78
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

Improvement of Chiral Discrimination of Acidic Enantiomers on Teicoplanin Stationary Phase by the Use of Chaotropic Effect

Pages 948-963 | Received 20 Sep 2008, Accepted 04 Nov 2008, Published online: 09 Mar 2009

REFERENCES

  • Peter , A. ; Török , G. ; Armstrong , D.W. High-performance liquid chromatographic separationof enantiomers of unusual amino acids on a teicoplanin stationary phase . J. Chromatogr. A. 1998 , 793 , 283 – 296 .
  • Xiao , T.L. ; Tesarova , E. ; Anderson , J.L. ; Egger , M. ; Armstrong , D.W. Evaluation and comparison of a methylated teicoplanin aglycone to teicoplanin aglycone and natural teicoplanin chiral stationary phases . J. Sep. Sci. 2006 , 29 , 429 – 445 .
  • Courderot , C.M. ; Perrin , F. ; Guillaume , Y.C. ; Truong , T.T. ; Millet , J. ; Thomassin , M. ; Chaumont , J.P. ; Nicod , L. Anal. Chim. Acta 2002, 457, 149–155.
  • Ghassempour , A. ; Aboul-Enein , H.Y. Vancomycin degradation products as potential chiral selectors in eantiomeric separation of racemic compounds . J. Chromatogr. A. 2008 , 1191 , 182 – 187 .
  • Clifford , R.M. ; Armstrong , D.W. ; Berthod , A. Could linear solvation energy relationships give insights into chiral recognition mechanisms? 2 . Characterization of macrocyclic glycopeptide stationary phases. J. Chromatogr. A. 2007 , 1166 , 70 – 78 .
  • Lokajova , J. ; Tesarova , E. ; Armstrong , D.W. Comparative study of three teicoplanin-based chiral stationary phases using the linear free energy relationship model . J. Chromatogr. A. 2005 , 1088 , 57 – 66 .
  • Peter , A. ; Török , R.T. ; Armstrong , D.W. Direct high-performance liquid chromatographic separation of unusual secondary amino acids and a comparison of the performances of Chirobiotic T and TAG columns . J. Chromatogr. A. 2004 , 1057 , 229 – 235 .
  • Loukili , B. ; Dufresne , Ch. ; Jourdan , E. ; Grosset , C. ; Ravel , A. ; Villet , A. ; Peyrin , E. Study of tryptophan enantiomer binding to a teicoplanin-based stationary phase using the perturbation technique Investigation of the role of sodium perchlorate in solute retention and enantioselectivity . J. Chromatogr. A. 2003 , 986 , 45 – 53 .
  • Peyrin , E. ; Ravelet , C. ; Nicolle , E. ; Villet , A. ; Grosset , C. ; Ravel , A. ; Alary , J. Dansyl amino acid enantiomer separation on a teicoplanin chiral stationary phase: effect of eluent pH . J. Chromatogr. A. 2001 , 923 , 37 – 43 .
  • Jiang , H. ; Li , Y. ; Pelzer , M. ; Cannon , M.J. ; Randlett , Ch. ; Junega , H. ; Jiang , X. ; Ji , Q.C. Determination of molindone enantiomers in human plasma by high-performance liquid chromatography–tandem mass spectrometry using macrocyclic antibiotic chiral stationary phases J . Chromatogr. A. 2008 , 1192 , 230 – 238 .
  • Armstrong , D.W. ; Rundlett , K. ; Chen , J.R. Evaluation of the macrocyclic antibiotic vancomycin as a chiral selector for capillary electrophoresis . Chirality. 1994 , 6 , 496 – 509 .
  • Armstrong , D.W. ; Gasper , M. ; Rundlett , K. Highly enantioselective capillary electrophoretic separations with dilute solutions of the macrocyclic antibiotic ristocetin A . J. Chromatogr. A. 1995 , 68 , 285 – 304 .
  • Armstrong , D.W. ; Liu , Y. ; Ekborgott , K.H. A covalently bonded teicoplanin chiral stationary phase for HPLC enantioseparations . Chirality. 1995 , 7 , 474 – 497 .
  • Armstrong , D.W. ; Tang , Y. ; Cen , S. ; Zhou , Y. ; Bagwill , C. ; Chen , J.R. Macrocyclic antibiotics as a new class of chiral selectors for liquid chromatography . Anal. Chem. 1994 , 66 , 1473 – 1484 .
  • Armstrong , D.W. ; Rundlett , K.K. ; Reid , G.R. Use of a Macrocyclic Antibiotic, Rifamycin B, and Indirect Detection for the Resolution of Racemic Amino Alcohols by CE . Anal. Chem. 1994 , 66 , 1690 – 1695 .
  • Berthod , A. , Liu , Y. ; Bagwill , C. ; Armstrong , D.W. Facile liquid chromatographic enantioresolution of native amino acids and peptides using a teicoplanin chiral stationary phase. J. Chromatogr. A. 1996, 731, 123–137.
  • Lämmerhofer , M. Chiral separations by capillary electromigration techniques in nonaqueous media II . Enantioselective nonaqueous capillary electrochromatography. J. Chromatogr. A. 2005 , 1068 , 31 – 57 .
  • Ward , T.J. ; Dann, III , C. ; Blaylock , A. Enantiomeric resolution using the macrocyclic antibiotics rifamycin B and rifamycin SV as chiral selectors for capillary electrophoresis . J. Chromatogr. A. 1995 , 715 , 337 – 344 .
  • Medvedovici , A. ; Sandra , P. ; Toribio , L. ; David , F. Chiral packed column subcritical fluid chromatography on polysaccharide and macrocyclic antibiotic chiral stationary phases . J. Chromatogr. A. 1997 , 785 , 159 – 171 .
  • Zarzycki , P.K. ; Nowakowska , J. ; Chmielewska , A. ; Wierzbowska , M. ; Lamparczyk , H. Thermodynamic study of the retention behaviour of selected macrocycles using reversed-phase high-performance thin-layer chromatography plates and methanol-water mobile phases . J. Chromatogr. A. 1997 , 787 , 227 – 233 .
  • Ward , T.J. ; Farris, III , A.B. Chiral separations using the macrocyclic antibiotics: A review . J. Chromatogr. A. 2001 , 906 , 73 – 89 .
  • Dalgliesh , C.E. The optical resolution of aromatic amino-acids on paper chromatograms . J. Chem. Soc. 1952 , 17 , 3940 – 3942 .
  • Lee , J.T. ; Bell , D.S. ; Beesley , T.E. HPLC 2008, 32nd International Symposium on High Performance Liquid Phase Separations and Related Techniques, May 10–16, 2008, Baltimore, MD, USA.
  • LoBrutto , R. ; Jones , A. ; Kazakevich , Y.V. ; McNair , H.M. Effect of the eluent pH and acidic modifiers in high-performance liquid chromatography retention of basic analytes . J. Chromatogr. A. 2001 , 913 , 173 – 187 .
  • Pan , L. ; LoBrutto , R. ; Kazakevich , Y.V. ; Thompson , R. Influence of inorganic mobile phase additives on the retention, efficiency and peak symmetry of protonated basic compounds in reversed-phase liquid chromatography . J. Chromatogr. A. 2004 , 1049 , 63 – 73 .
  • LoBrutto , R. ; Jones , A. ; Kazakevich , Y.V. Effect of counter-anion concentration on retention in high-performance liquid chromatography of protonated basic analytes . J. Chromatogr. A. 2001 , 913 , 189 – 196 .
  • Kazakevich , Y.V. ; LoBrutto , R. ; Chan , F. ; Patel , T. Interpretation of the excess adsorption isotherms of organic eluent components on the surface of reversed-phase adsorbents Effect on the analyte retention . J. Chromatogr. A. 2001 , 913 , 75 – 87 .
  • Flieger , J. The effect of chaotropic mobile phase additives on the separation of selected alkaloids in reversed-phase high-performance liquid chromatography . J. Chromatogr. A. 2006 , 1113 , 37 – 44 .
  • Flieger , J. Effect of mobile phase composition on the retention of selected alkaloids in reversed-phase liquid chromatography with chaotropic salts . J. Chromatogr. A. 2007 , 1175 , 207 – 216 .
  • Melander , W. ; Horvath , Cs. in High-Performance Liquid Chromatography-Advances and Perspectives , Vol. 2 ; Horvath , C.S. , Ed.; Academic Press : New York , 1980 .
  • Davydov , V.Y. ; Gonzales , M.E. ; Kiselev , A.V. ; Lenda , K. Physico-chemical applications of liquid chromatography II. Investigations of the surface properties of chemically modified silica gels and of the adsorption of cardiac glycosides from solutions. Chromatographia. 1981, 14, 13–18.
  • Cole , L.A. ; Dorsey , J.G. Temperature dependence of retention in reversed-phase liquid chromatography . 1. Stationary-phase considerations. Anal. Chem. 1992 , 64 , 1317 – 1323 .
  • Berthod , A. ; He , B.L. ; Beesley , T.E. Temperature and enantioseparation by macrocyclic glycopeptide chiral stationary phases . J. Chromatogr. A. 2004 , 1060 , 205 – 214 .
  • Dai , J. ;. Carr , P.W. Role of ion pairing in anionic additive effects on the separation of cationic drugs in reversed-phase liquid chromatography . J. Chromatogr. A. 2005 , 107 , 169 – 184 .
  • Dai , J. ; Mendonsa , S.D. ; Bowser , M.T. ; Lucy , C.A. ; Carr , P.W. Effect of anionic additive type on ion pair formation constants of basic pharmaceuticals . J. Chromatogr. A. 2005 , 1069 , 225 – 234 .
  • Miyabe , K. ; Guiochon , G. Extrathermodynamic Relationships in Reversed-Phase Liquid Chromatography . Anal. Chem. 2002 , 74 , 5754 – 5765 .
  • Ranatunga , R. ; Vitha , M.F. ; Carr , P.W. Mechanistic implications of the equality of compensation temperatures in chromatography . J. Chromatogr. A. 2002 , 946 , 47 – 49 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.