title: Stable cyclohexyl-phenyl recognition in the center of a DNA duplex.
abstract: 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/pi 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.
authors.affiliation: Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, 3012 Bern, Switzerland.
authors.forename: Marco
authors.initials: M
authors.lastname: Kaufmann
authors.forename: Michael
authors.initials: M
authors.lastname: Gisler
authors.forename: Christian J
authors.initials: CJ
authors.lastname: Leumann
mesh_terms: D003510:Cyclohexanes / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D013816:Thermodynamics; D044366:Transition Temperature
chemical_list: D003510:Cyclohexanes; D004247:DNA