(R)-lipo-diaza-18-crown-6 self-assembled monolayer as a selective serotonin receptor

Anal Chem. 2009 May 15;81(10):3843-50. doi: 10.1021/ac900220n.


A highly selective receptor for serotonin was designed using cages formed by the (R)-lipo-diaza-18-crown-6 self-assembled monolayer (SAM) on gold and experimentally verified by a variety of electrochemical experiments in solutions containing large amounts of dopamine and ascorbic acid, as well as other interferents. The molecular modeling study showed that parameters such as the H-pi interaction provided important driving forces for the cage to form a strong inclusion complex with serotonin. The charge-transfer resistance (R(CT)'s) to/from redox probe ions, Fe(CN)(6)(3-/4-), was greatly enhanced because of their electrostatic attractions to ammonium ions of serotonin molecules captured by cages. The changes in R(CT)-values were shown to be remarkably selective for serotonin in the presence of many interferents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crown Ethers / chemistry
  • Electrochemical Techniques*
  • Electrodes
  • Gold / chemistry
  • Oxidation-Reduction
  • Receptors, Serotonin / metabolism*
  • Thioctic Acid / chemistry


  • Crown Ethers
  • Receptors, Serotonin
  • 18-crown-6
  • Thioctic Acid
  • Gold