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Stable Cyclohexyl–Phenyl Recognition in the Center of a DNA Duplex
Authors:Marco Kaufmann  Michael Gisler  Christian J. Leumann Prof.
Affiliation:Departement für Chemie und Biochemie, Universit?t Bern, Freiestrasse 3, 3012 Bern (Switzerland), Fax: (+41)?31‐631‐3422, http://www.dcb‐server.unibe.ch/groups/leumann
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/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.
image

Keywords:biphenyls  DNA recognition  hydrophobic bases  oligonucleotides  stacking interactions
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