A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4'-fluorophenyl)methoxy]tropane

Gregory E. Agoston, Roxanne Vaughan, John R. Lever, Sari E Izenwasser, Phyllis D. Terry, Amy Hauck Newman

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

A novel photoaffinity label for the dopamine transporter (DAT) based on N-substituted 3α-[bis(4'-fluorophenyl)methoxy] tropane has been synthesized in five steps and has been characterized. Preliminary binding studies indicated this ligand bound irreversibly to the dopamine transporter. Preparation of the 125I analog and its photoactivation in the presence of membrane bound DAT demonstrated it covalently binds to the DAT.

Original languageEnglish
Pages (from-to)3027-3032
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume7
Issue number23
StatePublished - Dec 2 1997
Externally publishedYes

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Photoaffinity Labels
Tropanes
Dopamine Plasma Membrane Transport Proteins
Ligands
Membranes

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4'-fluorophenyl)methoxy]tropane. / Agoston, Gregory E.; Vaughan, Roxanne; Lever, John R.; Izenwasser, Sari E; Terry, Phyllis D.; Newman, Amy Hauck.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 7, No. 23, 02.12.1997, p. 3027-3032.

Research output: Contribution to journalArticle

Agoston, Gregory E. ; Vaughan, Roxanne ; Lever, John R. ; Izenwasser, Sari E ; Terry, Phyllis D. ; Newman, Amy Hauck. / A novel photoaffinity label for the dopamine transporter based on N-substituted 3α-[bis(4'-fluorophenyl)methoxy]tropane. In: Bioorganic and Medicinal Chemistry Letters. 1997 ; Vol. 7, No. 23. pp. 3027-3032.
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