Chiral HPLC Separation on Derivatized Cyclofructan Versus Cyclodextrin Stationary Phases

REFERENCES

• Aranyi , A. , I. Ilisz , Z. Pataj , I. Szatmári , F. Fülöp , D. W. Armstrong , and A. Péter . 2011 . High-performance liquid chromatographic enantioseparation of Betti base analogs on a newly developed isopropyl carbamate-cyclofructan6-based chiral stationary phase . Chirality 23 : 549 – 556 .
   Web of Science ®Google Scholar
• Armstrong , D. W. , and W. DeMond . 1984 . Cyclodextrin bonded phases for the liquid chromatographic separation of optical, geometrical, and structural isomers . J. Chromatogr. Sci. 22 : 411 – 415 .
   Web of Science ®Google Scholar
• Armstrong , D. W. , A. M. Stalcup , M. L. Hilton , J. D. Duncan , J. R. Faulkner , and S. Chang . 1990. Derivatized cyclodextrins for normal-phase liquid chromatographic separation of enantiomers. Anal. Chem. 62: 1610–1615.
   Web of Science ®Google Scholar
• Beesly , T. E. , and R. P. W. Scott . 1998 . Chiral Chromatography . Chichester , UK : Wiley and Sons .
   Google Scholar
• Cavazzini , A. , L. Pasti , A. Massi , N. Marchetti , and F. Dondi . 2011 . Recent applications in chiral high performance liquid chromatography: A review . Anal. Chim. Acta 706 : 205 – 222 .
   PubMed Web of Science ®Google Scholar
• Han , S. M. 1997 . Direct enantiomeric separations by high performance liquid chromatography using cyclodextrins . Biomed. Chromatogr. 11 : 259 – 271 .
   PubMed Web of Science ®Google Scholar
• Han , X. , A. Berthod , K. Wang , K. Huang , and D. W. Armstrong . 2007 . Super/subcritical fluid chromatography separation with four synthetic polymeric chiral stationary phases . Chromatographia 65 : 381 – 400 .
   Web of Science ®Google Scholar
• Immel , S. , G. E. Schmitt , and F. W. Lichtenthaler . 1998 . Cyclofructins with six to ten β-(2,1) linked fructofuranose units: Geometries, electrostatic profiles, lipophilicity patterns, and potential for inclusion complexation . Carbohydr. Res. 313 : 91 – 105 .
   PubMed Web of Science ®Google Scholar
• Janečková , L. , K. Kalíková , J. Vozka , D. W. Armstrong , Z. Bosáková , and E. Tesařová . 2011 . Characterization of cyclofructan-based chiral stationary phases by linear free energy relationship . J. Sep. Sci. 34 : 2639 – 2644 .
   Web of Science ®Google Scholar
• Kalíková , K. , L. Janečková , D. W. Armstrong , and E. Tesařová . 2011 . Characterization of new R-naphthylethyl cyclofructan 6 chiral stationary phase and its comparison with R-naphthylethyl β-cyclodextrin-based column . J. Chromatogr. A 1218 : 1393 – 1398 .
   PubMed Web of Science ®Google Scholar
• Kalíková , K. , M. Riesová , and E. Tesařová . 2011 . Recent chiral selectors for separation in HPLC and CE . Centr. Eur. J. Chem. DOI: 10.2478/s11532-011-0142-3 .
   Google Scholar
• Kočovský , P. , Š. Vyskočil , and M. Smrčina . 2003 . Non-symmetrically substituted 1,1 '-binaphthyls in enantioselective catalysis . Chem. Rev. 103 : 3213 – 3245 .
   PubMed Web of Science ®Google Scholar
• Lämmerhofer , M. 2010 . Chiral recognition by enantioselective liquid chromatography: Mechanisms and modern chiral stationary phases . J. Chromatogr. A 1217 : 814 – 856 .
   PubMed Web of Science ®Google Scholar
• Loukotková , L. , M. Rambousková , Z. Bosáková , and E. Tesařová . 2008 . Cellulose tris(3,5-dimethylphenylcarbamate)-based chiral stationary phases as effective tools for enantioselective HPLC separation of structurally different disubstituted binaphthyls . Chirality 20 : 900 – 909 .
   Web of Science ®Google Scholar
• Loukotková , L. , E. Tesařová , Z. Bosáková , P. Repko , and D. W. Armstrong . 2010 . Comparison of HPLC enantioseparation of substituted binaphthyls on CD-, polysaccharide- and synthetic polymer-based chiral stationary phases . J. Sep. Sci. 33 : 1244 – 1254 .
   Web of Science ®Google Scholar
• Muderawan , W. , T. T. Ong , and S. Ch . Ng . 2006 . Urea bonded cyclodextrin derivatives onto silica for chiral HPLC . J. Sep. Sci. 29 : 1849 – 1871 .
   PubMed Web of Science ®Google Scholar
• Padivitage , N. L. T. , and D. W. Armstrong . 2011 . Sulfonated cyclofructan 6 based stationary phase for hydrophilic interaction chromatography . J. Sep. Sci. 34 : 1636 – 1647 .
   PubMed Web of Science ®Google Scholar
• Qiu , H. , X. Liang , M. Sun , and S. Jiang . 2011 . Development of silica-based stationary phases for high-performance liquid chromatography . Anal. Bioanal. Chem. 399 : 3307 – 3322 .
   Web of Science ®Google Scholar
• Qiu , H. , L. Loukotková , P. Sun , E. Tesařová , Z. Bosáková , and D. W. Armstrong . 2011 . Cyclofructan 6 based stationary phases for hydrophilic interaction liquid chromatography . J. Chromatogr. A 1218 : 270 – 279 .
   PubMed Web of Science ®Google Scholar
• Remsburg , J. W. , D. W. Armstrong , A. Péter , and G. Tóth . 2008 . LC enantiomeric separation of unusual amino acids using cyclodextrin-based stationary phases . J. Liq. Chromatogr. R. T. 31 : 219 – 230 .
   Web of Science ®Google Scholar
• Sawada , M. , T. Tanaka , Y. Takai , T. Hanafusa , T. Taniguchi , M. Kawamura , and T. Uchiyama . 1991 . The crystal structure of cycloinulohexaose produced from inulin by cycloinulo-oligosaccharide fructanotransferase . Carbohydr. Res. 217 : 7 – 17 .
   Web of Science ®Google Scholar
• Sovák , M. , A. L. Seligson , R. Kučerová , M. Bienová , M. Hajdúch , and M. Buček . 2002 . Fluridil, a rationally designed topical agent for androgenetic alopecia: First clinical experience . Dermatol. Surg. 28 : 678 – 685 .
   PubMed Web of Science ®Google Scholar
• Sun , P. , and D. W. Armstrong . 2010. Effective enantiomeric separations of racemic primary amines by the isopropyl carbamate-cyclofructan6 chiral stationary phase. J. Chromatogr. A 1217: 4904–4918.
   PubMed Web of Science ®Google Scholar
• Sun , P. , C. Wang , Z. S. Breitbach , Y. Zhang , and D. W. Armstrong . 2009 . Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans . Anal. Chem. 81 : 10215 – 10226 .
   PubMed Web of Science ®Google Scholar
• Sun , P. , C. Wang , N. L. T. Padivitage , Z. S. Nanayakkara , S. Perera , H. X. Qiu , Y. Zhang , and D. W. Armstrong . 2011 . Evaluation of aromatic-derivatized cyclofructans 6 and 7 as HPLC chiral selectors . Analyst 136 : 787 – 800 .
   PubMed Web of Science ®Google Scholar
• Tang , W. , and S. Ch . Ng . 2008 . Monosubstituted positively charged cyclodextrins: Synthesis and applications in chiral separation . J. Sep. Sci. 31 : 3246 – 3256 .
   Web of Science ®Google Scholar
• Vyskočil , Š. , L. Meca , L. Tišlerová , I. Císařová , M. Polášek , S. R. Harutyunyan , et al. . 2002 . 2,8′-disubstituted-1,1′-binaphthyls: A new pattern in chiral ligands . Chem.-Eur. J. 8 : 4633 – 4648 .
   Web of Science ®Google Scholar
• Zhou , Z. , X. Li , X. Chen , and X. Hao . 2010 . Synthesis of ionic liquids functionalized β-cyclodextrin-bonded chiral stationary phases and their applications in high-performance liquid chromatogramy . Anal. Chim. Acta 678 : 208 – 214 .
   PubMed Web of Science ®Google Scholar