Review
Chemistry, Multidisciplinary
Stefano Fedeli, Jungkyun Im, Sanjana Gopalakrishnan, James L. Elia, Aarohi Gupta, Dongkap Kim, Vincent M. Rotello
Summary: Bioorthogonal transformations are chemical reactions that use pathways inaccessible to biological processes, providing new approaches for imaging and therapeutic strategies. Transition metal catalysts are widely employed as bioorthogonal catalysts, but face challenges in direct application in living systems, which can be addressed by incorporating them into nanomaterial scaffolds.
CHEMICAL SOCIETY REVIEWS
(2021)
Review
Chemistry, Multidisciplinary
Tingxizi Liang, Zhaowei Chen, Hongjun Li, Zhen Gu
Summary: Bioorthogonal chemistry has made substantial progress in the past few decades and has been widely applied in biomedical practices. This article reviews the development and recent advances of bioorthogonal chemistry, with a focus on the biomedical application of bioorthogonal catalysis.
TRENDS IN CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Rui Huang, Cristina-Maria Hirschbiegel, Victor Lehot, Liang Liu, Yagiz Anil Cicek, Vincent M. Rotello
Summary: This review provides an overview of recent advances in the field of bioorthogonal nanozymes, focusing on the modular design of nanomaterials and catalysts and their synergistic engineering for in situ uncaging of imaging and therapeutic agents. Bioorthogonal nanozymes enable in situ drug synthesis at disease sites through prodrug activation. The role of nanomaterials in stabilizing and regulating transition metal catalysts is investigated, emphasizing their modular design.
ADVANCED MATERIALS
(2023)
Review
Biochemical Research Methods
Robert E. Bird, Steven A. Lemmel, Xiang Yu, Qiongqiong Angela Zhou
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)
Review
Chemistry, Multidisciplinary
Madonna M. A. Mitry, Francesca Greco, Helen M. I. Osborn
Summary: Bioorthogonal chemistry involves selective biocompatible reactions between functional groups that are not normally present in biology. It has been used to probe biomolecules in living systems, and has advanced biomedical strategies such as diagnostics and therapeutics. This review discusses challenges and opportunities in translating in vitro bioorthogonal approaches to in vivo settings, focusing on methods to deliver the bioorthogonal reaction components, and critically appraises the suitability of these reactions for in vivo applications.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Lani J. Davies, Laura M. Shuttleworth, Xiaobai Zhang, Sherry Peng, Christoph Nitsche
Summary: The biocompatible synthesis of constrained peptides is achieved by a straightforward method to introduce N-terminal ketones and aminooxy side chains during solid-phase peptide synthesis. Cyclization occurs spontaneously after acidic cleavage or in aqueous buffer. Protease inhibitors with varying conformational constraint are successfully synthesized, and the most constrained peptide exhibits an activity 2 orders of magnitude higher than its linear analog.
Article
Biochemistry & Molecular Biology
Mohammad Nouri-Felekori, Nader Nezafati, Marzie Moraveji, Saeed Hesaraki, Tayebe Ramezani
Summary: By introducing azide and alkyne moieties to the structure of citric acid-modified hydroxyethyl cellulose (HEC) and using bioorthogonal click chemistry method, a novel crosslinked HEC scaffold (click sample) was obtained. The click sample exhibited desirable mechanical characteristics and biocompatibility, slightly superior to normal cartilage tissue.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2021)
Review
Chemistry, Multidisciplinary
Javier Idiago-Lopez, Eduardo Moreno-Antolin, Jesus M. de la Fuente, Raluca M. Fratila
Summary: The combination of bioorthogonal chemistry and nanotechnology offers new opportunities for biomedical applications, including molecular bioimaging, targeted delivery, and in situ drug activation, overcoming key limitations in the field of nanomedicine. By joining forces, bioorthogonal chemistry and nanotechnology can provide better, faster, and more sensitive nanoparticle-based bioimaging and biosensing techniques, as well as therapeutic nanoplatforms with superior efficacy.
NANOSCALE ADVANCES
(2021)
Review
Biochemistry & Molecular Biology
Maryana Handula, Kuo-Ting Chen, Yann Seimbille
Summary: The pretargeting strategy using bioorthogonal reactions such as IEDDA has been developed to overcome the limitations of direct targeting in radioimmunotherapy. IEDDA is the fastest bioorthogonal reaction known so far and its biocompatibility and ideal kinetics make it appealing for pretargeting applications. Researchers have conducted in-depth studies on TCO and Tz for their sensitivity to conditions and the need to optimize reagents for the IEDDA reaction in biomedical applications.
Article
Biochemistry & Molecular Biology
Nathaniel W. Brown, Joshua D. Shirley, Andrew P. Marshall, Erin E. Carlson
Summary: A series of bioorthogonal beta-lactone probes were synthesized and compared to study the roles and regulation of specific PBP isoforms, confirming their selectivity. Fluorescent labeling showed that the accessibility of bioorthogonal reporter molecules to the bound probe in the native protein environment has a more significant effect on labeling intensity than the bioorthogonal reaction used.
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
Chun Liu, Jingsheng Niu, Tingting Cui, Jinsong Ren, Xiaogang Qu
Summary: In this study, a near-infrared light-controllable carbonaceous nanocalabash motor catalyst was developed for active targeted synthesis of drugs inside biofilms. The catalyst exhibited good biocompatibility and rapid autonomous motion, enabling the generation of active molecules in deep biofilm layers to remove biofilms and eradicate bacteria.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Xianzhi Zhang, Shichao Lin, Rui Huang, Aarohi Gupta, Stefano Fedeli, Roberto Cao-Milan, David C. Luther, Yuanchang Liu, Mingdi Jiang, Gengtan Li, Brayan Rondon, Hui Wei, Vincent M. Rotello
Summary: Bioorthogonal nanozymes, which mimic key properties of natural enzymes, are generated in biological environments through the integration of transition-metal catalysts (TMCs) with nanomaterials. ZnS nanoparticles, with ruthenium catalysts embedded in self-assembled monolayers on the particle surface, serve as a platform for bioorthogonal nanozymes. These nanozymes show enhanced ruthenium catalysis, non-toxicity, degradability, and increased reaction rate compared to non-degradable gold nanoparticle analogues.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Biochemistry & Molecular Biology
Revathy Sahadevan, Anupama Binoy, Sai K. Vechalapu, Pandurangan Nanjan, Sushabhan Sadhukhan
Summary: We have developed a new cell-permeable and Click-able bioorthogonal probe, YnEGCG, for in situ detection and identification of EGCG's interacting proteins. This probe retains the biological activities of EGCG and identified 160 direct EGCG targets, including previously unknown proteins. The targets are distributed in various subcellular compartments and are mainly involved in regulating key metabolic processes. This study also suggests that EGCG is closely associated with apoptosis and has potential in inducing toxicity in cancer cells.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Review
Biochemistry & Molecular Biology
Karine Porte, Maxime Riberaud, Remi Chatre, Davide Audisio, Sebastien Papot, Frederic Taran
Summary: The advent of bioorthogonal chemistry has enabled ambitious applications of unnatural chemical reactions within living organisms, a long-sought goal in chemical biology. This review highlights the progress in understanding fundamental biological processes and the development of novel imaging and therapeutic strategies using bioorthogonal chemistry in animal models.
Article
Genetics & Heredity
David K. Breslow, Sascha Hoogendoorn, Adam R. Kopp, David W. Morgens, Brandon K. Vu, Margaret C. Kennedy, Kyuho Han, Amy Li, Gaelen T. Hess, Michael C. Bassik, James K. Chen, Maxence V. Nachury
Article
Chemistry, Multidisciplinary
Hong Yee Tan, Razieh Eskandari, David Shen, Yanping Zhu, Ta-Wei Liu, Lianne I. Willems, Matthew G. Alteen, Zarina Madden, David J. Vocadlo
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Biochemistry & Molecular Biology
Sascha Hoogendoorn, Yimon Aye
ACS CHEMICAL BIOLOGY
(2020)
Article
Chemistry, Multidisciplinary
Sascha Hoogendoorn
Article
Chemistry, Multidisciplinary
Yanping Zhu, Lianne Willems, Daniela Salas, Samy Cecioni, Weifeng B. Wu, Leonard J. Foster, David J. Vocadlo
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Review
Biochemistry & Molecular Biology
Quentin T. L. Pasquer, Ioannis A. Tsakoumagkos, Sascha Hoogendoorn
Review
Biochemistry & Molecular Biology
Steven H. L. Verhelst, Kimberly M. Bonger, Lianne I. Willems
Review
Biochemistry & Molecular Biology
Kathryn E. Huxley, Lianne Willems
Summary: Glycans play crucial roles in cellular processes and pathologies, with their diverse and dynamic nature posing challenges for studying specific glycans. Chemical reporters have emerged as powerful tools to characterize glycan structures and monitor their dynamic changes. Strategies such as chemical modification and metabolic incorporation of tags onto specific monosaccharides offer unique opportunities to study glycan functions.
BIOCHEMICAL SOCIETY TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Javier Lopez-Andarias, Krikor Eblighatian, Quentin T. L. Pasquer, Lea Assies, Naomi Sakai, Sascha Hoogendoorn, Stefan Matile
Summary: Mechanosensitive flipper probes, such as PhotoFlippers, containing a photocleavable linker and an ultralong tether, are able to release and label the most ordered membrane accessible by intermembrane transfer upon irradiation. This spatiotemporal control is essential for accessing open, dynamic or elusive membrane motifs without chemical or physical interference. PhotoFlippers have been shown to be useful chemistry tools for studying changes in membrane tension, membrane trafficking, and membrane asymmetry in biological systems.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Biochemistry & Molecular Biology
Milena Schuhmacher, Sascha Hoogendoorn
Summary: On November 8-10, 2022, 163 participants from all over the world gathered at the Campus Biotech in Geneva, Switzerland for the fourth international symposium of the Swiss National Centres of Competence in Research (NCCR) Chemical Biology. This event celebrated the successful 12-year research consortium and showcased the latest chemical biology research through inspiring talks by renowned scientists and poster presentations by junior scientists.
ACS CHEMICAL BIOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Daniel Ratcliff, Nevena Maslac, Wenyu Gu, Ioannis Tsakoumagkos, Sascha Hoogendoorn, Tristan Wagner, Ross D. Milton, Cecile Cadoux
Summary: This study demonstrates the importance of long-range protein-protein communication in the process of biological nitrogen fixation.
Article
Multidisciplinary Sciences
Meropi Bagka, Hyeonyi Choi, Margaux Heritier, Hanna Schwaemmle, Quentin T. L. Pasquer, Simon M. G. Braun, Leonardo Scapozza, Yibo Wu, Sascha Hoogendoorn
Summary: This study reveals that the cellular target of Hedgehog Pathway Inhibitor-1 is BET bromodomains by converting it into a bifunctional degrader. The strategy combines PROTACs and label-free quantitative proteomics to identify and validate the target, providing an effective approach for target deconvolution from phenotypic screens.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Lloyd D. Murphy, Kathryn E. Huxley, Ava Wilding, Cyane Robinson, Quentin P. O. Foucart, Lianne I. Willems
Summary: Robust methods for the synthesis of mixed phosphotriesters are crucial for the development of new phosphate-containing bioactive molecules. This study presents an alternative approach to synthesise bis-SATE phosphotriesters in two steps, using an easily synthesized tri(2-bromoethyl)phosphotriester precursor. The method was demonstrated using glucose as a model substrate, and showed compatibility with various protecting groups, allowing for further exploration of its potential in different substrates.
Article
Chemistry, Multidisciplinary
Javier Lopez-Andarias, Krikor Eblighatian, Quentin T. L. Pasquer, Lea Assies, Naomi Sakai, Sascha Hoogendoorn, Stefan Matile
Summary: Researchers have introduced photocleavable flipper probes that can release and label the most ordered regions of membranes upon irradiation. These probes provide spatiotemporal control for observing dynamic changes in membranes without chemical or physical interference, making them useful tools for biological research.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Biochemistry & Molecular Biology
Sascha Hoogendoorn, Gijs H. M. van Puijvelde, Gijs A. van der Marel, Chris J. van Koppen, C. Marco Timmers, Herman S. Overkleeft
RSC CHEMICAL BIOLOGY
(2020)