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Journal of Liquid Chromatography Volume 18, 1995 - Issue 8
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Original Articles

Enantioresolution of Substituted 2-Methoxy-6-oxo-1,4,5,6-tetrahydropyridine-3-carbonitriles on Macrocyclic Antibiotic and Cyclodextrin Stationary Phases

S. Chen Department of Chemistry, University of Missouri-Rolla Rolla, Missouri, 65401
,
Y. Liu Department of Chemistry, University of Missouri-Rolla Rolla, Missouri, 65401
,
D. W. Armstrong Department of Chemistry, University of Missouri-Rolla Rolla, Missouri, 65401
,
J. I. Borrell CETS Institut Químic de Sarrià Universitat Ramon Llull, E-08017, Barcelona, Spain
,
B. Martinez-Teipel CETS Institut Químic de Sarrià Universitat Ramon Llull, E-08017, Barcelona, Spain
&
J. L. Matallana CETS Institut Químic de Sarrià Universitat Ramon Llull, E-08017, Barcelona, Spain
Pages 1495-1507 | Received 19 Jan 1995, Accepted 31 Jan 1995, Published online: 23 Sep 2006

Citations (51)

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Ying Liu, Andrew W. Lantz & Daniel W. Armstrong. (2004) High Efficiency Liquid and Super‐/Subcritical Fluid‐Based Enantiomeric Separations: An Overview. Journal of Liquid Chromatography & Related Technologies 27:7-9, pages 1121-1178.
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Shushi Chen. (2003) HPLC Enantiomeric Resolution of Phenyl Isothiocyanated Amino Acids on Teicoplanin‐Bonded Phase Using an Acetonitrile‐Based Mobile Phase: A Structural Consideration. Journal of Liquid Chromatography & Related Technologies 26:20, pages 3475-3495.
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T. L. Xiao, B. Zhang, J. T. Lee, F. Hui & D. W. Armstrong. (2001) REVERSAL OF ENANTIOMERIC ELUTION ORDER ON MACROCYCLIC GLYCOPEPTIDE CHIRAL STATIONARY PHASES. Journal of Liquid Chromatography & Related Technologies 24:17, pages 2673-2684.
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DanielW. Armstrong & KimberL. Rundlett. (1995) CE Resolution of Neutral and Anionic Racemates with Glycopeptide Antibiotics and Micelles. Journal of Liquid Chromatography 18:18-19, pages 3659-3674.
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Articles from other publishers (47)

Garrett Hellinghausen, Diego A. Lopez, Jauh T. Lee, Yadi Wang, Choyce A. Weatherly, Abiud E. Portillo, Alain Berthod & Daniel W. Armstrong. (2018) Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase. Chirality 30:9, pages 1067-1078.
Crossref
Garrett Hellinghausen, Daipayan Roy, Jauh T. Lee, Yadi Wang, Choyce A. Weatherly, Diego A. Lopez, Kate A. Nguyen, John D. Armstrong & Daniel W. Armstrong. (2018) Effective methodologies for enantiomeric separations of 150 pharmacology and toxicology related 1°, 2°, and 3° amines with core-shell chiral stationary phases. Journal of Pharmaceutical and Biomedical Analysis 155, pages 70-81.
Crossref
Chun Lin, Jun Fan, Wen-na Liu, Yi Tan & Wei-guang Zhang. (2014) Comparative HPLC enantioseparation on substituted phenylcarbamoylated cyclodextrin chiral stationary phases and mobile phase effects. Journal of Pharmaceutical and Biomedical Analysis 98, pages 221-227.
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Alain Berthod, Hai Xiao Qiu, Sergey M. Staroverov, Mikhail A. Kuznestov & Daniel W. Armstrong. 2010. Chiral Recognition in Separation Methods. Chiral Recognition in Separation Methods 203 222 .
Brian Lingfeng He. 2010. Chiral Recognition in Separation Methods. Chiral Recognition in Separation Methods 153 201 .
Ya-Li Hsiao & Shushi Chen. (2009) LC Separation of Enantiomers on Silica-Bonded Thiostrepton Derivatives. Chromatographia 70:7-8, pages 1031-1038.
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Morteza Gholami, Alireza Ghassempour, Reza Alizadeh & Hassan Y. Aboul‐Enein. (2009) Microcolumn LC enantioseparation of chiral compounds using diol silica gel functionalized with vancomycin crystalline degradation products. Journal of Separation Science 32:7, pages 918-922.
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Heinrich Hühnerfuss & Muhammad Raza Shah. (2009) Enantioselective chromatography—A powerful tool for the discrimination of biotic and abiotic transformation processes of chiral environmental pollutants. Journal of Chromatography A 1216:3, pages 481-502.
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Emad L. Izake. (2007) Chiral discrimination and enantioselective analysis of drugs: An overview. Journal of Pharmaceutical Sciences 96:7, pages 1659-1676.
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S. Chen. (2006) The enantioseparation of amino acids on a teicoplanin chiral stationary phase using non-aqueous mobile phases after pre-column derivatization with sulfur-containing reagents: the considerations of mobile phase composition and analyte structure variation on resolution enhancement. Biomedical Chromatography 20:8, pages 718-728.
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Tom Ling Xiao, Eva Tesarova, Jared L. Anderson, Matthew Egger & Daniel W. Armstrong. (2006) Evaluation and comparison of a methylated teicoplanin aglycone to teicoplanin aglycone and natural teicoplanin chiral stationary phases. Journal of Separation Science 29:3, pages 429-445.
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Alexander A Rat’ko, Raluca-Ioana Stefan, Jacobus (Koos) F van Staden & Hassan Y Aboul-Enein. (2004) Determination of l-carnitine using enantioselective, potentiometric membrane electrodes based on macrocyclic antibiotics. Talanta 63:3, pages 515-519.
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Shushi Chen & Timothy Ward. (2004) Comparison of the chiral separation of amino‐acid derivatives by a teicoplanin and R N‐β‐CD CSPs using waterless mobile phases: Factors that enhance resolution . Chirality 16:5, pages 318-330.
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Shushi Chen. (2013) The HPLC Enantioresolution of Phenyl Isothiocyanated Amino Acids on Vancomycin Bonded Phase Using the Acetonitrile‐Based Mobile Phase: A Comparison to the Teicoplanin Phase. Journal of the Chinese Chemical Society 50:6, pages 1177-1182.
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Hassan Aboul-Enein & Imran Ali. 2003. Chiral Separations By Liquid Chromatography And Related Technologies. Chiral Separations By Liquid Chromatography And Related Technologies 137 175 .
Hassan Aboul-Enein & Imran Ali. 2003. Chiral Separations By Liquid Chromatography And Related Technologies. Chiral Separations By Liquid Chromatography And Related Technologies 89 136 .
Shushi Chen. (2013) The HPLC Enantioresolution of Selected Native or Derivatized Amino Acids on Teicoplanin Bonded Chiral Stationary Phase Using a Methanol‐Based Mobile Phase. Journal of the Chinese Chemical Society 49:4, pages 545-551.
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A. Espinosa-Mansilla, I. Durán Merás, A. Zamora Madera, L. Pedano & C. Ferreyra. (2002) Kinetic fluorimetric determination of the antineoplastic methotrexate (MTX) in human serum. Journal of Pharmaceutical and Biomedical Analysis 29:5, pages 851-858.
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Yuan-Qing Xia, David Q. Liu & Ray Bakhtiar. (2002) Use of online-dual-column extraction in conjunction with chiral liquid chromatography tandem mass spectrometry for determination of terbutaline enantiomers in human plasma. Chirality 14:9, pages 742-749.
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Gerald Gübitz & Martin G. Schmid. (2001) Chiral separation by chromatographic and electromigration techniques. A Review. Biopharmaceutics & Drug Disposition 22:7-8, pages 291-336.
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F. Hui, K.H. Ekborg-Ott & D.W. Armstrong. (2001) High-performance liquid chromatographic and capillary electrophoretic enantioseparation of plant growth regulators and related indole compounds using macrocyclic antibiotics as chiral selectors. Journal of Chromatography A 906:1-2, pages 91-103.
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Timothy J Ward & Alton B Farris III. (2001) Chiral separations using the macrocyclic antibiotics: a review. Journal of Chromatography A 906:1-2, pages 73-89.
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Roland Kallenborn & Heinrich HühnerfussRoland Kallenborn & Heinrich Hühnerfuss. 2001. Chiral Environmental Pollutants. Chiral Environmental Pollutants 15 52 .
Yi‐Ping Yu & Shih‐Hsiung Wu. (2001) Simultaneous analysis of enantiomeric composition of amino acids and N ‐acetyl‐amino acids by enantioselective chromatography . Chirality 13:5, pages 231-235.
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Antal Péter, Gabriella Török, Daniel W. Armstrong, Géza Tóth & Dirk Tourwé. (2000) High-performance liquid chromatographic separation of enantiomers of synthetic amino acids on a ristocetin A chiral stationary phase. Journal of Chromatography A 904:1, pages 1-15.
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H. Y. Aboul-Enein & I. Ali. (2000) Macrocyclic antibiotics as effective chiral selectors for enantiomeric resolution by liquid chromatography and capillary electrophoresis. Chromatographia 52:11-12, pages 679-691.
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Keith J. Duff. 2007. Encyclopedia of Analytical Chemistry. Encyclopedia of Analytical Chemistry.
Yoshio Machida & Hiroyuki Nishi. 2007. Encyclopedia of Analytical Chemistry. Encyclopedia of Analytical Chemistry.
R. Bakhtiar & F. L. S. Tse. (2000) High-throughput chiral liquid chromatography/tandem mass spectrometry. Rapid Communications in Mass Spectrometry 14:13, pages 1128-1135.
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Michael Lämmerhofer & Wolfgang Lindner. 2000. Separation Methods in Drug Synthesis and Purification. Separation Methods in Drug Synthesis and Purification 337 437 .
Raluca-Ioana Stefan, Jacobus (Koos) F. van Staden & Hassan Y. Aboul-Enein. (1999) Analysis of Chiral Drugs with Enantioselective Biosensors. An Overview. Electroanalysis 11:16, pages 1233-1235.
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L. Ramos, R. Bakhtiar, T. Majumdar, M. Hayes & F. Tse. (1999) Liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry enantiomeric separation ofdl-threo-methylphenidate, (Ritalin®) using a macrocyclic antibiotic as the chiral selector. Rapid Communications in Mass Spectrometry 13:20, pages 2054-2062.
Crossref
K. Helen Ekborg-Ott, Gina A. Zientara, Jeffrey M. Schneiderheinze, Kyung Gahm & Daniel W. Armstrong. (1999) Avoparcin, a new macrocyclic antibiotic chiral run buffer additive for capillary electrophoresis. Electrophoresis 20:12, pages 2438-2457.
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K.Helen Ekborg-Ott, Xiande Wang & Daniel W. Armstrong. (1999) Effect of Selector Coverage and Mobile Phase Composition on Enantiomeric Separations with Ristocetin A Chiral Stationary Phases. Microchemical Journal 62:1, pages 26-49.
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V. Scott Sharp & Donald S. Risley. (1999) Evaluation of the macrocyclic antibiotic LY333328 as a chiral selector when used as a mobile phase additive in narrow bore HPLC. Chirality 11:1, pages 75-81.
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Daniel W. Armstrong. (2013) The Evolution of Chiral Stationary Phases for Liquid Chromatography. Journal of the Chinese Chemical Society 45:5, pages 581-590.
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Ivan Mikšík & Zdeněk Deyl. 1998. Advanced Chromatographic and Electromigration Methods in BioSciences. Advanced Chromatographic and Electromigration Methods in BioSciences 609 650 .
Antal Péter, Gabriella Török & Daniel W Armstrong. (1998) High-performance liquid chromatographic separation of enantiomers of unusual amino acids on a teicoplanin chiral stationary phase. Journal of Chromatography A 793:2, pages 283-296.
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D.W. Armstrong, L.W. Chang & S.S.C. Chang. (1998) Mechanism of capillary electrophoresis enantioseparations using a combination of an achiral crown ether plus cyclodextrins. Journal of Chromatography A 793:1, pages 115-134.
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K. Helen Ekborg-Ott, John P. Kullman, Xiande Wang, Kyung Gahm, Lingfeng He & Daniel W. Armstrong. (1998) Evaluation of the macrocyclic antibiotic avoparcin as a new chiral selector for HPLC. Chirality 10:7, pages 627-660.
Crossref
K. Helen Ekborg-Ott, Youbang Liu & Daniel W. Armstrong. (1998) Highly enantioselective HPLC separations using the covalently bonded macrocyclic antibiotic, ristocetin A, chiral stationary phase. Chirality 10:5, pages 434-483.
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Lars A. Svensson, Karl-Erik Karlsson, Anders Karlsson & J�rgen Vessman. (1998) Immobilized vancomycin as chiral stationary phase in packed capillary liquid chromatography. Chirality 10:3, pages 273-280.
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Oliver P. Kleidernigg & C.Oliver Kappe. (1997) Separation of enantiomers of 4-aryldihydropyrimidines by direct enantioselective HPLC. A critical comparison of chiral stationary phases. Tetrahedron: Asymmetry 8:12, pages 2057-2067.
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Hong Wan & Lars G. Blomberg. (2005) Chiral separation of DL ‐peptides and enantioselective interactions between teicoplanin and D ‐peptides in capillary electrophoresis . ELECTROPHORESIS 18:6, pages 943-949.
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Mary P. Gasper, Alain Berthod, Usha B. Nair & Daniel W. Armstrong. (1996) Comparison and Modeling Study of Vancomycin, Ristocetin A, and Teicoplanin for CE Enantioseparations. Analytical Chemistry 68:15, pages 2501-2514.
Crossref
Kimber L. Rundlett, Mary P. Gasper, Eve Y. Zhou & Daniel W. Armstrong. (1996) Capillary electrophoretic enantiomeric separations using the glycopeptide antibiotic, teicoplanin. Chirality 8:1, pages 88-107.
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Daniel W. Armstrong, Youbang Liu & K. Helen Ekborgott. (2004) A covalently bonded teicoplanin chiral stationary phase for HPLC enantioseparations. Chirality 7:6, pages 474-497.
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