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Truncation-Free Genetic Code Expansion with Tetrazine Amino Acids for Quantitative Protein Ligations
Bioconjugate Chemistry, 2023Quantitative labeling of biomolecules is necessary to advance areas of antibody-drug conjugation, super-resolution microscopy imaging of molecules in live cells, and determination of the stoichiometry of protein complexes. Bio-orthogonal labeling to genetically encodable noncanonical amino acids (ncAAs) offers an elegant solution; however, their ...
Alex J. Eddins +9 more
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Modular Enzyme‐ and Light‐Based Activation of Cyclopropene–Tetrazine Ligation
ChemBioChem, 2019AbstractWe describe a modular activation strategy for cyclopropene–tetrazine ligation. This activation strategy uses chemically diverse enzyme‐ or photolabile protecting groups as cyclopropene reactivity cages. The linkages between the caging groups and cyclopropene are through carbamates, thus permitting the application of diverse cages to allow ...
Ting Jiang +6 more
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Click to Release: Instantaneous Doxorubicin Elimination upon Tetrazine Ligation
Angewandte Chemie, 2013Eliminated without a trace: The fastest click reaction, the highly selective inverse-electron-demand Diels-Alder reaction, has been modified to enable selective bioorthogonal release. Thus, the click reaction of a tetrazine with a drug-bound trans-cyclooctene caused the instantaneous release of the drug and CO2 (see scheme). One possible application is
Versteegen, Ron M. +4 more
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Gezielte Singulett‐Sauerstofferzeugung durch bioorthogonale DNA‐basierte Tetrazin‐Ligation
Angewandte Chemie, 2019AbstractWir berichten über die Verwendung von bioorthogonalen Reaktionen als innovative Strategie in der photodynamischen Therapie, um gleichzeitig eine gezielte Phototoxizität und eine spezifische subzelluläre Lokalisation zu erreichen. Unsere neuartigen halogenierten BODIPY‐Tetrazin‐Sonden werden in Gegenwart eines geeigneten Dienophils über eine ...
Greta Linden +6 more
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Journal of the American Chemical Society, 2015
We demonstrate that bioorthogonal tetrazine ligations can be utilized to rapidly modify electrode surfaces, both with redox probes and enzymes. Furthermore, we show that the redox-active nature of 1,2,4,5-tetrazines can be exploited to gain electrochemical control over surface modification.
Fabian, Ehret +3 more
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We demonstrate that bioorthogonal tetrazine ligations can be utilized to rapidly modify electrode surfaces, both with redox probes and enzymes. Furthermore, we show that the redox-active nature of 1,2,4,5-tetrazines can be exploited to gain electrochemical control over surface modification.
Fabian, Ehret +3 more
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RAPID CONSTRUCTION OF PET PROBES VIA TETRAZINE LIGATION
2019Positron emission tomography (PET) is a non-invasive imaging modality that is widely used to observe metabolic process in vivo by tracking the interactions between PET probes and biomarkers. Facilitated by the recent development in the instrumentation and synthetic chemistry, clinical application of PET has been proven to be vital in theranostic uses ...
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Rational design of improved dienophiles for in vivo tetrazine-trans-cyclooctene ligation
Chemical Physics Letters, 2016Abstract The inverse electron-demand Diels–Alder reaction of trans -cyclooctene and sym -tetrazine is a bioorthogonal reaction which has found widespread applications during the last decade, e.g. for fluorescent labeling of living cells. However, the use of this reaction is still limited due to the rapid isomerization of trans -cyclooctene to its ...
Tim Stauch +2 more
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Electrochemical Activation of the Tetrazine Ligation for Surface Modification
ECS Meeting Abstracts, 2018Our lab has been interested in developing conjugation reactions that can be triggered by electrochemical potential. Such reactions could have application in the functionalization of independently addressable electrode arrays. These include past effortsusing the electrochemistry to locally generate copper+1 to trigger the well-known copper catalyzed ...
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Frontispiece: Alkene–Tetrazine Ligation for Imaging Cellular DNA
Angewandte Chemie International Edition, 2014Ulrike Rieder, Nathan W. Luedtke
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Tetrazine ligation based pretargeting strategy for core-labeled polymeric micelles
Nuclear Medicine and Biology, 2022Emanuel Sporer +5 more
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