Development of Reversed-Phase Chiral HPLC Methods Using Mass Spectrometry Compatible Mobile Phases

Penmetsa, Kumar V.; Reddick, Christopher D.; Fink, Saul W.; Kleintop, Brent; DiDonato, Gerald C.; Volk, Kevin J.; Klohr, Steven E.

doi:10.1081/jlc-100101492

Cited by 29 publications

(15 citation statements)

References 5 publications

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“…Furthermore, Chiralcel OD-R column appears to be versatile, with broad analyte specificity. A recent report by Penmetsa et al 63 discussed the feasibility of Chiralcel OD-R column for direct reversed-phase enantioselective separation of several test compounds such as verapamil, pindolol, benzoin, 2-phenylbutyric acid, 3-phenylbutyric acid, and indapamide. A variety of water/ acetonitrile mixtures containing no acid or 0.05% trifluoroacetic acid (TFA) were successfully examined.…”

Section: Enantioselective Chromatography/ Mass Spectrometrymentioning

confidence: 99%

Use of atmospheric pressure ionization mass spectrometry in enantioselective liquid chromatography

2001

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Recent advances in mass spectrometry have rendered it an attractive and versatile tool in industrial and academic research laboratories. As a part of this rapid growth, a considerable body of literature has been devoted to the application of mass spectrometry in studies involving enantioselectivity, molecular recognition, and supramolecular chemistry. In concert with separation techniques such as capillary electrophoresis and liquid chromatography, mass spectrometry allows rapid characterization of a large array of molecules in complex mixtures. A majority of these findings have been made possible by the introduction of 'soft-ionization' techniques such as electrospray ionization interface. Other techniques such as atmospheric pressure chemical ionization mass spectrometry have been widely used as a rugged interface for quantitative liquid chromatography-mass spectrometry. Herein, we present a brief overview of the above techniques accompanied with several examples of enantioselective capillary electrophoresis- and liquid chromatography-mass spectrometry in drug discovery and development. Although the emphasis of this article is on quantitative enantiomeric chromatography-mass spectrometry, we envisage that similar strategies are adaptable in qualitative studies.

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Section: Enantioselective Chromatography/ Mass Spectrometrymentioning

confidence: 99%

Use of atmospheric pressure ionization mass spectrometry in enantioselective liquid chromatography

2001

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“…Although the Chiralcel OD-R column has been used for the resolution of chiral compounds [8,9,11], to the best of our knowledge the literature contains no reports of the resolution of the enantiomers of the chiral compounds depicted in Figure 1. We found that although neither the concentration of NaC104 in the buffer nor buffer pH had a significant effect on the chiral separation, they affected peak sharpness and symmetry.…”

Section: Resultsmentioning

confidence: 97%

“…This simple method can be used in pharmacokinetic studies and for analysis in the manufacture of levocitirizine. The Chiralcel OD-R column [8,9] used in this study is usually employed with organicaqueous mobile phases. Under these conditions resolution depends on the composition of the mobile phase, including the concentrations of added ion-pair reagents, and its pH.…”

Section: Introductionmentioning

confidence: 99%

Direct separation of the enantiomers of cetirizine and related compounds by reversed-phase chiral HPLC

Liu

Zhang

et al. 2002

Chromatographia

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SummaryDirect separations of the enantiomers of cetirizine and related compounds have been achieved by reversed-phase HPLC on the Chiralcel OD-R, a polysaccharide-derived chiral stationary phase; the mobile phase was usually perchlorate solution supplemented with acetonitrile. Resolution of the enantiomers of cetirizine and related compounds was good. The effect of the acetonitrile content of the mobile phase was investigated, and the effect of the structure of the chiral compounds on their behavior on the Chiralcel OD-R column is discussed.

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“…Polymeric molecular micelles have been used as pseudo stationary phases for CE [136]. They show several advantages compared to CD and can be used very well in combination with MS. Reversed-phase HPLC methods have been developed with the aim of ESI-MS coupling [137]. As an example, chiral separation has been used to analyze the 1′S and 1′R diastereomers of metolachlor in surface and groundwater [138].…”

Section: Chiral Separationsmentioning

confidence: 99%

LC-MS analysis in the aquatic environment and in water treatment ? a critical review

Zwiener

Frimmel

2004

Analytical and Bioanalytical Chemistry

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LC-MS has become an invaluable technique for trace analysis of polar compounds in aqueous samples of the environment and in water treatment. LC-MS is of particular importance due to the impetus it has provided for research into the occurrence and fate of polar contaminants, and of their even more polar transformation products. Mass spectrometric detection and identification is most widely used in combination with sample preconcentration, chromatographic separation and atmospheric pressure ionization (API). The focus of the first part of this review is directed particularly toward instruments and method development with respect to their applications for detecting emerging contaminants, microorganisms and humic substances (HS). The current status and future perspectives of 1) mass analyzers, 2) ionization techniques to interface liquid chromatography (LC) with mass spectrometry (MS), 3) methods for preconcentration and separation with respect to their application for water analysis are discussed and examples of applications are given. Quadrupole and ion trap mass analyzers with electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI) are already applied in routine analysis. Time-of-flight (TOF) mass spectrometers are of particular interest for accurate mass measurements for identification of unknowns. For non-polar compounds, different ionization approaches have been described, such as atmospheric pressure photoionization (APPI), electrochemistry with ESI, or electron capture ionization with APCI. In sample preconcentration and separation, solid phase extraction (SPE) with different non-selective sorbent materials and HPLC on reversed-phase materials (RP-HPLC) play the dominant role. In addition, various on-line and miniaturized approaches for sample extraction and sample introduction into the MS have been used. Ion chromatography (IC), size-exclusion chromatography (SEC), and capillary electrophoresis (CE) are alternative separation techniques. Furthermore, the issues of compound identification, matrix effects on quantitation, development of mass spectral libraries and the topic of connecting analysis and toxicity bioassays are addressed.

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Development of Reversed-Phase Chiral HPLC Methods Using Mass Spectrometry Compatible Mobile Phases

Cited by 29 publications

References 5 publications

Use of atmospheric pressure ionization mass spectrometry in enantioselective liquid chromatography

Use of atmospheric pressure ionization mass spectrometry in enantioselective liquid chromatography

Direct separation of the enantiomers of cetirizine and related compounds by reversed-phase chiral HPLC

LC-MS analysis in the aquatic environment and in water treatment ? a critical review

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