Chiral recognition of proteins having L-histidine residues on the surface with lanthanide ion complex incorporated-molecularly imprinted fluorescent nanoparticles

Mater Sci Eng C Mater Biol Appl. 2013 Aug 1;33(6):3432-9. doi: 10.1016/j.msec.2013.04.032. Epub 2013 Apr 22.


In this study, lanthanide ion complex incorporated molecularly imprinted fluorescent nanoparticles were synthesized. A combination of three novel approaches was applied for the purpose. First, lanthanide ions [Terbium(III)] were complexed with N-methacryloyl-L-histidine (MAH), polymerizable derivative of L-histidine amino acid, in order to incorporate the complex directly into the polymeric backbone. At the second stage, L-histidine molecules imprinted nanoparticles were utilized instead of whole protein imprinting in order to avoid whole drawbacks such as fragility, complexity, denaturation tendency, and conformation dependency. At the third stage following the first two steps mentioned above, imprinted L-histidine was coordinated with cupric ions [Cu(II)] to conduct the study under mild conditions. Then, molecularly imprinted fluorescent nanoparticles synthesized were used for L-histidine adsorption from aqueous solution to optimize conditions for adsorption and fluorimetric detection. Finally, usability of nanoparticles was investigated for chiral biorecognition using stereoisomer, D-histidine, racemic mixture, D,L-histidine, proteins with surface L-histidine residue, lysozyme, cytochrome C, or without ribonuclease A. The results revealed that the proposed polymerization strategy could make significant contribution to the solution of chronic problems of fluorescent component introduction into polymers. Additionally, the fluorescent nanoparticles reported here could be used for selective separation and fluorescent monitoring purposes.

MeSH terms

  • Coordination Complexes / chemistry*
  • Cytochromes c / chemistry
  • Histidine / chemistry*
  • Hydrogen-Ion Concentration
  • Ions / chemistry
  • Molecular Imprinting*
  • Muramidase / chemistry
  • Nanoparticles / chemistry*
  • Proteins / chemistry*
  • Proteins / metabolism
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism
  • Terbium / chemistry*


  • Coordination Complexes
  • Ions
  • Proteins
  • Terbium
  • Histidine
  • Cytochromes c
  • Muramidase