Article
Multidisciplinary Sciences
Yawen You, Qingqing Deng, Yibo Wang, Yanjuan Sang, Guangming Li, Fang Pu, Jinsong Ren, Xiaogang Qu
Summary: This study reports on a DNA-based biocompatible, highly efficient, and precisely targeted copper nanocatalyst, which exhibits excellent catalytic activity and achieves efficient prodrug activation and antitumor effects in cancer cells.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Robert S. Dorn, Jennifer A. Prescher
Summary: This article introduces the origin and recent developments of bioorthogonal chemistry. In the past, the focus was mainly on reactions involving organic azides, while the study of utilizing triaryl phosphines for new reaction development was relatively limited. In recent years, faster-reacting Staudinger probes and novel classes of bioorthogonal reagents have emerged. This article focuses on newly developed phosphine-based chemistries, particularly reactions with cyclopropenones and related analogs.
ISRAEL JOURNAL OF CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Frederik Mueggenburg, Sabine Mueller
Summary: This review summarizes the synthetic methods of azide-modified nucleosides and their applications in RNA and DNA functionalization.
Article
Chemistry, Multidisciplinary
Junu Bae, Guannan Zhang, Hyejin Park, Warren S. Warren, Qiu Wang
Summary: (N-15)(3)-azide-containing molecules exhibit long-lasting hyperpolarization lifetimes and high polarization levels, establishing them as powerful spin storage for hyperpolarization. Additionally, single (N-15)-labeled azides are shown to be effective alternative tags with long-lived hyperpolarization. The study of biologically important molecules demonstrates the great potential of N-15-labeled azides as universal hyperpolarized tags for nuclear magnetic resonance imaging applications.
Article
Multidisciplinary Sciences
Anna Cioce, Beatriz Calle, Tatiana Rizou, Sarah C. Lowery, Victoria Bridgeman, Keira E. Mahoney, Andrea Marchesi, Ganka Bineva-Todd, Helen Flynn, Zhen Li, Omur Y. Tastan, Chloe Roustan, Pablo Soro-Barrio, Thomas M. Wood, Tessa Keenan, Peter Both, Kun Huang, Fabio Parmeggiani, Ambrosius P. Snijders, Mark Skehel, Svend Kjaer, Martin A. Fascione, Carolyn R. Bertozzi, Sabine Flitsch, Stacy A. Malaker, Ilaria Malanchi, Benjamin Schumann, Mahmoud-Reza Rafiee, Acely Garza-Garcia, Aristotelis Antonopoulos, Stuart M. Haslam
Summary: In this study, a strategy called BOCTAG was developed to label glycoproteins by equipping cells with an artificial biosynthetic pathway. The method was demonstrated to be applicable in co-culture and mouse models, allowing for the annotation of cell-specific glycosylation sites.
NATURE COMMUNICATIONS
(2022)
Review
Chemistry, Multidisciplinary
Tyler K. Heiss, Robert S. Dorn, Jennifer A. Prescher
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.
Article
Chemistry, Organic
Koshiro Maegawa, Hiroki Tanimoto, Seiji Onishi, Takenori Tomohiro, Tsumoru Morimoto, Kiyomi Kakiuchi
Summary: Organic azides, particularly alpha-azido secondary acetamides (alpha-AzSAs), have been shown to exhibit unique reactivities with selective conjugation in the presence of other azido moieties. These minimal and unhindered azide structures were found to undergo conjugation prior to other primary alkyl azides in Staudinger-Bertozzi ligation, but were slower than other alkyl azides in propargyl cation-mediated triazole synthesis. The study also demonstrated site-selective integration of functional components onto diazide modular hubs.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Review
Chemistry, Multidisciplinary
Titas Deb, Julian Tu, Raphael M. Franzini
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.
Article
Biochemistry & Molecular Biology
Anna Kataki-Anastasakou, Selena Hernandez, Ellen M. Sletten
Summary: The widespread adoption of the bioorthogonal chemical reporter strategy has revolutionized chemical biology, but its translation to living mammals has been challenging. This study introduces a novel bioorthogonal complexation approach, leveraging intermolecular interactions instead of new bioorthogonal reactions, to efficiently label cell surfaces and implement in the chemical reporter strategy.
ACS CHEMICAL BIOLOGY
(2021)
Article
Chemistry, Organic
Fayang Xie, Xiangqian Jia, Zhu Zhu, Yunfei Wu, Haolin Jiang, Hongzhi Yang, Yu Cao, Rui Zhu, Bing Zhou, Juanjuan Du, Yefeng Tang
Summary: The article introduces a novel bioconjugation reaction using a chemical trigger to release highly strained TCH species, with the reactivity-stability balance of BNU derivatives being adjustable by manipulating their N-1 substituents. This method has been successfully applied to protein labeling and cell imaging, opening a new avenue for research in bioconjugate chemistry.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Jinguo Huang, Ruiqi Zhao, Jing Mo, Fang Wang, Xiaocheng Weng, Xiang Zhou
Summary: This paper describes a strategy for bioorthogonal intracellular RNA functionalization using N3K, which allows for fluorescent or phenol labeling of RNA inside cells.
Article
Chemistry, Multidisciplinary
Yan-Long Ma, Shi Yan, Xiong-Jie Xu, Hua Cao, Ruibing Wang
Summary: Bioorthogonal chemistry, with its simplicity, high efficiency, and chemo-selectivity, has great potential in pre-targeting applications. Synthetic host-guest pairs, which have small molecular sizes, strong chemical stability, fast conjugation rate, tunable binding affinity, and easy modification, provide a novel non-covalent bioorthogonal tool for pre-targeting. This review provides a comprehensive overview of the development of synthetic host-guest pairs as novel bioorthogonal tools for pre-targeting, serving as a reference for researchers interested in improving pre-targeting.
CHINESE CHEMICAL LETTERS
(2024)
Article
Chemistry, Multidisciplinary
Hichem Maslah, Charles Skarbek, Catherine Gourson, Marie-Aude Plamont, Stephanie Pethe, Ludovic Jullien, Thomas Le Saux, Raphael Labruere
Summary: A new platform capable of generating cytotoxic agents through intramolecular cyclization has been reported, showing rapid and effective action against cancer cells. This innovative method offers potential for prodrug development in anticancer therapy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Biochemistry & Molecular Biology
Israr Ali, Muhammad Gulfam, Sung-Han Jo, Jeong-Woo Seo, Ali Rizwan, Sang-Hyug Park, Kwon Taek Lim
Summary: In this study, novel biocompatible and reduction-responsive soft hydrogels were prepared using a specific cross-linker and a responsive reaction, resulting in highly porous structures and soft mechanical properties. The hydrogels exhibited high swelling ratios, tunable gelation times, and excellent drug loading efficiencies. The results indicate potential applications of these hydrogels in drug delivery systems.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2022)
Review
Chemistry, Multidisciplinary
Dan Wu, Kuikun Yang, Zhankui Zhang, Yunxuan Feng, Lang Rao, Xiaoyuan Chen, Guocan Yu
Summary: Bioorthogonal chemistry is a powerful tool for site-specific drug activation in living systems, offering high selectivity and efficiency. Metal-free bioorthogonal click reactions are more biocompatible compared to metal-catalyzed reactions. This review highlights the recent progress and advantages of metal-free bioorthogonal click chemistry in cancer theranostics.
CHEMICAL SOCIETY REVIEWS
(2022)
Article
Microscopy
D. M. Van Elsland, E. Bos, J. B. Pawlak, H. S. Overkleeft, A. J. Koster, S. I. Van Kasteren
JOURNAL OF MICROSCOPY
(2017)
Article
Chemistry, Organic
Bas Hagen, Sara Ali, Herman S. Overkleeft, Gijsbert A. van der Marel, Jeroen D. C. Codee
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Organic
Stefan van der Vorm, Herman S. Overkleeft, Gijsbert A. van der Marel, Jeroen D. C. Codee
JOURNAL OF ORGANIC CHEMISTRY
(2017)
Article
Chemistry, Multidisciplinary
Thomas J. M. Beenakker, Dennis P. A. Wander, Wendy A. Offen, Marta Artola, Lluis Raich, Maria J. Ferraz, Kah-Yee Li, Judith H. P. M. Houben, Erwin R. van Rijssel, Thomas Hansen, Gijsbert A. van der Marel, Jeroen D. C. Codee, Johannes M. F. G. Aerts, Carme Rovira, Gideon J. Davies, Herman S. Overkleeft
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2017)
Article
Biochemical Research Methods
Vera Bilan, Nathalie Selevsek, Hans A. V. Kistemaker, Jeannette Abplanalp, Roxane Feurer, Dmitri V. Filippov, Michael O. Hottiger
MOLECULAR & CELLULAR PROTEOMICS
(2017)
Article
Multidisciplinary Sciences
Robert Lyle McPherson, Rachy Abraham, Easwaran Sreekumar, Shao-En Ong, Shang-Jung Cheng, Victoria K. Baxter, Hans A. V. Kistemaker, Dmitri V. Filippov, Diane E. Griffin, Anthony K. L. Leung
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2017)
Article
Chemistry, Multidisciplinary
Jim Voorneveld, Max S. Kloet, Sven Wijngaarden, Robbert Q. . Kim, Angeliki Moutsiopoulou, Marnix Verdegaal, Mohit Misra, Ivan Dikic, Gijsbert A. . van der Marel, Herman S. Overkleeft, Dmitri V. Filippov, Gerbrand J. van der Heden van Noort
Summary: This article describes the development and optimization of a methodology for preparing peptides and proteins modified on the arginine residue with an ADPr group. The authors successfully obtained four regioisomers of ADP-ribosylated ubiquitin using this method and investigated the activity and selectivity of Legionella pneumophila ligase and hydrolase enzymes through biochemical experiments.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Biochemistry & Molecular Biology
Fredj Ben Bdira, Wouter W. Kallemeijn, Saskia V. Oussoren, Saskia Scheij, Boris Bleijlevens, Bogdan I. Florea, Cindy P. A. A. van Roomen, Roelof Ottenhoff, Marielle J. F. M. van Kooten, Marthe T. C. Walvoort, Martin D. Witte, Rolf G. Boot, Marcellus Ubbink, Herman S. Overkleeft, Johannes M. F. G. Aerts
ACS CHEMICAL BIOLOGY
(2017)
Article
Biochemistry & Molecular Biology
Emily S. Weyburne, Owen M. Wilkins, Zhe Sha, David A. Williams, Alexandre A. Pletnev, Gerjan de Bruin, Hermann S. Overkleeft, Alfred L. Goldberg, Michael D. Cole, Alexei F. Kisselev
CELL CHEMICAL BIOLOGY
(2017)
Review
Chemistry, Multidisciplinary
Daan van der Es, Wouter F. J. Hogendorf, Herman S. Overkleeft, Gijsbert A. van der Marel, Jeroen D. C. Codee
CHEMICAL SOCIETY REVIEWS
(2017)
Article
Chemistry, Multidisciplinary
Sander B. Engelsma, Nico J. Meeuwenoord, Hermen S. Overkleeft, Gijsbert A. van der Marel, Dmitri V. Filippov
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2017)
Article
Biochemistry & Molecular Biology
Marc P. Baggelaar, Annelot C. M. van Esbroeck, Eva J. van Rooden, Bogdan I. Florea, Herman S. Overkleeft, Giovanni Marsicano, Francis Chaouloff, Mario van der Stelt
ACS CHEMICAL BIOLOGY
(2017)
Article
Medical Laboratory Technology
M. Mirzaian, P. Wisse, M. J. Ferraz, A. R. A. Marques, P. Gaspar, S. V. Oussoren, K. Kytidou, J. D. C. Codee, G. van der Marel, H. S. Overkleeft, J. M. Aerts
CLINICA CHIMICA ACTA
(2017)
Article
Biochemistry & Molecular Biology
Andre R. A. Marques, Lianne I. Willems, Daniela Herrera Moro, Bogdan I. Florea, Saskia Scheij, Roelof Ottenhoff, Cindy P. A. A. van Roomen, Marri Verhoek, Jessica K. Nelson, Wouter W. Kallemeijn, Anna Biela-Banas, Olivier R. Martin, M. Begona Cachon-Gonzalez, Nee Na Kim, Timothy M. Cox, Rolf G. Boot, Herman S. Overkleeft, Johannes M. F. G. Aerts