title: Cationic permethylated 6-monoamino-6-monodeoxy-β-cyclodextrin as chiral selector of dansylated amino acids in capillary electrophoresis.
abstract: The resolution power of permethylated 6-monoamino-6-monodeoxy-βCD (PMMABCD) - a single isomer, cationic CD derivative - developed previously for chiral analyses in capillary electrophoresis was further studied here. Dansylated amino acids (Dns-AA) were chosen as amphoteric chiral model compounds. Changes in the resolutions of Dns-AAs by varying pH and selector concentrations were investigated and correlated with their structures and chemical properties (isoelectric point and lipophilicity). Maximal resolutions could be achieved at pH 6 or pH 4. The separations improved with increasing concentration of the selector. Baseline or substantially better resolution for 8 pairs of these Dns-AAs could be achieved. Low CD concentration was enough for the separation of the most apolar Dns-AAs. Chiral discrimination ability of PMMABCD was demonstrated by the separation of an artificial mixture of 8 Dns-AA pairs.
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O.B. 286, H-1519 Budapest, Hungary. Electronic address: nemeth.krisztina@ttk.mta.hu.
authors.forename: Krisztina
authors.initials: K
authors.lastname: Németh
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O.B. 286, H-1519 Budapest, Hungary.
authors.forename: Celesztina
authors.initials: C
authors.lastname: Domonkos
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O.B. 286, H-1519 Budapest, Hungary.
authors.forename: Virág
authors.initials: V
authors.lastname: Sarnyai
authors.affiliation: CycloLab R&D Ltd., Illatos út 7, H-1097 Budapest, Hungary.
authors.forename: Julianna
authors.initials: J
authors.lastname: Szemán
authors.affiliation: CycloLab R&D Ltd., Illatos út 7, H-1097 Budapest, Hungary.
authors.forename: László
authors.initials: L
authors.lastname: Jicsinszky
authors.affiliation: CycloLab R&D Ltd., Illatos út 7, H-1097 Budapest, Hungary.
authors.forename: Lajos
authors.initials: L
authors.lastname: Szente
authors.affiliation: Institute of Organic Chemistry, Research Centre for Natural Sciences, Hungarian Academy of Sciences, P.O.B. 286, H-1519 Budapest, Hungary.
authors.forename: Júlia
authors.initials: J
authors.lastname: Visy
mesh_terms: D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification; D002412:Cations; D003505:Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry*; D003619:Dansyl Compounds / Q000737:chemistry / Q000302:isolation & purification; D019075:Electrophoresis, Capillary / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents; D007536:Isomerism; D047392:beta-Cyclodextrins
chemical_list: D000596:Amino Acids; D002412:Cations; D003505:Cyclodextrins; D003619:Dansyl Compounds; D007202:Indicators and Reagents; C521573:6-amino-6-deoxy-beta-cyclodextrin; D047392:beta-Cyclodextrins
keywords: Cationic CD derivative; Dansylated amino acid; Enantioseparation; Isoelectric point; Lipophilicity