American Chemical Society
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Membrane Receptor Probes:  Solid-Phase Synthesis of Biotin-Asp-PEG-arvanil Derivatives

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journal contribution
posted on 2005-04-28, 00:00 authored by Cristina Visintin, Abil E. Aliev, Dieter Riddall, David Baker, Masahiro Okuyama, Pui Man Hoi, Robin Hiley, David L. Selwood
A modular, flexible solid-phase synthetic route for the preparation of biotinylated cross-linking probes of membrane receptors is described. The route utilizes an orthogonal protection strategy employing a Pd[0] cleavable allyl linker attached to the probe via an aspartate residue. The versatility of the method is illustrated through the synthesis of a number of arvanil-derived cannabinoid receptor ligands displaying either a photoaffinity or a chemical cross-linking group.