Separation of racemic 2,4-dinitrophenyl amino acids on 9-O-(phenyloxycarbonyl)quinine-bonded carbon-clad zirconia in reversed-phase liquid chromatography.

  title={Separation of racemic 2,4-dinitrophenyl amino acids on 9-O-(phenyloxycarbonyl)quinine-bonded carbon-clad zirconia in reversed-phase liquid chromatography.},
  author={Jung Hag Park and Joon Woo Lee and Sang Hyun Kwon and Jin Soon Cha and Peter W. Carr and Clayton V. McNeff},
  journal={Journal of chromatography. A},
  volume={1050 2},
Zirconia is known to be one of the best materials for the chromatographic support due to its excellent chemical, thermal, and mechanical stability. In this work, we report preparation and use of 9-O-(phenyloxycarbonyl)quinine-bonded carbon-clad zirconia (QNCZ) as a chiral stationary phase (CSP) for separation of N-(2,4-dinitrophenyl) (DNP)-amino acids (AAs) enantiomers in reversed-phase liquid chromatography. Retention and enantioselectivity of the QNCZ CSP were compared with those of quinine 3… Expand
9 Citations
Chiral Separation of Basic Compounds on Sulfated β-Cyclodextrin-Coated Zirconia Monolith by Capillary Electrochromatography
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Cellulose dimethylphenylcarbamate-bonded carbon-clad zirconia for chiral separation in high performance liquid chromatography.
Retention and enantioselectivity on CDMPCCZ were compared to those on CDMPC-coated zirconia (CDMPCZ) to see how the change in immobilization method of the chiral selector affects the retention and chiral selectivity. Expand
Chiral separation of basic compounds on a cellulose 3,5-dimethylphenylcarbamate-coated zirconia monolithin basic eluents by capillary electrochromatography.
No appreciable decline in retention and resolution factors after over 200 injections, and run- to-run and day-to-day repeatabilities of the column of less than 3% indicate the stability of the zirconia monolithic column in basic media. Expand
Chiral Separation on Sulfonated Cellulose Tris(3,5-dimethylphenylcarbamate)-coated Zirconia Monolith by Capillary Electrochromatography
Sulfonated cellulose tris(3,5-dimethylphenylcarbamate) (SCDMPC)-coated zirconia monolith (ZM) was used as the chiral stationary phase in capillary electrochromatography for separation of enantiomersExpand
Enantiomer separations of basic chiral compounds by capillary electrochromatography on a phosphated β-cyclodextrin-modified zirconia monolith.
Optimum mobile phase conditions for CEC separation of the compounds studied were found to be a 15-mM aqueous buffer of pH 5.0 with 5mM PCD and baseline separations of enantiomers of CIT, MET and SER, and partial separation for ATE were achieved with the optimal mobile phase. Expand
Enantioseparation of chiral acids and bases on a clindamycin phosphate-modified zirconia monolith by capillary electrochromatography.
Enantiomers of both acidic and basic compounds were separated with acidic compounds better resolved than basic ones by CEC on the CLIP-ZM CSP. Expand
Zirconia-Based Stationary Phases for Chiral Separation: Mini Review
Separation of enantiomers is one of the most interesting and challenging tasks in the field of separation science. High-performance liquid chromatography (HPLC) and recently capillaryExpand
Preparation, characterization and application of N-methylene phosphonic acid chitosan grafted magnesia-zirconia stationary phase.
P-CTS-MgO-ZrO2 was a promising hydrophilic SP for wide applications and exhibited superior peak shape, reasonable resolution and reduced analysis time in separation of basic analytes. Expand
Further developments in high temperature HPLC-electrospray mass spectrometry and the introduction of a novel electrophoretic trapping mechanism
This thesis explores various aspects of high temperature HPLC and develops a novel trapping technique in electrophoretic conditions, incorporating a forward pumping action which is a hybrid betweenExpand


Separation of racemic 2,4-dinitrophenyl amino acids on carboxymethyl-β-cyclodextrin coated zirconia in RPLC
We report preparation and use of carboxymethyl-β-cyclodextrin-coated zirconia as a chiral stationary phase (CSP) for separation of enantiomers of 2,4-dinitrophenyl (DNP) amino acids in reversed-phaseExpand
High‐performance liquid chromatographic enantioseparation of N‐protected α‐amino acids using nonporous silica modified by a quinine carbamate as chiral stationary phase
In this study, tert-butyl carbamoylated quinine as chiral selector was immobilized on nonporous silica (NPS) 1.5 μm particles developed by MICRA, and this new chiral stationary phase (CSP) was packedExpand
Direct high-performance liquid chromatographic enantioseparation of β-methyl-substituted unusual amino acids on a quinine-derived chiral anion-exchange stationary phase
A quinine-derived chiral anion-exchange stationary phase was used for the direct high-performance liquid chromatographic separation of the enantiomers of the N-protected unusual β-substituted α-aminoExpand
Enantiomer separation of N-protected amino acids by non-aqueous capillary electrophoresis and high-performance liquid chromatography with tert.-butyl carbamoylated quinine in either the background electrolyte or the stationary phase.
The non-aqueous CE method can be applied as a screening tool for the rapid evaluation of the chiral discrimination potential of a large set of newly developed chiral selectors derived from quinine and related alkaloids. Expand
Quinine and quinidine derivatives as chiral selectors I. Brush type chiral stationary phases for high-performance liquid chromatography based on cinchonan carbamates and their application as chiral anion exchangers
Quinine and quinidine carbamates, respectively, have been immobilized onto porous silica utilizing two different types of spacer and/or grafting modes, obtaining four brush type chiral stationaryExpand
Novel cinchona alkaloid carbamate C9-dimers as chiral anion-exchange type selectors for high-performance liquid chromatography.
Nine new quinine (QN) carbamate C9-dimers, with different aliphatic and cyclic spacers, have been synthesized and immobilized onto porous silica gel for HPLC, and it was shown that the "dimeric" ones usually retain the chiral analytes more strongly, though the enantioseparation is not improved. Expand
Quinine versus carbamoylated quinine-based chiral anion exchangers. A comparison regarding enantioselectivity for N-protected amino acids and other chiral acids.
The results clearly indicate that the introduction of the carbamoyl functionality at the secondary hydroxyl group at C9 of quinine provides new and additional sites for intermolecular interactions with chiral analytes and this can profoundly change and improve chiral recognition ability. Expand
Direct high-performance liquid chromatographic enantioseparation of apolar beta-amino acids on a quinine-derived chiral anion-exchanger stationary phase.
  • A. Péter
  • Chemistry, Medicine
  • Journal of chromatography. A
  • 2002
A quinine-derived chiral anion-exchanger stationary phase was applied for the direct high-performance liquid chromatographic separation of the enantiomers of N-protected unusual beta-amino acids, with good efficiency and high resolution. Expand
Role of the functional group in n-octydimethylsilanes in the synthesis of C8 reversed-phase silica packings for high-performance liquid chromatography
Abstract C8 reversed-phase packings have been sysnthesised by reaction of a 25-nm pore-size high-performance liquid chromatographic silica (10 μm, as(BET) = 297 m2 g-1) with 2,4-lutidine as base andExpand
Evaluation of the contribution to enantioselectivity of quinine and quinidine scaffolds in chemically and physically mixed chiral selectors.
Three "dimeric" C(9)-carbamates of quinine (QN) and quinidine (QD) were synthesized and used as chiral selectors for HPLC and capillary electrophoresis (CE) for the resolution of chiral acids. Expand