A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone
Bioorganic and Medicinal Chemistry
Cocaine, Dopamine transporter, Photoaffinity labeling, Pyrovalerone
Non-tropane-based photoaffinity ligands for the dopamine transporter (DAT) are relatively unexplored in contrast to tropane-based compounds such as cocaine. In order to fill this knowledge gap, a ligand was synthesized in which the aromatic ring of pyrovalerone was substituted with a photoreactive azido group. The analog 1-(4-azido-3-iodophenyl)-2-pyrrolidin-1-yl-pentan-1-one demonstrated appreciable binding affinity for the DAT (Ki = 78 ± 18 nM), suggesting the potential utility of a radioiodinated version in structure-function studies of this protein. © 2009 Elsevier Ltd. All rights reserved.
Lapinsky, D., Aggarwal, S., Huang, Y., Surratt, C., Lever, J., Foster, J., & Vaughan, R. (2009). A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone. Bioorganic and Medicinal Chemistry, 17 (11), 3770-3774. https://doi.org/10.1016/j.bmc.2009.04.057