A Cleavable C2-Symmetric trans-Cyclooctene Enables Fast and Complete Bioorthogonal Disassembly of Molecular Probes

• DOI: 10.1021/jacs.0c07922
• Publication Date: 2020-10-29T18:45:30Z
• Authors: Martin Wilkovitsch; Maximilian Haider; Barbara Sohr; Barbara Herrmann; Jenna Klubnick; Ralph Weissleder; Jonathan C. T. Ca...; Hannes Mikula
• Keywords: Bioorthogonal Chemistry; Cyclooctene

Bioorthogonal chemistry is bridging the divide between static chemical connectivity and dynamic physiologic regulation of molecular state, enabling in situ transformations that drive multiple technologies. In spite maturing mechanistic understanding new bioorthogonal bond-cleavage reactions, broader goal ON/OFF control has been limited by inability existing systems to achieve both fast (i.e., seconds minutes, not hours) complete >99%) cleavage. To attain stringent performance characteristics needed for high fidelity inactivation, we have designed synthesized a C