Click-free imaging of carbohydrate trafficking in live cells using an azido photothermal probe DOI Creative Commons
Qing Xia, Harini A. Perera, Rylie Bolarinho

et al.

Science Advances, Journal Year: 2024, Volume and Issue: 10(34)

Published: Aug. 21, 2024

Real-time tracking of intracellular carbohydrates remains challenging. While click chemistry allows bio-orthogonal tagging with fluorescent probes, the reaction permanently alters target molecule and only a single snapshot. Here, we demonstrate click-free mid-infrared photothermal (MIP) imaging azide-tagged in live cells. Leveraging micromolar detection sensitivity for 6-azido-trehalose (TreAz) 300-nm spatial resolution MIP imaging, trehalose recycling pathway mycobacteria, from cytoplasmic uptake to membrane localization, is directly visualized. A peak shift azide spectrum further uncovers interactions between TreAz protein. mapping unreacted after reveals heterogeneity within bacterium. Broader applications azido probes visualize initial steps Leloir yeasts newly synthesized glycans mammalian cells are demonstrated.

Language: Английский

Cell Surface Engineering Tools for Programming Living Assemblies DOI Creative Commons
J. Almeida-Pinto,

Matilde R. Lagarto,

Pedro Lavrador

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 10(34)

Published: Oct. 12, 2023

Breakthroughs in precision cell surface engineering tools are supporting the rapid development of programmable living assemblies with valuable features for tackling complex biological problems. Herein, authors overview most recent technological advances chemically- and biologically-driven toolboxes mammalian surfaces triggering their assembly into architectures. A particular focus is given to technologies enabling biomimetic cell-cell social interactions multicellular cell-sorting events. Further advancements modification may expand currently available bioengineering toolset unlock a new generation personalized therapeutics clinically relevant biofunctionalities. The combination state-of-the-art modifications advanced biofabrication envisioned contribute toward generating materials increasing tissue/organ-mimetic bioactivities therapeutic potential.

Language: Английский

Citations

29

Glycosylation in extracellular vesicles: Isolation, characterization, composition, analysis and clinical applications DOI Creative Commons

Veronika Vrablova,

Natália Košútová, Anna Blšáková

et al.

Biotechnology Advances, Journal Year: 2023, Volume and Issue: 67, P. 108196 - 108196

Published: June 10, 2023

This review provides a comprehensive overview of our understanding the role that glycans play in formation, loading and release extracellular vesicles (EVs). The capture EVs (typically with size 100-200 nm) is described, including approaches based on glycan recognition glycan-based analysis offering highly sensitive detection EVs. Furthermore, detailed information provided about use EV processing enzymes as potential biomarkers, therapeutic targets or tools applied for regenerative medicine. also short introduction into advanced methods characterization EVs, new insights biomolecular corona covering bioanalytical available analysis.

Language: Английский

Citations

28

Tumor-Targeted Oxaliplatin(IV) Prodrug Delivery Based on ROS-Regulated Cancer-Selective Glycan Labeling DOI

Jiajia Wang,

Wei Cao, Wei Zhang

et al.

Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 8296 - 8308

Published: May 13, 2024

Platinum-drug-based chemotherapy in clinics has achieved great success clinical malignancy therapy. However, unpredictable off-target toxicity and the resulting severe side effects treatment are still unsolved problems. Although metabolic glycan labeling-mediated tumor-targeted therapy been widely reported, less selective labeling vivo limited its wide application. Herein, a novel probe of B–Ac3ManNAz that is regulated by reactive oxygen species tumor cells introduced to enhance recognition cytotoxicity DBCO-modified oxaliplatin(IV) via bioorthogonal chemistry. was synthesized from Ac4ManNAz incorporation with 4-(hydroxymethyl) benzeneboronic acid pinacol ester (HBAPE) at anomeric position, which confirmed be ROS could robustly label glycans on cell surface. Moreover, N3-treated accumulation click chemistry meanwhile reduce distribution normal tissue. Our strategy provides an effective precursor for tumor-specific targeted cancer therapies.

Language: Английский

Citations

11

Click Chemistry-Based Nanomaterial Modification for Cancer Targeting: A Review DOI

Jiaming Shi,

Wenjun Fu, Qing Zou

et al.

ACS Applied Nano Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Chemical and biological orthogonal reactions involving click chemistry continue to be a prominent area of interest in biomedical research. Click chemistry, as linking reaction, effectively connects diverse small molecular units generate large molecules with specific structures functions. This reaction finds widespread application modifying the surfaces nanoparticles. Traditional organic often encounters challenges synthesizing carbon heteroatom bonds, accompanied by numerous side reactions. Moreover, limited availability chemical groups on nanoparticle significantly restricts their modification through conventional However, development has triumphed over these hurdles, ensuring that complex no longer impede surface These high-performance possess characteristics are absent current environment, including high selectivity, rapid rates, excellent biocompatibility. The utilization greatly propelled nanoparticles realm tumor treatment. Increasingly, tumor-targeting being conjugated Furthermore, bioorthogonal derived from emerging trending topic contemporary trends becoming increasingly apparent recent reports, garnering greater attention within field nanomedicine engineering. In this review, we elucidate potential for modifications nanomaterials using particular focus its role targeted cancer Additionally, summarize existing future opportunities domain.

Language: Английский

Citations

1

Pretargeted Multimodal Tumor Imaging by Enzymatic Self-Immobilization Labeling and Bioorthogonal Reaction DOI

Yinxing Miao,

Yuqi Wang, Yefeng Chen

et al.

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

Published: Jan. 12, 2025

Covalent modification of cell membranes has shown promise for tumor imaging and therapy. However, existing membrane labeling techniques face challenges such as slow kinetics poor selectivity cancer cells, leading to off-target effects suboptimal in vivo efficacy. Here, we present an enzyme-triggered self-immobilization strategy, termed E-SIM, which enables rapid selective with bioorthogonal trans-cycloctene (TCO) handles vivo. E-SIM utilizes P-TCO, alkaline phosphatase (ALP) responsive quinone methide (QM) precursor a TCO group, facilitating the conjugation high-density onto via proximity labeling. These groups then react efficiently tetrazine (Tz)-bearing reporters fast reaction, resulting significant enrichment various sizes modalities on membranes. We demonstrate efficacy reaction pretargeted multimodality tumors Notably, achieve efficient installation Tz-modified Renilla luciferase cells vivo, thereby offering highly sensitive bioluminescence signals detecting guiding surgical removal small human HepG2 liver peritoneal metastases. represents robust tool precise complex environments, feasible multimodal applications.

Language: Английский

Citations

1

Biomimetic MOF Nanocarrier‐Mediated Synergistic Delivery of Mitochondria and Anti‐Inflammatory miRNA to Alleviate Acute Lung Injury DOI Creative Commons
Xin Shou, Changjiang Chen,

Hangjie Ying

et al.

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

Published: Feb. 25, 2025

Abstract Acute lung injury (ALI) is a clinically critical disease characterized by overwhelming inflammatory response and significant tissue damage with no specific treatment available currently. As key player in the pathogenesis of ALI, macrophages are aberrantly activated polarize toward pro‐inflammatory phenotypes, leading to overzealous inflammation injury. Mitochondria recognized as crucial signaling hub governing macrophage function polarization, deregulation which causatively related defective metabolism macrophages, deregulated inflammation, hence ALI. Herein, an inflammation‐responsive, biomimetic metal‐organic framework (MOF) nanoplatform, termed a127/mito@ZIF@Ma developed, sophistically designed for synergistic delivery macrophage‐derived mitochondria anti‐inflammatory miRNA‐127 antagonist resume pulmonary homeostasis alleviate Notably, membrane encapsulation conferred MOF enhanced transport efficacy both vitro vivo. Therefore, administration nanoparticles accordingly profound protection mice against induced either bacterial or viral infection unnoticeable toxicity. The study thus devises novel MOF‐based nanosystem that integrates transplantation miRNA therapeutics, may open new avenue treating ALI relevant diseases.

Language: Английский

Citations

1

The landscape of extracellular vesicles combined with intranasal delivery towards brain diseases DOI
Jiale Li, Hanwen Zhang, Yingyu Jiang

et al.

Nano Today, Journal Year: 2024, Volume and Issue: 55, P. 102169 - 102169

Published: Jan. 26, 2024

Language: Английский

Citations

7

Next‐Generation Metabolic Glycosylation Reporters Enable Detection of Protein O−GlcNAcylation in Living Cells without S‐Glyco Modification DOI Creative Commons
Markus Kufleitner, Lisa Maria Haiber, Shuang Li

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(20)

Published: March 19, 2024

Abstract Protein O−GlcNAcylation is a ubiquitous posttranslational modification of cytosolic and nuclear proteins involved in numerous fundamental regulation processes. Investigation by metabolic glycoengineering (MGE) has been carried out for two decades with peracetylated N ‐acetylglucosamine (GlcNAc) ‐acetylgalactosamine derivatives modified varying reporter groups. Recently, it shown that these can result non‐specific protein labeling termed S ‐glyco modification. Here, we report norbornene‐modified GlcNAc protected phosphate at the anomeric position their application MGE. These overcome limitations previously used O−GlcNAc reporters. They do not lead to detectable modification, they efficiently react inverse‐electron‐demand Diels–Alder (IEDDA) reaction, which be even within living cells. Using derivative an ‐acetyl‐2‐thioethyl‐protected phosphate, demonstrate protein‐specific detection several imaging inside cells Förster resonance energy transfer (FRET) visualized confocal fluorescence lifetime microscopy (FLIM).

Language: Английский

Citations

7

Bioconjugation in Materials Science DOI Creative Commons
Christin Bednarek, Ute Schepers, Franziska Thomas

et al.

Advanced Functional Materials, Journal Year: 2023, Volume and Issue: 34(20)

Published: July 21, 2023

Abstract With the advent of bioconjugation chemistry in last two decades, highlighted by Nobel Prize 2022, quest for possible novel applications has been greatly intensified, broadening prospects these mostly simple, specific, and high‐yield reactions. The advancement methods is anticipated to expand scope bioinstructive bioadaptive materials science future. This perspective article will discuss reactions developed this research area over 10 years coupling various biological entities such as polysaccharides, oligonucleotides, peptides, proteins. Building on this, impact 3D printing, including their challenges requirements shown. Established procedures modifying molecular structures Covalent Metal Organic Frameworks (COF/MOF) or hybrid biomedical future optimization be presented.

Language: Английский

Citations

16

A Bioorthogonal Dual Fluorogenic Probe for the Live‐Cell Monitoring of Nutrient Uptake by Mammalian Cells DOI Creative Commons
Yixuan Wang, Diana Torres‐García, Thijmen P. Mostert

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(32)

Published: May 8, 2024

Abstract Cells rely heavily on the uptake of exogenous nutrients for survival, growth, and differentiation. Yet quantifying small molecule at single cell level is difficult. Here we present a new approach to studying nutrient in live cells using Inverse Electron‐Demand Diels Alder (IEDDA) chemistry. We have modified carboxyfluorescein‐diacetate‐succinimidyl esters (CFSE)—a quenched fluorophore that can covalently react with proteins only turned cytosol following esterase activity—with tetrazine. This tetrazine serves as second quencher pendant fluorophore. Upon reaction an electron‐rich or strained dienophile IEDDA reaction, this quenching group destroyed, thereby enabling probe fluoresce. has allowed us monitor variety dienophile‐containing primary immune populations flow cytometry live‐cell microscopy.

Language: Английский

Citations

6