title: Membrane receptor probes: solid-phase synthesis of biotin-Asp-PEG-arvanil derivatives.
abstract: [structure: see text] 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.
authors.affiliation: The Wolfson Institute for Biomedical Research, Institute of Neurology, and Department of Chemistry, University College London, Gower Street, London WC1E 6BT, UK.
authors.forename: Cristina
authors.initials: C
authors.lastname: Visintin
authors.forename: Abil E
authors.initials: AE
authors.lastname: Aliev
authors.forename: Dieter
authors.initials: D
authors.lastname: Riddall
authors.forename: David
authors.initials: D
authors.lastname: Baker
authors.forename: Masahiro
authors.initials: M
authors.lastname: Okuyama
authors.forename: Pui Man
authors.initials: PM
authors.lastname: Hoi
authors.forename: Robin
authors.initials: R
authors.lastname: Hiley
authors.forename: David L
authors.initials: DL
authors.lastname: Selwood
mesh_terms: D001224:Aspartic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D001710:Biotin / Q000138:chemical synthesis*; D019921:Biotinylation; D002211:Capsaicin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D003432:Cross-Linking Reagents / Q000138:chemical synthesis; D015335:Molecular Probes / Q000138:chemical synthesis*; D015394:Molecular Structure; D019920:Photoaffinity Labels / Q000138:chemical synthesis; D043882:Receptors, Cannabinoid / Q000378:metabolism
chemical_list: D003432:Cross-Linking Reagents; D015335:Molecular Probes; D019920:Photoaffinity Labels; D043882:Receptors, Cannabinoid; C121153:arvanil; D001224:Aspartic Acid; D001710:Biotin; D002211:Capsaicin