Financial support from the Swiss National Science Foundation (grant no.: 200020-115913) is gratefully acknowledged.
Stable Cyclohexyl–Phenyl Recognition in the Center of a DNA Duplex†
Article first published online: 22 APR 2009
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 48, Issue 21, pages 3810–3813, May 11, 2009
How to Cite
Kaufmann, M., Gisler, M. and Leumann, Christian J. (2009), Stable Cyclohexyl–Phenyl Recognition in the Center of a DNA Duplex. Angew. Chem. Int. Ed., 48: 3810–3813. doi: 10.1002/anie.200900153
- Issue published online: 4 MAY 2009
- Article first published online: 22 APR 2009
- Manuscript Received: 9 JAN 2009
- Swiss National Science Foundation. Grant Number: 200020-115913
- DNA recognition;
- hydrophobic bases;
- stacking interactions
Even saturated carbocycles are compatible with Watson–Crick pairing, as shown by the incorporation of phenylcyclohexyl-C-nucleoside pairs into the center of a DNA double helix (see picture). The increase in duplex stability arises from cyclohexyl/phenyl CH/π interactions. This makes the system an interesting scaffold for studying hydrophobic interactions and allows for the incorporation of additional molecular entities into the double helix.