Enantioselective aptameric molecular recognition material: Design of a novel chiral stationary phase for enantioseparation of a series of chiral herbicides by capillary electrochromatography.
A chiral stationary phase derived from an L-RNA aptamer is evaluated for the enantiomer separation of a series of herbicide molecules (aryloxypropionic, aryloxyphenoxypropionic, and aminopropionic acid) by CEC after binding to biotin and grafting upon streptavidin-modified porous glass beads. We demonstrated that the aptamer capillary was stable in term of efficiency and retention during a long period. The influences of the mobile phase constitution and its flow-velocity on the enantioseparation were also investigated. The results suggest that the interactions of the enantiomer during CEC are solely based on chromatographic mechanisms and that the electrophoresis plays only a minor role. The separation efficiency and peak shape could be improved by Mg2+ divalent cation that stabilized the aptamer secondary structure and thus enhanced the mass transfer kinetics during the ligand-aptamer binding process. In addition, it was demonstrated that the determination of the enantiomerization barrier of flamprop was possible using this chiral stationary phase.
André
Claire
C
Equipe des Sciences Séparatives et Biopharmaceutiques (2SB)-EA 3924, Laboratoire de Chimie Analytique, Faculté de Médecine Pharmacie, Besançon, France.
Berthelot
Alain
A
Thomassin
Mireille
M
Guillaume
Yves-Claude
YC
D052157:Aptamers, Nucleotide / Q000737:chemistry*; D002413:Cations, Divalent / Q000737:chemistry; D002853:Chromatography, Liquid / Q000379:methods*; D019075:Electrophoresis, Capillary / Q000379:methods*; D006540:Herbicides / Q000737:chemistry* / Q000302:isolation & purification*; D008274:Magnesium / Q000737:chemistry; D012313:RNA / Q000737:chemistry*; D013237:Stereoisomerism
D052157:Aptamers, Nucleotide; D002413:Cations, Divalent; D006540:Herbicides; D012313:RNA; D008274:Magnesium