Rhodamine-labeled 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane analogues as high-affinity fluorescent probes for the dopamine transporter

Research output: Contribution to journalJournal articleResearchpeer-review

Novel fluorescent ligands were synthesized to identify a high-affinity probe that would enable visualization of the dopamine transporter (DAT) in living cells. Fluorescent tags were extended from the N- or 2-position of 2beta-carbomethoxy-3beta-(3,4-dichlorophenyl)tropane, using an ethylamino linker. The resulting 2-substituted (5) and N-substituted (9) rhodamine-labeled ligands provided the highest DAT binding affinities expressed in COS-7 cells (Ki= 27 and 18 nM, respectively) in the series. Visualization of the DAT with 5 and 9 was demonstrated by confocal fluorescence laser scanning microscopy in stably transfected HEK293 cells.
Original languageEnglish
JournalJournal of Medicinal Chemistry
Issue number24
Pages (from-to)7513-6
Number of pages4
Publication statusPublished - 1 Dec 2005

    Research areas

  • Animals, Cell Line, Cercopithecus aethiops, Cocaine, Dopamine Plasma Membrane Transport Proteins, Fluorescent Dyes, Humans, Microscopy, Confocal, Norepinephrine Plasma Membrane Transport Proteins, Rhodamines, Serotonin Plasma Membrane Transport Proteins, Structure-Activity Relationship, Tropanes

ID: 47293421