for Hepatocellular Carcinoma: From Clinical Practice to Laboratories DOI Open Access

Tian Xiao,

Didi Chen, Peng Li

et al.

Journal of Clinical and Translational Hepatology, Journal Year: 2025, Volume and Issue: 000(000), P. 000 - 000

Published: Jan. 2, 2025

Fluorescence navigation is a novel technique for accurately identifying hepatocellular carcinoma (HCC) lesions during hepatectomy, enabling real-time visualization. Indocyanine green-based fluorescence guidance has been commonly used to demarcate HCC lesion boundaries, but it cannot distinguish between benign and malignant liver tumors. This review focused on the clinical applications limitations of indocyanine green, as well recent advances in fluorescent probes fluorescence-guided surgery HCC. It covers traditional imaging such enzymes, reactive oxygen species, sulfur pH-sensitive probes, followed by an introduction aggregation-induced emission probes. Aggregation-induced exhibit strong fluorescence, low background signals, excellent biocompatibility, high photostability aggregate state, show no dilute solutions. Design strategies these may offer insights developing identification surgery.

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

Molecular Diagnosis and Therapy of Dental Caries by Oral Microbiome‐Selective Aggregation‐Induced Photosensitivity DOI Creative Commons
Yandi Zhang, Wenjun Wang,

Xiaoru Yang

et al.

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

Published: Jan. 23, 2025

ABSTRACT Dental caries represents one of the most widespread oral bacterial infections, affecting billions individuals worldwide and presenting significant public health challenges. Effective diagnosis treatment are hindered by limitations traditional clinical methodologies, which often involve laborious examinations invasive procedures. In this study, we employ an aggregation‐induced emission probe, MeOTpy, for instant molecular detection photodynamic dental caries. MeOTpy interacts specifically with cariogenic bacteria, exhibiting bright fluorescence upon binding to bacteria generating reactive oxygen species under white light irradiation. This photosensitivity enables rapid assessment carious disease through fluorescent in plaque samples, facilitating easy identification lesion sites decayed teeth treated MeOTpy. Furthermore, inhibition biofilms is achieved culturing ex vivo isolated from children severe early childhood also effectively prevents while preserving microbial diversity a infection model on rat pups. study presents integrated strategy precise at point care.

Language: Английский

Citations

0

Mechanistic Investigation on Cellular Internalization Triggering Structure-Induced Conformational Modulation of Boron-Nitrogen Luminogens DOI Creative Commons
Retwik Parui, H. Roy, Niranjan Meher

et al.

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

Published: Jan. 1, 2025

The artwork describes the variation in condensed-state emissions and supramolecular self-assembly conformations through a D/A functional group engineering BN-incorporated core, revealing mechanistic proof of cellular internalization.

Language: Английский

Citations

0

Rapid Fluorochromic Sensing of Tertiary Amines and Opioids via Dual-Emissive Ground and Excited Charge-Transfer States DOI
Aoyuan Cheng,

Xuewen Gu,

C. C. Yang

et al.

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

Published: April 14, 2025

The recognition and differentiation of organic amines are crucial for applications in drug analysis, food spoilage, biomedical assays, clinical diagnostics. Existing luminescence-based methods predominantly rely on fluorescence quenching, limiting the scope sensitive selective detection. Here, we present a fluorochromic approach rapidly distinguishing different based their unique excited-state ground-state interactions with naphthalimide derivative under ultraviolet light. Our findings reveal that photoluminescence quantum yield emission color significantly influenced by substituent group molecular flexibility amine. Specifically, primary amines, together other common lone-pair donors, such as alcohol, ether, thiol, thioether, phosphine, did not exhibit changes, while secondary exhibited only weak emission. For tertiary however, bright green activation was produced molecules containing at least one methyl group; red-shifted yellow observed ones bulkier side groups than methyl; conformationally locked bicycloamines, no observed. In addition, this process depends amine but also shows distinctly ground- dynamics time-resolved spectroscopy. Based these differences, qualitative method is developed visual natural synthetic opioids, including heroin, fentanyl, metonitazene, which more facile rapid compared to current Marquis reagent kit, could facilitate onsite testing, real-time monitoring, streamlined workflows both laboratory field settings.

Language: Английский

Citations

0

Introducing Carborane Clusters into Crystalline Frameworks via Thiol‐Yne Click Chemistry for Energetic Materials DOI

Tian‐Li Pu,

Xuyang Wang,

Zhi‐Bing Sun

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(19)

Published: March 18, 2024

Abstract Crystalline frameworks represent a cutting‐edge frontier in material science, and recently, there has been surge of interest energetic crystalline frameworks. However, the well‐established porosity often leads to diminished output energy, necessitating novel approach for performance enhancement. Thiol‐yne coupling, versatile metal‐free click reaction, underutilized As proof concept, we herein demonstrate potential this by introducing energy‐rich, size‐matched, reductive 1,2‐dicarbadodecaborane‐1‐thiol (CB−SH) into an acetylene‐functionalized framework, Zn(AIm) 2 , via thiol‐yne reaction. This innovative decoration strategy resulted remarkable 46.6 % increase energy density, six‐fold reduction ignition delay time (4 ms) with red fuming nitric acid as oxidizer, impressive enhancement stability. Density functional theory calculations were employed elucidate mechanism which CB−SH promotes hypergolic ignition. The modification presented here permits engineering design advanced materials.

Language: Английский

Citations

3

Glutathione‐responsive Aggregation‐induced Emission Photosensitizers for Enhanced Photodynamic Therapy of Lung Cancer DOI
Feiyi Sun,

Yuyang Chen,

Kristy W. K. Lam

et al.

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

Published: May 28, 2024

Abstract Lung cancer, a highly prevalent and lethal form of is often associated with oxidative stress. Photodynamic therapy (PDT) has emerged as promising alternative therapeutic tool in cancer treatments, but its efficacy closely correlated to the photosensitizers generating reactive oxygen species (ROS) antioxidant capacity tumor cells. In particular, glutathione (GSH) can reduce ROS thus compromise PDT efficacy. this study, GSH‐responsive near‐infrared photosensitizer (TBPPN) based on aggregation‐induced emission for real‐time monitoring GSH levels enhanced lung treatment developed. The strategic design TBPPN, consisting donor–acceptor structure incorporation dinitrobenzene, enables dual functionality by not only fluorescence being activated also depleting enhance cytotoxic effect PDT. TBPPN demonstrates synergistic vitro against A549 cells specifically targeting different cellular compartments intracellular GSH. vivo studies further confirm that effectively inhibit growth mouse model highlighting potential an integrated agent diagnosis cancer. This approach enhances effectiveness deserves exploration clinical application.

Language: Английский

Citations

3

A Review of Recent Advancements and Perspectives of Nanotechnology in the Application of Biomedical Imaging and Instrumentation DOI

Santosh Walke,

Manoj B. Mandake, Makarand Naniwadekar

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(27)

Published: July 12, 2024

Abstract The development of imaging, diagnosis, prognosis and early detection diseases has been greatly impacted by nanotechnology enhancing already existing clinically applicable technologies. With the help their capacity to alter nanoparticles for molecular‐level specificity, tissue‐specific diagnosis is made possible gratitude unique biophysical features that enable contrast augmentation will boost biomedical imaging. prospect multiplexing fact minute changes in nanoparticles’ size or composition can have significant effects on optical, magnetic, electrical capabilities. This article examines nanotechnology's function In this article, fundamentals applications pharmaceutical application microbial surfactants, intelligent drug delivery systems, green metallic nanoparticle manufacturing are all examined. comprising organic (carbon nanotubes, metal oxide liposomes) inorganic (metal oxide, metal) nanoparticles, materials with nanopatterns diagnostics, biosensing, bioimaging devices, along main topics discussion. studies conducted vitro vivo demonstrated different be utilized detect seizures precisely treat them successfully. To decrease toxicity improved target respectively, more synthesis functionalization adaptable nanotechnologies required.

Language: Английский

Citations

3

Free Radical‐Mediated Photocyclization of Triphenylphosphindole Oxides for Photoactivated and Self‐Reported Lipid Peroxidation DOI Creative Commons
Jianqing Li,

Zeyan Zhuang,

Jingjing Guo

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 10(35)

Published: Oct. 23, 2023

Abstract Photocyclization is demonstrated as a powerful tool for building complicated polycyclic molecules. And efficient photocyclization competent an artful strategy to develop photo‐responsive smart materials. Herein, free radical‐mediated triphenylphosphindole oxide (TPPIO) derivatives generate tribenzophosphindole (TBPIO) at ambient condition reported. The reaction mechanism and substituent effect on efficiency are thoroughly investigated. Additionally, photophysical photochemical properties of TPPIO TBPIO measured comparison deeply deciphered by theoretical calculation. own typical aggregation‐induced emission feature but barely reactive oxygen species (ROS), while experience aggregation‐caused quenching show Type I ROS generation capacity. Further, in vitro experiments demonstrate that this photo‐conversion can efficiently occur situ living cells activate photodynamic therapy (PDT) trigger lipid peroxidation with selective fluorescence “light up” droplet area under continuous irradiation. This work extends the optoelectronically biologically interesting phosphindole oxide‐containing π‐conjugated systems through synthetic strategy, provides in‐depth mechanistic descriptions aspects property, further presents their great potentials photoactivated self‐reported PDT.

Language: Английский

Citations

7

Metal‐free click and bioorthogonal reactions of aggregation‐induced emission probes for lighting up living systems DOI
S. Segawa, Xuewen He, Ben Zhong Tang

et al.

Luminescence, Journal Year: 2023, Volume and Issue: 39(1)

Published: Nov. 21, 2023

Abstract In 2002, two transformative research paradigms emerged: ‘click chemistry’ and ‘aggregation‐induced emission (AIE),’ both leaving significant impacts on early 21st‐century academia. Click chemistry, which describes the straightforward reliable reactions for linking building blocks, has simplified complex molecular syntheses functionalization, propelling advancements in polymer, material, life science. particular, nontoxic, metal‐free click involving abiotic functional groups have matured into bioorthogonal reactions. These are organic ligations capable of selective efficient operations even congested living systems, therefore enabling vitro to vivo biomolecular labelling. Concurrently, AIE, a fluorogenic phenomenon twisted π‐conjugated compounds upon aggregation, offered profound insight solid‐state photophysics promoted creation aggregate materials. The inherent fluorogenicity aggregate‐emission properties AIE luminogens found extensive application biological imaging, characterized by their high‐contrast photostable fluorescent signals. As such, convergence these domains yield labelling with excellent fluorescence images is an anticipated progression recent science research. this review, we intend showcase synergetic applications probes or reactions, highlighting achievements unexplored avenues promising field.

Language: Английский

Citations

7