CEC enantioseparations of carboxylic acids on silica-based monoliths modified with ergot alkaloid derivative

Antonella Messina, Sara Moroni, Miroslav Flieger, Massimo Sinibaldi, Ornella Ursini

Research output: Contribution to journalArticlepeer-review


The enantioseparation of carboxylic acids, including amino acid dansyl-derivatives, 2-arylpropionic acids and 2-aryloxypropionic acids, was tested by CEC on a porous silica sol-gel monolithic column that was prepared by polycondensation of tetramethoxysilane in acidic conditions and post-gelation heat treatment (120°C for 3 h) in the presence of urea, and successively, by anchoring to the silica (+)-1-allyl-(5R,8S,10R)-terguride as the chiral selector. The bimodal structure of the sorbent showed through pores with a median value of 1.39 μm and a mesopore size distribution ranging between 6 and 12 nm (average pore size of 9.9 nm). To attain optimum separation conditions, the influence of the pH and the concentration of the buffer solution in the mobile phase on resolution were investigated. The monolithic column showed: (i) for the compounds studied resolution values two or three times higher in comparison with previously developed separation systems where the same chiral selector was used. For example, on the monolithic column Dns-serine enantiomers were much better separated (8 min with a selectivity factor of 1.34) than by HPLC (20 min, α = 1.17); (ii) high chemical and mechanical stability as demonstrated by the use of such column for hundreds of analysis along about 1 year without significant variations of the resolution and the retention parameters.

Original languageEnglish
Pages (from-to)2890-2896
Number of pages7
Issue number16
Publication statusPublished - Aug 2009


  • 2-Aryloxypropionic acids
  • 2-Arylpropionic acids
  • CEC
  • Chiral separations
  • Dansyl amino acid derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry


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