Stereoselective and chiroselective surface plasmon resonance (SPR) analysis of amino acids by molecularly imprinted Au-Nanoparticle composites

Michael Riskin, Ran Tel-Vered, Marco Frasconi, Nimrod Yavo, Itamar Willner*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

71 Scopus citations

Abstract

Au nanoparticles (NPs) functionalized with thioaniline and cysteine are used to assemble bis-anilinebridged Au-NP composites on Au surfaces using an electropolymerization process. During the polymerization of the functionalized Au NPs in the presence of different amino acids, for example, L-glutamic acid, L-aspartic acid, L-histidine, and L-phenylalanine, zwitterionic interactions between the amino acids and the cysteine units linked to the particles lead to the for-mation of molecularly imprinted sites in the electropolymerized Au-NP composites. Following the elimination of the template amino acid molecules, the electropolymerized matrices reveal selective recognition and binding capabilities toward the imprinted amino acid. Furthermore, by imprinting of L-glutamic or D-glutamic acids, chiroselective imprinted sites are generated in the Au-NP composites. The binding of amino acids to the imprinted recognition sites was followed by surface plasmon resonance spectroscopy. The refractive index changes occurring upon the binding of the amino acids to the imprinted sites are amplified by the coupling between the localized plasmon associated with the Au NPs and the surface plasmon wave.

Original languageEnglish
Pages (from-to)7114-7120
Number of pages7
JournalChemistry - A European Journal
Volume16
Issue number24
DOIs
StatePublished - 25 Jun 2010

Keywords

  • Amino acids chiroselectivity
  • Gold
  • Molecular imprinting
  • Nanoparticles
  • Surface plasmon resonance

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