Fluorogenic Bifunctional trans‐Cyclooctenes as Efficient Tools for Investigating Click‐to‐Release Kinetics
Chemistry - A European Journal, vol. 26, pp. 9900–9904
Abstract
The inverse electron demand Diels-Alder pyridazine elimination reaction between tetrazines and allylic substituted trans-cyclooctenes (TCOs) is a key player in bioorthogonal bond cleavage reactions. Determining the rate of elimination of alkylamine substrates has so far proven difficult. Here, we report a fluorogenic tool consisting of a TCO-linked EDANS fluorophore and a DABCYL quencher for accurate determination of both the click and release rate constants for any tetrazine at physiologically relevant concentrations.
Authors 13
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Mark A. R. de Geus Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
These authors contributed equally to this work
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Elmer Maurits Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
These authors contributed equally to this work
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Alexi J. C. Sarris Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
These authors contributed equally to this work
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Max S. Kloet Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Kiki Kamphorst Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Affiliation as printed
Syncom Kadijk 3 9747 AT Groningen The Netherlands
Syncom, Kadijk 3, 9747 AT Groningen, The Netherlands
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Tagworks Pharmaceuticals (Netherlands)
Affiliation as printed
Tagworks Pharmaceuticals Geert Grooteplein Zuid 10 6525 GA Nijmegen The Netherlands
Tagworks Pharmaceuticals, Geert Grooteplein Zuid 10, 6525 GA Nijmegen, The Netherlands
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Andrea Pannwitz Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Sylvestre A. Bonnet Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Jeroen D. C. Codée Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Dmitri V. Filippov Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Herman S. Overkleeft Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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Sander I. van Kasteren corresponding Aachen Leiden Institute of Chemistry Leiden Institute of Chemistry, The Institute for Chemical Immunology
Affiliation as printed
Leiden Institute of Chemistry and The Institute for Chemical Immunology Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands
Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands
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