Synthesis and characterization of a pegylated derivative of 3-(1,2,3,6-tetrahydro-pyridin-4yl)-1H-indole (IDT199): a high affinity SERT ligand for conjugation to quantum dots

Ian D Tomlinson; Michael R Warnerment; John N Mason; Matthew J Vergne; David M Hercules; Randy D Blakely; Sandra J Rosenthal

doi:10.1016/j.bmcl.2007.07.061

Synthesis and characterization of a pegylated derivative of 3-(1,2,3,6-tetrahydro-pyridin-4yl)-1H-indole (IDT199): a high affinity SERT ligand for conjugation to quantum dots

Bioorg Med Chem Lett. 2007 Oct 15;17(20):5656-60. doi: 10.1016/j.bmcl.2007.07.061. Epub 2007 Aug 21.

Authors

Ian D Tomlinson¹, Michael R Warnerment, John N Mason, Matthew J Vergne, David M Hercules, Randy D Blakely, Sandra J Rosenthal

Affiliation

¹ The Department of Chemistry, Vanderbilt University, Station B, 351822, Nashville, TN 37235-1822, USA.

PMID: 17766114
DOI: 10.1016/j.bmcl.2007.07.061

Abstract

Quantum dots consisting of a cadmium selenide core encapsulated in a shell of cadmium doped zinc sulfide have the potential to revolutionize fluorescent imaging of live cell cultures. In order to utilize these fluorescent probes it is necessary to functionalize them with biologically active ligands. In this paper we report the design and synthesis of a ligand that has a high affinity for the serotonin transporter (SERT) that may be conjugated to quantum dots.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Indoles / chemical synthesis
Indoles / chemistry
Indoles / pharmacology*
Inhibitory Concentration 50
Ligands
Molecular Structure
Polyethylene Glycols / chemistry*
Quantum Dots*
Serotonin Plasma Membrane Transport Proteins / metabolism*
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

3-(1,2,3,6-tetrahydro-pyridin-4yl)-1H-indole
Indoles
Ligands
Serotonin Plasma Membrane Transport Proteins
Polyethylene Glycols