Heptamethine cyanines in bioorthogonal chemistry

Review Surgery

Indocyanine green (ICG) fluorescence in robotic hepatobiliary surgery: A systematic review

Archit V. Potharazu et al.

Summary: ICG-F improves clinical outcomes in robotic hepatobiliary surgery without prolonging operative time. There is an opportunity to standardise ICG administration protocols, especially for hepatectomies.

INTERNATIONAL JOURNAL OF MEDICAL ROBOTICS AND COMPUTER ASSISTED SURGERY (2023)

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Article Chemistry, Analytical

In vivo deep-brain 2-photon fluorescent microscopy labeled with near-infrared dyes excited at the 1700 nm window

Xiangquan Deng et al.

ANALYTICA CHIMICA ACTA (2023)

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Article Chemistry, Multidisciplinary

Recent progress on fluorescent probes for viruses

Siyang Shen et al.

CHINESE CHEMICAL LETTERS (2023)

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Article Chemistry, Multidisciplinary

Synergistic effects of multiple rotors and hydrogen-bond interactions lead to sensitive near-infrared viscosity probes for live-cell microscopy

Dongyang Li et al.

Summary: In this study, highly sensitive near-infrared fluorescent probes for detecting subtle changes in cellular viscosity were developed. The probe showed extremely high viscosity sensitivity values and demonstrated excellent performance for detecting viscosity below 20 cP. It has been successfully deployed to monitor viscosity changes in various cellular compartments and processes.

SCIENCE CHINA-CHEMISTRY (2023)

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Review Biochemical Research Methods

Recent Advances in Bioorthogonal Click Chemistry for Biomedical Applications

Alessia Battigelli et al.

Summary: Bioorthogonal click chemistry, with its selectivity and biocompatibility, has become a widely used approach in designing advanced biomaterials. Recent research focuses on developing biocompatible scaffolds and cell-encapsulated biomaterials, and utilizing them in biomedical applications such as drug delivery, imaging, and cell therapy.

BIOCONJUGATE CHEMISTRY (2022)

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Review Chemistry, Multidisciplinary

Click and Bioorthogonal Chemistry: The Future of Active Targeting of Nanoparticles for Nanomedicines?

Ludivine Taiariol et al.

Summary: Click and bioorthogonal reactions are high-performance chemical reactions that have gained considerable attention in the biomedical field for the engineering of nanomedicines. This review compiles articles from 2014 to the present to highlight the application and main strategies of click chemistry and nanoparticles in biomedical applications.

CHEMICAL REVIEWS (2022)

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Article Chemistry, Multidisciplinary

Rational Design and Application of an Indolium-Derived Heptamethine Cyanine with Record-Long Second Near-Infrared Emission

Xiaoxie Ma et al.

Summary: In this work, a novel indolium-like heptamethine cyanine dye was designed and developed by installing indolium-derived polycyclic aromatic hydrocarbons on a conjugated polyene backbone. This dye showed bright fluorescent emission in the second near-infrared (NIR-II) window and had the capability of marking blood vessels in mice. Moreover, it exhibited strong absorption bands in the NIR range and high photothermal conversion efficiency, making it suitable for tumor-targeted photothermal therapy.

CCS CHEMISTRY (2022)

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Article Multidisciplinary Sciences

Bioorthogonally activatable cyanine dye with torsion-induced disaggregation for in vivo tumor imaging

Xianghan Zhang et al.

Summary: This article presents a method for expanding the repertoire of responsive dyes in biorthogonal chemistry by developing a near-infrared fluorophore that turns on its fluorescence upon biorthogonal reaction. The study discovers a design mechanism for the construction of bioorthogonally activatable NIR fluorophores and demonstrates their potential in sensitive in vivo imaging of tumors.

NATURE COMMUNICATIONS (2022)

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Article Nanoscience & Nanotechnology

Molecular Design and Photothermal Application of Thienoisoindigo Dyes with Aggregation-Induced Emission

Weijie Chen et al.

Summary: Organic fluorescent dyes with aggregation-induced emission (AIE) property have extensive applications in imaging, labeling, and adjusting microprocesses in aggregated environments. Thienoisoindigo derivatives with AIE characteristics, such as TII-TPE, have been developed and demonstrated high photostability and efficient photothermal conversion efficiency. These derivatives can be used as functional AIE structures by installing AIE blocks or other rotatable groups. The nanoparticles prepared from thienoisoindigo and tetraphenylethene (TII-TPE) and thienoisoindigo and triphenylamine (TII-TPA) showed significant inhibitory effects on tumor growth in a tumor mouse model after four treatment cycles.

ACS APPLIED BIO MATERIALS (2022)

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Article Chemistry, Multidisciplinary

Macrophage-Encapsulated Bioorthogonal Nanozymes for Targeting Cancer Cells

Riddha Das et al.

Summary: This study presents a potential strategy of using nanozyme-loaded macrophages to activate prodrugs at tumor sites, providing easily adjustable drug dosage and delivery rates while minimizing off-target toxicity of chemotherapeutics.

JACS AU (2022)

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Article Chemistry, Multidisciplinary

Targeted Molecular Construct for Bioorthogonal Theranostics of PD-L1-Expressing Cancer Cells

Shiao Y. Chow et al.

Summary: Targeting tumor-overexpressed oncoproteins at the molecular level can enhance the selectivity and tolerability of anticancer therapies. In this study, we developed a ligand-tetrazine conjugate (LTzC) that specifically targets PD-L1-expressing cancer cells and inhibits PD-L1 function, offering a new multimodal approach for tracking and treating malignant cells.

JACS AU (2022)

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Article Chemistry, Multidisciplinary

A Hg(II)-specific probe for imaging application in living systems and quantitative analysis in environmental/food samples

Guangjin Li et al.

Summary: A specific fluorescent probe for mercury ions was developed with high sensitivity and selectivity, capable of tracking mercury ion levels in living systems and performing quantitative analysis in various media. The probe exhibited bright red fluorescence when bound to mercury ions in living cells, and could be applied for imaging in plants and zebrafish to detect mercury ion concentrations.

CHINESE CHEMICAL LETTERS (2021)

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Review Biochemical Research Methods

Tailored Bioorthogonal and Bioconjugate Chemistry: A Source of Inspiration for Developing Kinetic Target-Guided Synthesis Strategies

Alexis Lossouarn et al.

Summary: Kinetic target-guided synthesis (KTGS) is a promising tool for discovering biologically active compounds by covalently assembling potent ligands from a pool of reagents. However, the current limited number of biocompatible reactions may not meet the specificities of a wide range of biological targets, thus new reaction types are needed.

BIOCONJUGATE CHEMISTRY (2021)

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Review Biochemical Research Methods

Bioorthogonal Chemistry and Its Applications

Robert E. Bird et al.

Summary: Bioorthogonal chemistry is a method using non-native functional groups to explore biology in living organisms. This review summarizes common reactions in bioorthogonal methods and the frequency of bioorthogonal applications on different types of biomolecules. The application of bioorthogonal chemistry in imaging, drug delivery, and protein surface attachment is discussed, highlighting its current limitations and potential for future productive use.

BIOCONJUGATE CHEMISTRY (2021)

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Review Chemistry, Multidisciplinary

Bioorthogonal Reactions Utilizing Nitrones as Versatile Dipoles in Cycloaddition Reactions

Didier A. Bilodeau et al.

Summary: Bioorthogonal chemical reactions involving nitrones have been optimized for efficient incorporation of unnatural functionality into living systems, with fast reaction rates. These reactions provide versatile tools for probing biological systems and have potential applications in biology.

CHEMICAL REVIEWS (2021)

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Review Chemistry, Multidisciplinary

Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions

Titas Deb et al.

Summary: This article reviews the mechanisms and substituent effects of some of the principal metal-free bioorthogonal reactions, based on inverse-electron demand Diels-Alder reactions, 1,3-dipolar cycloadditions, and the Staudinger reaction. Modified versions that link these reactions to a dissociative step are further discussed, with the aim to aid the advancement of bioorthogonal chemistry.

CHEMICAL REVIEWS (2021)

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Article Chemistry, Multidisciplinary

Energy transfer followed by electron transfer (ETET) endows a TPE-NBD dyad with enhanced environmental sensitivity

Xia Wu et al.

Summary: Energy transfer and electron transfer are fundamental mechanisms in functional materials; The combination of energy and electron transfer processes in a single donor/acceptor system remains largely unexplored; The ETET process in molecular dyad TPE-NBD shows significant polarity sensitivities, potentially leading to functional materials with unprecedented properties.

CHINESE CHEMICAL LETTERS (2021)

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Review Chemistry, Inorganic & Nuclear

Fluorescent probes for pH and alkali metal ions

Weijie Chen et al.

Summary: Fluorescent probes play critical roles in monitoring the dynamic changes of pH and alkali metal ions, providing a portable means for real-time determination and clinical diagnosis. Over the recent years, numerous fluorescent probes have been developed and applied extensively in living systems.

COORDINATION CHEMISTRY REVIEWS (2021)

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Review Chemistry, Inorganic & Nuclear

Imaging strategies using cyanine probes and materials for biomedical visualization of live animals

Guiqiang Fei et al.

Summary: In vivo fluorescence imaging is crucial for biomedical research in living animals, and cyanine-based systems have shown promise for various applications in this field. Researchers can utilize the properties of cyanine-based systems to design a variety of functional fluorescence probes for real-time monitoring and imaging analysis in vivo.

COORDINATION CHEMISTRY REVIEWS (2021)

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Article Agriculture, Multidisciplinary

Fluorescence Probes for Reactive Sulfur Species in Agricultural Chemistry

Xiaoyan Zeng et al.

Summary: This article summarizes the recent progress of organic small-molecule fluorescent probes for monitoring RSS in plants, including research on small-molecule biological thiols, hydrogen sulfide, and sulfane sulfurs, as well as their imaging applications in plants within the field of agricultural chemistry.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2021)

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Article Chemistry, Analytical

Near-Infrared Thienoisoindigos with Aggregation-Induced Emission: Molecular Design, Optical Performance, and Bioimaging Application

Weijie Chen et al.

Summary: In this study, a thienoisoindigo fluorophore was utilized to construct near-infrared fluorescent materials with aggregation-induced emission, showing excellent photostability and lysosomal targeting capability for in vivo fluorescence imaging.

ANALYTICAL CHEMISTRY (2021)

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Article Chemistry, Multidisciplinary

Aggregation-induced emission or aggregation-caused quenching? Impact of covalent bridge between tetraphenylethene and naphthalimide

Xiaoxie Ma et al.

Summary: This work investigates the impact of non-conjugated and conjugated linkages between TPE and NI, revealing different optical properties resulting from different connections and providing important guidance for the rational design of AIE materials.

CHINESE CHEMICAL LETTERS (2021)

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Review Chemistry, Multidisciplinary

Visible and near-infrared light activated azo dyes

Huijuan Chen et al.

Summary: The development of visible and near-infrared light activated azo switches is crucial for overcoming the limitation of UV light-induced damage to surfaces in functional azo-based materials. This review provides a summary of various molecular design strategies for driving the isomerization of azo derivatives with visible light and near-infrared light.

CHINESE CHEMICAL LETTERS (2021)

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Review Chemistry, Multidisciplinary

Hows and Whys of Tumor-Seeking Dyes

Syed Muhammad Usama et al.

Summary: The text discusses the application and advantages of active targeting in the medical field, as well as the important role of tumor-seeking dyes in overcoming tumor heterogeneity.

ACCOUNTS OF CHEMICAL RESEARCH (2021)

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Article Chemistry, Analytical

Fluorescence Probe for Imaging N-Methyl-D-aspartate Receptors and Monitoring GSH Selectively Using Two-Photon Microscopy

Nahyun Kwon et al.

Summary: A GSH-specific fluorescent probe targeting NMDA receptors with high selectivity was developed in this study, allowing for successful monitoring of GSH in neuronal cells and hippocampal tissues. This probe could potentially serve as a practical imaging tool to explore the function of GSH and related biological processes in the brain.

ANALYTICAL CHEMISTRY (2021)

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Review Chemistry, Multidisciplinary

Bioorthogonal Reactions of Triarylphosphines and Related Analogues

Tyler K. Heiss et al.

Summary: Bioorthogonal phosphines were introduced in the context of the Staudinger ligation and have since been widely used to tag azide-functionalized biomolecules in biological experiments. Recent advances in this field have highlighted the versatility and importance of bioorthogonal phosphines in various biological pursuits.

CHEMICAL REVIEWS (2021)

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Article Chemistry, Multidisciplinary

An Approach to Developing Cyanines with Simultaneous Intersystem Crossing Enhancement and Excited-State Lifetime Elongation for Photodynamic Antitumor Metastasis

Xueze Zhao et al.

Summary: A novel NIR heavy-atom-free photosensitizer design strategy was developed by introducing electron-rich moieties at the meso position of the Cy5 skeleton, enhancing intersystem crossing and prolonged excited-state lifetime. The star compound ANOMe-Cy5 exhibited excellent photophysical properties, enabling photoablation of solid tumor and antitumor lung metastasis.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

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Review Chemistry, Multidisciplinary

Recent progress in fluorescent probes for bacteria

Yurou Huang et al.

Summary: Bacteria are closely related to food fermentation, antibiotics, and pollutant degradation, playing both essential and harmful roles in human life. Therefore, effective strategies for accurate monitoring of bacteria are urgently needed. Fluorescence imaging technology, especially the design of organic fluorescent probes, has shown great potential in the detection and imaging of bacteria, offering high specificity and sensitivity with minimal invasiveness.

CHEMICAL SOCIETY REVIEWS (2021)

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Review Chemistry, Multidisciplinary