These authors contributed equally to this work.
Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells†
Article first published online: 20 SEP 2010
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 49, Issue 49, pages 9422–9425, December 3, 2010
How to Cite
Dommerholt, J., Schmidt, S., Temming, R., Hendriks, L. J. A., Rutjes, F. P. J. T., van Hest, J. C. M., Lefeber, D. J., Friedl, P. and van Delft, F. L. (2010), Readily Accessible Bicyclononynes for Bioorthogonal Labeling and Three-Dimensional Imaging of Living Cells . Angew. Chem. Int. Ed., 49: 9422–9425. doi: 10.1002/anie.201003761
This research has been financially supported (in part) by the Council for Chemical Sciences of The Netherlands Organization for Scientific Research (NWO-CW, to F.L.D). Dr. G. J. Boons (Complex Carbohydrate Research Center, Athens, GA) is kindly acknowledged for fruitful discussions.
- Issue published online: 1 DEC 2010
- Article first published online: 20 SEP 2010
- Manuscript Received: 19 JUN 2010
- Funded Access
- Council for Chemical Sciences of The Netherlands Organization for Scientific Research
- protein modification
I can see clearly now: Bicyclo[6.1.0]non-4-yne, an easily prepared, symmetrical cycloalkyne, displays excellent reaction kinetics in strain-promoted cycloaddition reactions with azides and nitrones (see scheme). Highly specific protein modifications are demonstrated in vitro and subcellular-resolved imaging of glycan expression was achieved in metastatic melanoma cells during invasive migration into three-dimensional collagen lattices.