Article
Chemistry, Multidisciplinary
Enric Ros, Marina Bellido, Joan A. Matarin, Albert Gallen, Manuel Martinez, Laura Rodriguez, Xavier Verdaguer, Lluis Ribas de Pouplana, Antoni Riera
Summary: A set of 3-bromo-1,2,4,5-tetrazines with distinct substitutions have been used as reagents for late-stage functionalization. Spectroscopic studies showed that tetrazine ethers are intrinsically fluorescent and this fluorescence can be lost through iEDDA cycloaddition. Tetrazine-phenol ethers can undergo rapid iEDDA reactions with a second order rate constant compatible with bioorthogonal ligations. The coupling of 3-bromo-6-methyl-1,2,4,5-tetrazine with l-tyrosine and octreotide demonstrated the detection and reactivity of intrinsically fluorescent tetrazines in a biologically relevant context. The synthesis and characterization of fluorescent tetrazine ethers with bioorthogonal applicability pave the way for the generation of useful compounds for both detection and bioconjugation in vivo.
Article
Biochemical Research Methods
Alexandra Bristiel, Manon Cadinot, Mathieu Pizzonero, Frederic Taran, Dominique Urban, Raphael Guignard, Dominique Guianvarc'h
Summary: The researchers developed a facile method for conjugating relevant probes, ligands, or delivery agents onto oligonucleotides (ONs), which is important for both fundamental studies in chemical biology and improving the pharmacology of ONs in medicinal chemistry. They introduced novel 2'-functionalized nucleoside phosphoramidite monomers that contain bioorthogonal methylcyclopropene or sydnone moieties for the first time to ON solid-phase synthesis, allowing traceless ON postsynthetic modifications with reactive complementary probes through inverse electron-demand Diels-Alder reactions or strain-promoted sydnone-alkyne cycloaddition. These findings expand the bioorthogonal phosphoramidite building blocks and provide a new method for generating labeled ONs.
BIOCONJUGATE CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Bo Cheng, Yi Wan, Qi Tang, Yifei Du, Feiyang Xu, Zhimin Huang, Wei Qin, Xing Chen
Summary: In this study, the photocaging strategy is integrated into metabolic glycan labeling, enabling optically-controlled metabolic labeling of cell-surface sialoglycans. The strategy demonstrates spatial and temporal control in specifically labeling sialoglycans on a single cell and tracking the metabolism of the labeled biomolecules. The light-controlled metabolic glycan labeling strategy provides high spatiotemporal precision in probing glycosylation in complex biological systems.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Analytical
Hyun Sun Choi, Ji Hye Yum, Yeonsu Jeong, Soobin Lim, Tomotaka Kumagai, Hyung Joon Cha, Soyoung Park
Summary: Triple negative breast cancer (TNBC) affects young women's health and has a socioeconomic impact. Conventional diagnostic methods have difficulties in detecting TNBC. A fluorescent probe is described here that allows rapid and sensitive visualization of TNBC cells, with potential for extensive therapeutic applications.
SENSORS AND ACTUATORS B-CHEMICAL
(2023)
Article
Chemistry, Multidisciplinary
Xue Zheng, Ke Sun, Yonghui Liu, Xiaona Yin, Haomiao Zhu, Fan Yu, Wei Zhao
Summary: A synthetic sialic acid analogue was successfully used for exosome labeling, leading to the development of a resveratrol-loaded exosome formulation for multiple sclerosis treatment. The study demonstrated the feasibility and efficacy of engineered exosome administration as a potential therapeutic strategy for CNS diseases.
JOURNAL OF CONTROLLED RELEASE
(2023)
Review
Biochemistry & Molecular Biology
Yuan-Xiang Li, Dong-Tai Xie, Ya-Xi Yang, Zhao Chen, Wu-Yingzheng Guo, Wen-Chao Yang
Summary: Enzymes, as biological catalysts, play a vital role in controlling metabolic reactions. The regulation and amount of enzymes in living cells are indicators of the cell's metabolic status. Small-molecule fluorescent probes are of interest due to their high sensitivity, selectivity, and potential for automated detection. However, designing an ideal fluorescent probe for versatile purposes is challenging. In the future, the focus will be on improving the selectivity, sensitivity, and penetration ability of enzyme-targeting fluorescent probes, as well as coupling them with other imaging molecules/technologies.
Article
Multidisciplinary Sciences
Aleksandra Arsic, Cathleen Hagemann, Nevena Stajkovic, Timm Schubert, Ivana Nikic-Spiegel
Summary: This study establishes click labeling in living neurons and demonstrates its application in microscopy research of neurofilament light chain (NFL). The combination of click labeling with CRISPR/Cas9 genome engineering allows for tagging endogenous NFL. Due to its versatility and compatibility with advanced microscopy techniques, click labeling is expected to contribute to novel discoveries in the field of neurobiology.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Maria Fernanda Garcia, Mara de Souza Junqueira, Janio da Silva Mororo, Ximena Camacho, Daniele de Paula Faria, Camila de Godoi Carneiro, Fabio Gallazzi, Roger Chammas, Thomas Quinn, Pablo Cabral, Hugo Cerecetto
Summary: The bioorthogonal reaction using IEDDA between tetrazines and trans-cyclooctene has been described as a powerful tool for bioconjugation. In this study, the IEDDA strategy was explored as a modular conjugation approach for labeling Rituximab in vitro and in vivo, successfully generating immunoconjugates labeled with cyanine 5 and 7 as well as the gamma emitter technetium-99m.
Article
Biochemical Research Methods
Mihaela Gulea, Dominique Bonnet, Timothe Maujean, Patrick Wagner, Christel Valencia, Stephanie Riche, Xavier Iturrioz, Pascal Villa, Nicolas Girard, Julie Karpenko
Summary: Herein, a catalyst-free thia-Diels-Alder cycloaddition method is described for selective labeling of fully deprotected phosphonodithioester-peptides with fluorophores. The reaction was optimized on a model tripeptide with lysine residue and successfully labeled with three different fluorophores. This method enables the development of high-throughput screening assays and live-cell imaging of apelinR.
BIOCONJUGATE CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Shinsuke Segawa, Jiajie Wu, Ryan T. K. Kwok, Terence T. W. Wong, Xuewen He, Ben Zhong Tang
Summary: This study presents a simple, fast, and convenient strategy for probe preparation using co-aggregation of hydrophobic molecules. The co-aggregation of tetrazine molecules and fluorophores enables the on-demand selection of fluorophore-functional unit combinations and bioorthogonal fluorogenicity. The study also showcases the potential of this method for time-gated fluorescence bioimaging and multi-organelle imaging.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Chemistry, Multidisciplinary
Nico J. Overeem, Erhard van der Vries, Jurriaan Huskens
Summary: This review explores how influenza viruses navigate mucus and recognize host cells through multivalent interactions. The surface proteins of the influenza A virus facilitate specific binding to host cells, and the importance of these multivalent interactions in crossing mucus and entering host cells is discussed. Techniques to measure the avidity and receptor specificity of influenza viruses are also reviewed.
Article
Chemistry, Multidisciplinary
Min Gao, Sun Hyeok Lee, Sang Hyuk Park, Larissa Miasiro Ciaramicoli, Haw-Young Kwon, Heewon Cho, Joseph Jeong, Young-Tae Chang
Summary: This study presented the first fluorescent probe NeutropG for specific distinction and imaging of active neutrophils, with a selective staining mechanism elucidated as metabolism-oriented live-cell distinction (MOLD). NeutropG was successfully applied to accurately quantify neutrophil levels in fresh blood samples, showing a high correlation with the current clinical method.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Ruijia Huang, Ying Xu, Jihui Du, Qiong Guan, Xiaoqing Cai, Feng Li, Jidong Wang, Wenwen Chen
Summary: Copper is an essential element in the human body and its excessive presence is associated with various diseases. A chemical sensor based on the Cu-catalyzed click reaction and fluorescence-enhanced substrate has been developed for selective detection of Cu2+. This sensor can detect Cu2+ as low as 3.87 nM within 10 minutes and has potential applications in disease diagnosis and antibiotic susceptibility testing.
Article
Chemistry, Organic
Ajcharapan Tantipanjaporn, Karen Ka-Yan Kung, Man-Kin Wong
Summary: Fluorogenic labeling has attracted attention due to its high demand in chemical biology and synthetic biology applications. We have developed a new strategy for fluorescent turn-on ligation targeting alkyne- and quinoline-linked peptides and proteins using the [Cp*RhCl2](2) catalyst. This method offers advantages such as good conversion, high flexibility, broad utility, ease of use, and mild reaction conditions, making it suitable for further applications in rhodium-mediated turn-on fluorogenic bioconjugation.
Article
Chemistry, Multidisciplinary
Youxin Fu, Hugo Helbert, Nadja A. Simeth, Stefano Crespi, Gerbren B. Spoelstra, Jan Maarten van Dijl, Marleen van Oosten, Luiza Reali Nazario, Dion van der Born, Gert Luurtsema, Wiktor Szymanski, Philip H. Elsinga, Ben L. Feringa
Summary: The study developed an ultrafast photoclick method based on photocycloaddition reaction for the synthesis of short-lived F-18-PET tracers. The reaction can be completed in 60 seconds using a flow photo-microreactor, demonstrating practicality by preparing clinically relevant tracers for prostate cancer and bacterial infection imaging.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Oncology
Sarah Courtois, Maria Haykal, Clement Bodineau, Elodie Sifre, Lamia Azzi-Martin, Armelle Menard, Francis Megraud, Philippe Lehours, Raul V. Duran, Christine Varon, Emilie Bessede
Summary: The infection of Helicobacter pylori can induce autophagy, which in turn affects the formation of gastric cancer stem cells. Inhibiting autophagy may be a potential therapeutic target for gastric cancer.
Article
Oncology
Tra Ly Nguyen, Marie-Julie Nokin, Silvia Teres, Mercedes Tome, Clement Bodineau, Oriane Galmar, Jean-Max Pasquet, Benoit Rousseau, Sebastian van Liempd, Juan Manuel Falcon-Perez, Elodie Richard, Elodie Muzotte, Hamid-Reza Rezvani, Muriel Priault, Marion Bouchecareilh, Isabelle Redonnet-Vernhet, Julien Calvo, Benjamin Uzan, Francoise Pflumio, Patricia Fuentes, Maria L. Toribio, Abdel-Majid Khatib, Pierre Soubeyran, Piedad Del Socorro Murdoch, Raul Duran
Summary: Upregulation of Notch1 in T-ALL induces metabolic changes in glutamine, leading to increased glutamine addiction. Notch1 also activates the mTORC1 pathway through increased glutaminolysis, promoting cell growth. Combined treatment targeting mTORC1 and limiting glutamine availability has a synergistic effect in inducing apoptosis and preventing Notch1-driven leukemia progression.
MOLECULAR ONCOLOGY
(2021)
Article
Polymer Science
Marie Rosselin, Zoeisha S. Chinoy, Lourdes Monica Bravo-Anaya, Sebastien Lecommandoux, Elisabeth Garanger
Summary: The study showed that the presence of a linker at the anomeric position of galactose and the absence of positive charge on the polypeptide residue holding the sugar unit were critical for binding to RCA120 in the synthetic elastin-like glycopolypeptides library.
Article
Multidisciplinary Sciences
Clement Bodineau, Mercedes Tome, Sarah Courtois, Ana S. H. Costa, Marco Sciacovelli, Benoit Rousseau, Elodie Richard, Pierre Vacher, Carlos Parejo-Perez, Emilie Bessede, Christine Varon, Pierre Soubeyran, Christian Frezza, Piedad del Socorro Murdoch, Victor H. Villar, Raul Duran
Summary: In this study, the authors demonstrate that reactivation of AMPK can inhibit glutamine-dependent activation of mTORC1 and glutamoptosis, revealing a dual metabolic connection between glutamine metabolism and mTORC1 through two pathways. This finding has significant implications for the design of future therapeutic strategies for diseases such as cancer.
NATURE COMMUNICATIONS
(2021)
Article
Biochemistry & Molecular Biology
Zoeisha S. Chinoy, Emilie Montembault, Kelley W. Moremen, Anne Royou, Frederic Friscourt
Summary: Bioorthogonal chemical reporters, key technology for tagging complex glycans, may impact biomolecule processing enzymes, particularly bacterial sialidases, showing the importance of systematically investigating the metabolic fate of glycoconjugates modified with bioorthogonal reporters.
ACS CHEMICAL BIOLOGY
(2021)
Article
Chemistry, Multidisciplinary
Katja Krell, Bastian Pfeuffer, Franziska Roenicke, Zoeisha S. Chinoy, Camille Favre, Frederic Friscourt, Hans-Achim Wagenknecht
Summary: Sydnones react rapidly with cyclooctynes through SPSAC and have been successfully used to label DNA, showing potential as important tools for tracking DNA and potentially RNA in living cells.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Urology & Nephrology
Hannah Kaminski, Gabriel Marseres, Nathalie Yared, Marie-Julie Nokin, Vincent Pitard, Atika Zouine, Isabelle Garrigue, Severine Loizon, Myriam Capone, Xavier Gauthereau, Maria Mamani-Matsuda, Roxane Coueron, Raul V. Duran, Benoit Pinson, Isabelle Pellegrin, Rodolphe Thiebaut, Lionel Couzi, Pierre Merville, Julie Dechanet-Merville
Summary: mTOR inhibitors have been shown to enhance T cell function and reduce the incidence of CMV infection in kidney transplant recipients. This effect may be achieved by reducing the number of dysfunctional T cells.
JOURNAL OF THE AMERICAN SOCIETY OF NEPHROLOGY
(2022)
Editorial Material
Cell Biology
Clement Bodineau, Mercedes Tome, Piedad del Socorro Murdoch, Raul V. Duran
Summary: The study reveals that glutamine metabolism regulates the AMPK-MTORC1 signaling pathway not only through glutaminolysis, but also through the ASNS-GABA shunt, demonstrating a crucial metabolic network.
Article
Physics, Multidisciplinary
Auxiliadora Sarmiento, Ivan Duran-Diaz, Irene Fondon, Mercedes Tome, Clement Bodineau, Raul Duran
Summary: This article presents a fully automatic and unsupervised method for comparative biomarker quantification in histopathological brightfield images. The method relies on a color separation method that discriminates between two chromogens expressed as brown and blue colors. By determining the feature vector of each image and using a k-means clustering algorithm, the method produces consistent results for the semi-quantitative scoring of images.
Article
Chemistry, Organic
Zoeisha S. Chinoy, Kelley W. Moremen, Frederic Friscourt
Summary: This study reports a new chemical tool, sydnone-aglycon, that can be used for the synthesis of O-glycans and the high-throughput screening of O-glycan-lectin interactions.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Zoeisha S. Chinoy, Frederic Friscourt
Summary: The advent of bioorthogonal chemistry has provided new avenues for studying biomolecules. This review discusses the development of cyclooctyne probes and chemical reporters, and their applications in biomolecule labeling and glycan-processing enzyme modulation.
ISRAEL JOURNAL OF CHEMISTRY
(2023)
Meeting Abstract
Surgery
Hannah Kaminski, Gabriel Marseres, Nathalie Yared, Marie-Julie Nokin, Vincent Pitard, Atika Zouine, Isabelle Garrigue, Severine Loizon, Xavier Gautherau, Myriam Capone, Raul Duran, Benoit Pinson, Maria Mamani Matsuda, Isabelle Pellegrin, Rodolphe Thiebaut, Lionel Couzi, Pierre Merville, Julie Dechanet-Merville
TRANSPLANT INTERNATIONAL
(2021)
