Towards synthetic adrenaline receptors--shape-selective adrenaline recognition in water

Chemistry : a European Journal
Michael HermThomas Schrader

Abstract

In spite of their key role in signal transduction, the mechanism of action of adrenergic receptors is still poorly understood. We have imitated the postulated binding pattern of the large membrane protein with a small, rationally designed synthetic host molecule. Experimental evidence is presented for the simultaneous operation of electrostatic attraction, hydrogen bonds, pi stacking, and hydrophobic interactions. By virtue of this combination of weak attractive forces, adrenaline derivatives in water are bound with high shape selectivity for the slim dopamine skeleton. We think that these findings support the postulated cooperative interplay of noncovalent interactions in the natural receptors. In addition, they provide access to a new type of adrenaline sensor. This may be the first step towards an artificial signal-transduction system.

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Citations

Nov 23, 2006·Journal of Receptor and Signal Transduction Research·Thomas SchraderManuel Ellermann
Nov 27, 2004·Chemistry : a European Journal·Michael FokkensFrank-Gerrit Klärner
Mar 21, 2007·Angewandte Chemie·Gennady V OshovskyWillem Verboom
Mar 8, 2005·Angewandte Chemie·Michael Maue, Thomas Schrader
May 27, 2010·Beilstein Journal of Organic Chemistry·Andreas Späth, Burkhard König
Sep 6, 2003·Organic & Biomolecular Chemistry·Jessica M KerckhoffsDavid N Reinhoudt
Apr 17, 2014·Chemical Society Reviews·Tuhin PradhanJong Seung Kim
Oct 21, 2011·Chemistry : a European Journal·Olivier PerraudJean-Pierre Dutasta
Oct 10, 2014·Journal of the American Chemical Society·Takahiro MuraokaKazushi Kinbara
Jul 14, 2005·Journal of the American Chemical Society·Sofiya KolushevaRaz Jelinek
Oct 8, 2004·Organic Letters·Kristen E Secor, Timothy E Glass
Jul 14, 2010·Bioorganic & Medicinal Chemistry Letters·Tao Liu, Zhang-Yu Yu

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