title: Separation of cis-beta-lactam enantiomers by capillary electrophoresis using cyclodextrin derivatives.
abstract: Chiral separation of 19 pairs of cis-beta-lactam (BL) stereoisomers of pharmacological importance was examined by capillary electrophoresis using cyclodextrin (CD) derivatives. In order to select the most effective conditions separating the highest number of stereoisomers of BLs, single carboxymethyl alpha-, beta- and gamma-, as well as sulfobutyl beta-CD derivatives were applied. Additionally, carboxymethyl and sulfobutyl beta-CD derivatives complemented with neutral beta-CD derivatives as dual CD systems were tested. Both the composition and concentration of applied selectors and the pH of background electrolyte were selected. In single systems the structural characteristics of BLs and the complex forming affinity were correlated. Most BLs provided optimal complexation with beta-CD derivatives. In conclusion, the efficiency of combining sulfobutyl-beta-CD and permethylated beta-CD was superior to other single and dual CD systems applied. This method successfully separated each pair of stereoisomers investigated.
authors.affiliation: Institute of Biomolecular Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1525 Budapest, POB 17, Hungary.
authors.forename: Krisztina
authors.initials: K
authors.lastname: Németh
authors.forename: Erzsébet
authors.initials: E
authors.lastname: Varga
authors.forename: Róbert
authors.initials: R
authors.lastname: Iványi
authors.forename: Julianna
authors.initials: J
authors.lastname: Szemán
authors.forename: Júlia
authors.initials: J
authors.lastname: Visy
authors.forename: László
authors.initials: L
authors.lastname: Jicsinszky
authors.forename: Lajos
authors.initials: L
authors.lastname: Szente
authors.forename: Eniko
authors.initials: E
authors.lastname: Forró
authors.forename: Ferenc
authors.initials: F
authors.lastname: Fülöp
authors.forename: Antal
authors.initials: A
authors.lastname: Péter
authors.forename: Miklós
authors.initials: M
authors.lastname: Simonyi
mesh_terms: D004355:Drug Stability; D019075:Electrophoresis, Capillary / Q000379:methods*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*; D047090:beta-Lactams / Q000032:analysis / Q000737:chemistry*
chemical_list: D047392:beta-Cyclodextrins; D047090:beta-Lactams; C031215:betadex