The facile synthesis of multifunctional PAMAM dendrimer conjugates through copper-free click chemistry

Bioorg Med Chem Lett. 2012 May 1;22(9):3152-6. doi: 10.1016/j.bmcl.2012.03.052. Epub 2012 Mar 21.

Abstract

The facile conjugation of three azido modified functionalities, namely a therapeutic drug (methotrexate), a targeting moiety (folic acid), and an imaging agent (fluorescein) with a G5 PAMAM dendrimer scaffold with cyclooctyne molecules at the surface through copper-free click chemistry is reported. Mono-, di-, and tri-functional PAMAM dendrimer conjugates can be obtained via combinatorial mixing of different azido modified functionalities simultaneously or sequentially with the dendrimer platform. Preliminary flow cytometry results indicate that the folic acid targeted nanoparticles are efficiently binding with KB cells.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Azides
  • Click Chemistry / methods*
  • Copper
  • Dendrimers / chemical synthesis*
  • Drug Delivery Systems / methods*
  • Fluorescein / chemistry
  • Folic Acid / chemistry
  • Humans
  • KB Cells
  • Methotrexate / chemistry
  • Nanoparticles / chemistry

Substances

  • Azides
  • Dendrimers
  • PAMAM Starburst
  • Copper
  • Folic Acid
  • Fluorescein
  • Methotrexate