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Bioorthogonal Reactions Utilizing Nitrones as Versatile Dipoles in Cycloaddition Reactions
Chemical Reviews, 2021Bioorthogonal chemical reactions have emerged as convenient and rapid methods for incorporating unnatural functionality into living systems. Different prototype reactions have been optimized for use in biological settings. Optimization of 3 + 2 dipolar cycloadditions involving nitrones has resulted in highly efficient reaction conditions for ...
John Paul Pezacki, Didier A Bilodeau
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Perfluoroaryl Azide Staudinger Reaction: A Fast and Bioorthogonal Reaction [PDF]
Angewandte Chemie - International Edition, 2017 Abstract We report a fast Staudinger reaction between perfluoroaryl azides (PFAAs) and aryl phosphines, which occurs readily under ambient conditions. A rate constant as high as 18 m −1 s −1 was obtained between ...
Olof Ramström +2 more
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Advances of Bioorthogonal Coupling Reactions in Drug Development
European Journal of Medicinal Chemistry, 2023Currently, bioorthogonal coupling reactions have garnered considerable interest due to their high substrate selectivity and less restrictive reaction conditions. During recent decades, bioorthogonal coupling reactions have emerged as powerful tools in drug development.
Jinyi Xu, Shengtao Xu, Shaowen Xie
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Bioorthogonal Click and Release Reaction of Iminosydnones With Cycloalkynes
Angewandte Chemie - International Edition, 2017AbstractWe report the discovery of a new bioorthogonal click‐and‐release reaction involving iminosydnones and strained alkynes. This transformation leads to two products resulting from the ligation and fragmentation of iminosydnones under physiological conditions. Optimized iminosydnones were successfully used to design innovative cleavable linkers for
Frédéric Taran +2 more
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Mechanisms and Substituent Effects of Metal-Free Bioorthogonal Reactions
Chemical Reviews, 2021Reactions that occur under physiological conditions find diverse uses in the chemical and biological sciences. However, the limitations that biological systems place on chemical reactions restrict the number of such bioorthogonal reactions. A profound understanding of the mechanistic principles and structure-reactivity trends of these transformations ...
Raphael M Franzini, Titas Deb, Julian Tu
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Building better bioorthogonal reactions
Current Opinion in Chemical Biology, 2014Over the past two decades, there has been intense interest in designing and implementing selective (bioorthogonal) reactions for biomolecule tracking. Here we review the most widely used bioorthogonal chemistries in live cells and animals, drawing particular attention to the unique functional groups underlying these transformations.
Hui-Wen, Shih +2 more
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Bioorthogonal Reactions for Labeling Proteins
ACS Chemical Biology, 2014O the past 15 years a great deal of progress has been made on the discovery, rediscovery, and invention of bioorthogonal reactions between functional groups that do not react with biological entities under physiological conditions but selectively react with each other.
Kathrin, Lang, Jason W, Chin
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Photo-activatable Reagents for Bioorthogonal Ligation Reactions
Topics in Current Chemistry, 2023Light-induced bioorthogonal reactions offer spatiotemporal control over selective biomolecular labeling. This review covers the recent advances in the design of photo-activatable reagents for bioorthogonal conjugation reactions in living systems.
Heyang, Zhang, Ming, Fang, Qing, Lin
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Transition-Metal-Catalyzed Bioorthogonal Cycloaddition Reactions
Topics in Current Chemistry, 2015In recent years, bioorthogonal reactions have emerged as a powerful toolbox for specific labeling and visualization of biomolecules, even within the highly complex and fragile living systems. Among them, copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction is one of the most widely studied and used biocompatible reactions.
Maiyun, Yang, Yi, Yang, Peng R, Chen
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Applications of bioorthogonal reactions in bioimaging
TalantaThe rapid development of bioorthogonal chemistry in the preceding decade has enabled precise, specific, selective labelling and accurate modulation of biological processes in vivo. The ability of bioorthogonal chemistry to occur rapidly in a living system without interfering with native biochemical processes has shown great potential for a variety of ...
Weihua Zhuang +8 more
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