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The degree of substitution affects the enantioselectivity of sulfobutylether-β-cyclodextrin chiral stationary phases.
Electrophoresis. 2019 08; 40(15):1972-1977.E

Abstract

Three chiral stationary phases were prepared by dynamic coating of sulfobutylether-β-cyclodextrin (SBE-β-CD) with different degrees of substitution, onto strong anion-exchange stationary phases. The enantioselective potential and stability of newly prepared chiral stationary phases were examined using a set of structurally different chiral analytes. Measurements were performed in RP-HPLC. Mobile phases consisted of methanol/formic acid, pH 2.10, and methanol/10 mM ammonium acetate buffer, pH 4.00, in various volume ratios. SBE-β-CDs with degrees of substitution (DS) 4, 6.3, and 10 proved suitable for the enantioseparation of 14, 11, and 8 analytes, respectively. The SBE-β-CD DS 4 based chiral stationary phase enabled the enantioseparation of the nearly all basic and neutral compounds. Chiral stationary phases with higher sulfobutylether-β-cyclodextrin substitution (especially DS 10) yielded higher enantioresolution values for acidic compounds.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Folprechtová D
Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.
Kalíková K
Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.
Kozlík P
Department of Analytical Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.
Tesařová E
Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.

MeSH

Chromatography, High Pressure LiquidChromatography, Reverse-PhaseModels, ChemicalStereoisomerismbeta-Cyclodextrins

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

30671992

Citation

Folprechtová, Denisa, et al. "The Degree of Substitution Affects the Enantioselectivity of Sulfobutylether-β-cyclodextrin Chiral Stationary Phases." Electrophoresis, vol. 40, no. 15, 2019, pp. 1972-1977.
Folprechtová D, Kalíková K, Kozlík P, et al. The degree of substitution affects the enantioselectivity of sulfobutylether-β-cyclodextrin chiral stationary phases. Electrophoresis. 2019;40(15):1972-1977.
Folprechtová, D., Kalíková, K., Kozlík, P., & Tesařová, E. (2019). The degree of substitution affects the enantioselectivity of sulfobutylether-β-cyclodextrin chiral stationary phases. Electrophoresis, 40(15), 1972-1977. https://doi.org/10.1002/elps.201800471
Folprechtová D, et al. The Degree of Substitution Affects the Enantioselectivity of Sulfobutylether-β-cyclodextrin Chiral Stationary Phases. Electrophoresis. 2019;40(15):1972-1977. PubMed PMID: 30671992.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The degree of substitution affects the enantioselectivity of sulfobutylether-β-cyclodextrin chiral stationary phases. AU - Folprechtová,Denisa, AU - Kalíková,Květa, AU - Kozlík,Petr, AU - Tesařová,Eva, Y1 - 2019/01/31/ PY - 2018/11/09/received PY - 2019/01/17/revised PY - 2019/01/17/accepted PY - 2019/1/24/pubmed PY - 2020/2/12/medline PY - 2019/1/24/entrez KW - Chromatography KW - Degree of substitution KW - Dynamic coating KW - Enantioseparation KW - Sulfobutylether-β-cyclodextrin SP - 1972 EP - 1977 JF - Electrophoresis JO - Electrophoresis VL - 40 IS - 15 N2 - Three chiral stationary phases were prepared by dynamic coating of sulfobutylether-β-cyclodextrin (SBE-β-CD) with different degrees of substitution, onto strong anion-exchange stationary phases. The enantioselective potential and stability of newly prepared chiral stationary phases were examined using a set of structurally different chiral analytes. Measurements were performed in RP-HPLC. Mobile phases consisted of methanol/formic acid, pH 2.10, and methanol/10 mM ammonium acetate buffer, pH 4.00, in various volume ratios. SBE-β-CDs with degrees of substitution (DS) 4, 6.3, and 10 proved suitable for the enantioseparation of 14, 11, and 8 analytes, respectively. The SBE-β-CD DS 4 based chiral stationary phase enabled the enantioseparation of the nearly all basic and neutral compounds. Chiral stationary phases with higher sulfobutylether-β-cyclodextrin substitution (especially DS 10) yielded higher enantioresolution values for acidic compounds. SN - 1522-2683 UR - https://www.unboundmedicine.com/medline/citation/30671992/The_degree_of_substitution_affects_the_enantioselectivity_of_sulfobutylether_β_cyclodextrin_chiral_stationary_phases_ DB - PRIME DP - Unbound Medicine ER -