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Click to Release: Instantaneous Doxorubicin Elimination upon Tetrazine Ligation
Author(s) -
Versteegen Ron M.,
Rossin Raffaella,
ten Hoeve Wolter,
Janssen Henk M.,
Robillard Marc S.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201305969
Subject(s) - bioorthogonal chemistry , tetrazine , conjugate , antibody drug conjugate , computer science , click chemistry , chemistry , combinatorial chemistry , drug delivery , cyclooctene , trace (psycholinguistics) , biochemistry , organic chemistry , mathematics , antibody , catalysis , medicine , mathematical analysis , immunology , monoclonal antibody , linguistics , philosophy
Eliminated 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 CO 2 (see scheme). One possible application is the chemically triggered release, and thereby activation, of a drug from a tumor‐bound antibody–drug conjugate.