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Ultrashort partial-filling technique in capillary electrophoresis for infinite resolution of tramadol enantiomers and its metabolites with highly sulfated cyclodextrins.
Electrophoresis. 2004 Aug; 25(16):2761-71.E

Abstract

The possibility to enhance resolution to infinite value in chiral capillary electrophoresis is attained as soon as the apparent mobility of one enantiomer becomes opposite to the other. This could be achieved on the basis of the carrier ability of multiple charged chiral selectors such as highly sulfated cyclodextrin (HS-CD). With tramadol and its phase I metabolites selected as model compounds, the HS-gamma-CD was found to be the most appropriate chiral selector. The CD concentration was determined where one enantiomer still migrated as a cation while the other migrated in the opposite side. Besides the chiral selector concentration, secondary parameters such as buffer concentration appeared to be critical to reach infinite resolution. The latter was achieved with partial filling technique using ultrashort separation zones (a few mm). In order to better understand the interaction mechanism between the selected CD and the analytes, the classical affinity capillary electrophoresis method, although not fully satisfactory because of ionic strength variations within a series of mobility shift measurements, was applied to estimate complexation constants and complex mobilities. The results obtained point to the prevailing role of complex mobility differences in the enantioselectivity mechanism.

Authors+Show Affiliations

Laboratory of Pharmaceutical Analytical Chemistry, School of Pharmacy, University of Geneva, Geneva, Switzerland. serge.rudaz@pharm.unige.chNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15352008

Citation

Rudaz, Serge, et al. "Ultrashort Partial-filling Technique in Capillary Electrophoresis for Infinite Resolution of Tramadol Enantiomers and Its Metabolites With Highly Sulfated Cyclodextrins." Electrophoresis, vol. 25, no. 16, 2004, pp. 2761-71.
Rudaz S, Le Saux T, Prat J, et al. Ultrashort partial-filling technique in capillary electrophoresis for infinite resolution of tramadol enantiomers and its metabolites with highly sulfated cyclodextrins. Electrophoresis. 2004;25(16):2761-71.
Rudaz, S., Le Saux, T., Prat, J., Gareil, P., & Veuthey, J. L. (2004). Ultrashort partial-filling technique in capillary electrophoresis for infinite resolution of tramadol enantiomers and its metabolites with highly sulfated cyclodextrins. Electrophoresis, 25(16), 2761-71.
Rudaz S, et al. Ultrashort Partial-filling Technique in Capillary Electrophoresis for Infinite Resolution of Tramadol Enantiomers and Its Metabolites With Highly Sulfated Cyclodextrins. Electrophoresis. 2004;25(16):2761-71. PubMed PMID: 15352008.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ultrashort partial-filling technique in capillary electrophoresis for infinite resolution of tramadol enantiomers and its metabolites with highly sulfated cyclodextrins. AU - Rudaz,Serge, AU - Le Saux,Thomas, AU - Prat,Josiane, AU - Gareil,Pierre, AU - Veuthey,Jean-Luc, PY - 2004/9/8/pubmed PY - 2005/2/19/medline PY - 2004/9/8/entrez SP - 2761 EP - 71 JF - Electrophoresis JO - Electrophoresis VL - 25 IS - 16 N2 - The possibility to enhance resolution to infinite value in chiral capillary electrophoresis is attained as soon as the apparent mobility of one enantiomer becomes opposite to the other. This could be achieved on the basis of the carrier ability of multiple charged chiral selectors such as highly sulfated cyclodextrin (HS-CD). With tramadol and its phase I metabolites selected as model compounds, the HS-gamma-CD was found to be the most appropriate chiral selector. The CD concentration was determined where one enantiomer still migrated as a cation while the other migrated in the opposite side. Besides the chiral selector concentration, secondary parameters such as buffer concentration appeared to be critical to reach infinite resolution. The latter was achieved with partial filling technique using ultrashort separation zones (a few mm). In order to better understand the interaction mechanism between the selected CD and the analytes, the classical affinity capillary electrophoresis method, although not fully satisfactory because of ionic strength variations within a series of mobility shift measurements, was applied to estimate complexation constants and complex mobilities. The results obtained point to the prevailing role of complex mobility differences in the enantioselectivity mechanism. SN - 0173-0835 UR - https://www.unboundmedicine.com/medline/citation/15352008/Ultrashort_partial_filling_technique_in_capillary_electrophoresis_for_infinite_resolution_of_tramadol_enantiomers_and_its_metabolites_with_highly_sulfated_cyclodextrins_ DB - PRIME DP - Unbound Medicine ER -