These authors contributed equally to this work.
BODIPY–Tetrazine Derivatives as Superbright Bioorthogonal Turn-on Probes†
Article first published online: 27 MAY 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 27, pages 6917–6920, July 1, 2013
How to Cite
Carlson, J. C. T., Meimetis, L. G., Hilderbrand, S. A. and Weissleder, R. (2013), BODIPY–Tetrazine Derivatives as Superbright Bioorthogonal Turn-on Probes. Angew. Chem. Int. Ed., 52: 6917–6920. doi: 10.1002/anie.201301100
Part of this work was supported by NHI RO1EB010011 and 2P50A086355. J.C. was supported by a DFCI-MGH Hematology Oncology Fellowship. We thank Prof. Ralph Mazitschek for many insightful discussions, Dr. Katy Yang for cell culture assistance, Dr. Sarit Agasti for the gift of reagents, Alex Zaltsman for microscopy assistance, and Dr. Eszter Boros for her assistance with NMR spectroscopy. BODIPY=boron dipyrromethene.
- Issue published online: 21 JUN 2013
- Article first published online: 27 MAY 2013
- Manuscript Revised: 28 MAR 2013
- Manuscript Received: 6 FEB 2013
- NHI. Grant Numbers: RO1EB010011, 2P50A086355
- click chemistry;
- energy transfer;
- fluorescent probes;
- fluorogenic probes;
The fastest and the brightest: A new design that intimately connects tetrazine to a BODIPY fluorophore enables exceptionally efficient energy transfer and quenching. Upon reaction of the tetrazine, the brightness of the fluorophore increases more than a thousand-fold, which is a fluorogenic activation up to two orders of magnitude greater than previously described.