Chiral separation of sympathomimetics and β‐blockers by ligand‐exchange CE using Cu(II) complexes of <scp>L</scp>‐tartaric acid and <scp>L</scp>‐threonine as chiral selectors

Hödl, Heike; Krainer, Axel; Holzmüller, Katja; Koidl, Julia; Schmid, Martin G.; Gübitz, Gerald

doi:10.1002/elps.200600825

Cited by 37 publications

(13 citation statements)

References 15 publications

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“…The last chiral selector tested in this study was L-Thr which was used successfully for enantioseparation of sympathomimetics and β-blockers by Hödl et al 36 In this work L-Thr is shown to be applicable for the chiral resolution of Dns-AAs as well. In this case no testing of different metal ions was performed.…”

Section: Use Of L-threonine As Chiral Selectormentioning

confidence: 91%

Enantioseparation of Dansylated Amino Acids by Ligand-exchange Capillary Electrophoresis Using L-phenylalaninamide, L-lysine or L-threonine as Chiral Selector

Mohr¹,

Hägele²,

Schmid³

2011

Croat. Chem. Acta

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Abstract. In recent years enantioseparation of both active pharmaceutical ingredients and bio molecules such as amino acids became more and more necessary because in most cases the two stereo forms exhibit different pharmacological effects. This article deals with the chiral separation of dansylated amino acids by ligand-exchange capillary electrophoresis using L-phenylalaninamide, L-lysine and L-threonine as chiral selectors. Experiments with different central metal ions such as Cu(II), Co(II), Cd(II), Ni(II) and Zn(II) were carried out. Optimal conditions were found out by studying the effect of the pH and the selector molarity on the chiral resolution. Best separation was obtained for the Cu(II)/L-lysine complex, showing a chiral resolution up to 17 for Dns-DL-Met. (doi: 10.5562/cca1762)

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Section: Use Of L-threonine As Chiral Selectormentioning

confidence: 91%

Enantioseparation of Dansylated Amino Acids by Ligand-exchange Capillary Electrophoresis Using L-phenylalaninamide, L-lysine or L-threonine as Chiral Selector

Mohr¹,

Hägele²,

Schmid³

2011

Croat. Chem. Acta

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“…Recently, tartaric acid-Cu(II) complex has been used as selector for the chiral separation of drugs with amino alcohol structure [148]. However, they have not been employed in real bioanalyses so far.…”

Section: Ligand-exchange Selectorsmentioning

confidence: 99%

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Mikuš

Maráková

2009

Electrophoresis

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An analysis of recent trends indicates that CE can show real advantages over chromatographic methods in ultratrace enantioselective determination of biologically active compounds in complex biological matrices. It is due to high separation efficiency and many applicable in-capillary electromigration effects in CE (countercurrent migration, stacking effects) enhancing significantly (enantio)separability and enabling effective sample preparation (preconcentration, purification, analyte derivatization). Other possible on-line combinations of CE, such as column coupled CE-CE techniques and implementation of nonelectrophoretic techniques (extraction, membrane filtration, flow injection) into CE, offer additional approaches for highly effective sample preparation and separation. CE matured to a highly flexible and compatible technique enabling its hyphenation with powerful detection systems allowing extremely sensitive detection (e.g. LIF) and/or structural characterization of analytes (e.g. MS). Within the last decade, more as well as less conventional analytical on-line approaches have been effectively utilized in this field and their practical potentialities are demonstrated on many new application examples in this article. Here, three basic areas of (enantioselective) drug bioanalysis are highlighted and supported by a brief theoretical description of each individual approach in a compact review structure (to create integrated view on the topic), including (i) progressive enantioseparation approaches and new enantioselective agents, (ii) in-capillary sample preparation (preconcentration, purification, derivatization), and (iii) detection possibilities related to enhanced sensitivity and structural characterization.

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“…Moreover, an improved separation efficiency and theoretical plate numbers could be achieved by using the permanent 1,3‐propanediamine‐coated capillaries or the addition of sodium dodecyl sulfate (SDS) micelles to the Cu(II) complex solution. Lately, by using Cu(II)‐L‐threonine complex as the chiral selector, a series of sympathomimetics and β‐blockers containing amino alcohol structure was resolved at the high optimum pH of 12.0 [].…”

Section: Cle‐capillary Zone Electrophoresis (Cze)mentioning

confidence: 99%

Chiral separation using capillary electromigration techniques based on ligand exchange principle

Zhang

Mao

et al. 2012

J of Separation Science

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Over the last couple of decades, researchers have developed diverse chiral separation methods emerged from a few chiral separation principles. This review article is primarily focused on the application of chiral ligand-exchange (CLE) principle in capillary electromigration techniques, such as capillary electrophoresis (CE) and capillary electrochromatography (CEC). First, the most commonly used CLE-CZE separation mode by using different kinds of central ions, such as Cu(II), Zn(II), borate ion, and other metal ions, has been introduced. Meanwhile, several kinds of surfactants have been applied as the micelle-forming agents in the CLE micellar electrokinetic chromatography mode. The highlight of recent research of CLE-CEC is the exploitation of novel columns for chiral separation. Then, two kinds of capillary columns, packed capillary and monolithic capillary column, have been briefly described. Finally, the effective application of these chiral separation methods has been presented, including the application in life science and food analysis area.

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Chiral separation of sympathomimetics and β‐blockers by ligand‐exchange CE using Cu(II) complexes of L‐tartaric acid and L‐threonine as chiral selectors

Cited by 37 publications

References 15 publications

Enantioseparation of Dansylated Amino Acids by Ligand-exchange Capillary Electrophoresis Using L-phenylalaninamide, L-lysine or L-threonine as Chiral Selector

Enantioseparation of Dansylated Amino Acids by Ligand-exchange Capillary Electrophoresis Using L-phenylalaninamide, L-lysine or L-threonine as Chiral Selector

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Chiral separation using capillary electromigration techniques based on ligand exchange principle

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