title: Biotin tethered homotryptamine derivatives: high affinity probes of the human serotonin transporter (hSERT).
abstract: Quantum dot conjugates of compounds capable of inhibiting the serotonin transporter (SERT) could form the basis of fluorescent probes for live cell imaging of membrane bound SERT. Additionally, quantum dot-SERT antagonist conjugates may be amenable to fluorescence-based, high-throughput assays for this transporter. This Letter describes the synthesis of SERT-selective ligands amenable to conjugation to quantum dots via a biotin-streptavidin binding interaction. SERT selectivity and affinity were incorporated into the ligand via a tetrahydropyridine or cyclohexylamine derivative and the affinity of these compounds for SERT was measured by their ability to produce SERT-dependent currents in Xenopus laveis oocytes.
authors.affiliation: The Department of Chemistry, Vanderbilt University, Nashville, TN 37235-1822, USA.
authors.forename: Ian D
authors.initials: ID
authors.lastname: Tomlinson
authors.forename: Hideki
authors.initials: H
authors.lastname: Iwamoto
authors.forename: Randy D
authors.initials: RD
authors.lastname: Blakely
authors.forename: Sandra J
authors.initials: SJ
authors.lastname: Rosenthal
mesh_terms: D000345:Affinity Labels; D000818:Animals; D001710:Biotin / Q000737:chemistry*; D006801:Humans; D050486:Serotonin Plasma Membrane Transport Proteins / Q000737:chemistry*; D014363:Tryptamines / Q000737:chemistry*; D014981:Xenopus
chemical_list: D000345:Affinity Labels; D050486:Serotonin Plasma Membrane Transport Proteins; D014363:Tryptamines; C030820:tryptamine; D001710:Biotin