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Journal of Liquid Chromatography Volume 4, 1981 - Issue 4
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Original Articles

Resolution of the Optical Isomers of Underivatisized Amino Acids on Chemically Bonded Chiral Phases by Ligand Exchange Chromatography

G. Gübitz Institut für Pharmazeutische Chemie, Universität Graz, A-8010, Graz, Austria
,
W. Jellenz Institut für Pharmazeutische Chemie, Universität Graz, A-8010, Graz, Austria
&
W. Santi Analytical Research and Development, Pharmaceutical Division, SANDOZ Ltd., CH-4002, Switzerland
Pages 701-712 | Published online: 05 Dec 2006

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JanF. Biernat, Piotr Konieczka, BryonJ. Tarbet, JeraldS. Bradshaw & ReedM. Izatt. (1994) Complexing and Chelating Agents Immobilized on Silica Gel and Related Materials and Their Application for Sorption of Inorganic Species. Separation and Purification Methods 23:2, pages 77-348.
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San Chun Chang, LisaR. Wang & DanielW. Armstrong. (1992) Facile Resolution OF N-tert-Butoxy-Carbonyl Amino Acids: The Importance of Enantiomeric Purity in Peptide Synthesis. Journal of Liquid Chromatography 15:9, pages 1411-1429.
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AmrikL. Khurana. (1990) Food analysis on silica‐bound HPLC phases. Critical Reviews in Food Science and Nutrition 29:3, pages 197-235.
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Daniel W. Armstrong, Soon M. Han & Willie L. Hinze. (1988) Enantiomeric Separations in Chromatography. C R C Critical Reviews in Analytical Chemistry 19:3, pages 175-224.
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G. Gübitz. (1986) Direct Separation of Enantiomers by High Performance Ligand Exchange Chromatography on Chemically Bonded Chiral Phases. Journal of Liquid Chromatography 9:2-3, pages 519-535.
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D. Charmotl, R. Audebert & C. Quivoron. (1985) Retention Mechanism in Ligand exchange Chromatography of α-Amino Acids: Improved Resolution of Racemates with A New Mutildentate Polymeric Packing. Journal of Liquid Chromatography 8:10, pages 1753-1767.
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JeromeW. O'laughlin. (1984) High Performance Liquid Chromatography of Metal Chelates. Journal of Liquid Chromatography 7:sup001, pages 127-204.
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D. Sacco & E. Dellacherie. (1983) Ligand Exchange Chromatography of Cephalosporin C on Polystyrene Resins Containing Copper Complex of Lysine Derivatives. Journal of Liquid Chromatography 6:13, pages 2543-2556.
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David Jin Han Seog, Nguyen van Kien & Jae Jeong Ryoo. (2023) Amino alcohol‐derived chiral stationary phases. Chirality 35:10, pages 739-752.
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Shengqiang Tong, Mangmang Shen, Dongping Cheng, Yamei Zhang, Yoichiro Ito & Jizhong Yan. (2014) Chiral ligand exchange high-speed countercurrent chromatography: mechanism and application in enantioseparation of aromatic α-hydroxyl acids. Journal of Chromatography A 1360, pages 110-118.
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Boelo Schuur, Bastiaan J. V. Verkuijl, Adriaan J. Minnaard, Johannes G. de Vries, Hero J. Heeres & Ben L. Feringa. (2011) Chiral separation by enantioselective liquid–liquid extraction. Org. Biomol. Chem. 9:1, pages 36-51.
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Zvi RappoportMieczysłlaw Zieliński & Marianna Kańska. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Elfriede Pittler, Nina Grawatsch, Dörte Paul, Gerald Gübitz & Martin G. Schmid. (2009) Enantioseparation of amino acids, α‐hydroxy acids, and dipeptides by ligand‐exchange CEC using silica‐based chiral stationary phases. ELECTROPHORESIS 30:16, pages 2897-2904.
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Ulf Madsen, Hans Bräuner-Osborne, Karla Frydenvang, Lise Hvene, Tommy N. Johansen, Birgitte Nielsen, Connie Sánchez, Tine B. Stensbøl, Francois Bischoff & Povl Krogsgaard-Larsen. (2001) Synthesis and Pharmacology of 3-Isoxazolol Amino Acids as Selective Antagonists at Group I Metabotropic Glutamic Acid Receptors. Journal of Medicinal Chemistry 44:7, pages 1051-1059.
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Stine B. Vogensen, Henrik S. Jensen, Tine B. Stensb�l, Karla Frydenvang, Benny Bang-Andersen, Tommy N. Johansen, Jan Egebjerg & Povl Krogsgaard-Larsen. (2000) Resolution, configurational assignment, and enantiopharmacology of 2-amino-3-[3-hydroxy-5-(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl]propionic acid, a potent GluR3- and GluR4-preferring AMPA receptor agonist. Chirality 12:10, pages 705-713.
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Tine B Stensbøl, Lars Borre, Tommy N Johansen, Jan Egebjerg, Ulf Madsen, Bjarke Ebert & Povl Krogsgaard-Larsen. (1999) Resolution, absolute stereochemistry and molecular pharmacology of the enantiomers of ATPA. European Journal of Pharmacology 380:2-3, pages 153-162.
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Erik Falch, Lotte Brehm, Ivan Mikkelsen, Tommy N. Johansen, Niels Skjærbæk, Birgitte Nielsen, Tine B. Stensbøl, Bjarke Ebert & Povl Krogsgaard-Larsen. (1998) Heteroaryl Analogues of AMPA. 2. Synthesis, Absolute Stereochemistry, Photochemistry, and Structure−Activity Relationships. Journal of Medicinal Chemistry 41:14, pages 2513-2523.
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Tommy N. Johansen, Bjarke Ebert, Hans Bräuner-Osborne, Michael Didriksen, Inge T. Christensen, Karina K. Søby, Ulf Madsen, Povl Krogsgaard-Larsen & Lotte Brehm. (1998) Excitatory Amino Acid Receptor Ligands:  Resolution, Absolute Stereochemistry, and Enantiopharmacology of 2-Amino-3-(4-butyl-3-hydroxyisoxazol-5-yl)propionic Acid. Journal of Medicinal Chemistry 41:6, pages 930-939.
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O.P Kleidernigg & W Lindner. (1998) Indirect separation of chiral proteinogenic α-amino acids using the fluorescence active (1R,2R)-N-[(2-isothiocyanato)cyclohexyl]-6-methoxy-4-quinolinylamide) as chiral derivatizing agent. Journal of Chromatography A 795:2, pages 251-261.
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Niels Skjærbæk, Lotte Brehm, Tommy N. Johansen, Lene M. Hansen, Birgitte Nielsen, Bjarke Ebert, Karina K. Søby, Tine B. Stensbøl, Erik Falch & Povl Krogsgaard-Larsen. (1998) Aryl and cycloalkyl analogues of AMPA: synthetic, pharmacological and stereochemical aspects. Bioorganic & Medicinal Chemistry 6:1, pages 119-131.
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Haleh Ahmadian, Birgitte Nielsen, Hans Bräuner-Osborne, Tommy N. Johansen, Tine B. Stensbøl, Frank A. Sløk, Naohiro Sekiyama, Shigetada Nakanishi, Povl Krogsgaard-Larsen & Ulf Madsen. (1997) ( S )-Homo-AMPA, a Specific Agonist at the mGlu 6 Subtype of Metabotropic Glutamic Acid Receptors . Journal of Medicinal Chemistry 40:22, pages 3700-3705.
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Tommy N. Johansen, Karla Frydenvang, Bjarke Ebert, Ulf Madsen & Povl Krogsgaard-Larsen. (1997) Excitatory amino acid receptor antagonists: Resolution, absolute stereochemistry, and pharmacology of (S)- and (R)-2-amino-2-(5-tert-butyl-3-hydroxyisoxazol-4-yl)acetic acid (ATAA). Chirality 9:5-6, pages 529-536.
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Tommy N. Johansen, Bjarke Ebert, Erik Falch & Povl Krogsgaard-Larsen. (1997) AMPA receptor agonists: Resolution, configurational assignment, and pharmacology of (+)-(S)- and (-)-(R)-2-amino-3-[3-hydroxy-5-(2-pyridyl)-isoxazol-4-yl]-propionic acid (2-Py-AMPA). Chirality 9:3, pages 274-280.
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