Effect of acidic mobile phase additives on chiral selectivity for phenylalanine analogs using subcritical fluid chromatography

Chirality

Volumn 11, Issue 2, 1999, Pages 91-97

  Blackwell, John A ^a  

^a DUPONT COMPANY   (United States)

Author keywords

Chiral resolution; Mobile phase additive; Phenylalanine analogs; Subcritical fluid chromatography

Indexed keywords

ACETIC ACID; CHLOROACETIC ACID; DICHLOROACETIC ACID; MESYLIC ACID; PHENYLALANINE DERIVATIVE; TRIFLUOROACETIC ACID;

ACIDITY; ARTICLE; CHIRALITY; CHROMATOGRAPHY; DRUG DETERMINATION; DRUG SELECTIVITY; ENANTIOMER; PKA; PRIORITY JOURNAL;

EID: 0032928204     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1520-636X(1999)11:2<91::AID-CHIR2>3.0.CO;2-N     Document Type: Article

References (22)

1. Williams KL, Sander LC. Enantiomer separations on chiral stationary phases in supercritical fluid chromatography. J Chromatogr 1997;785: 149-158.
2. Medvedovici A, Sandra P, Toribio L, David F. Chiral packed column subcritical fluid chromatography on polysaccharide and macrocyclic antibiotic stationary phases. J Chromatogr 1997;785:159-171.
3. Wolf C, Pirkle WH. Enantiomer separation by supercritical fluid chromatography on packed columns. LC-GC 1997;15:352-363.
4. Petersson P, Markides KE. Chiral separations performed by supercritical fluid chromatography. J Chromatogr 1994;666:381-394.
5. Smith RJ, Taylor DR, Wilkins SM. Temperature dependence of chiral discrimination in supercritical fluid chromatography and high-performance liquid chromatography. J Chromatogr 1995;697:591-596.
6. Loughlin T, Thompson R, Bicker G, Tway P, Grinberg N. Use of subcritical fluid chromatography for the separation of enantiomers using packed cellulose based stationary phase. Chirality 1996;8:157-162.
7. Kot A, Sandra P, Venema A. Sub and supercritical fluid chromatography on packed columns: a versatile tool for enantioselective separation of basic and acidic drugs. J Chromatogr Sci 1994;32:439-448.
8. Heaton DM, Bartle KD, Clifford AA, Klee MS, Berger TA. Retention prediction based on molecular interactions in packed-column supercritical fluid chromatography. Anal Chem 1994;66:4253-4257.
9. Pyo D, Li W, Lee ML, Weckwerth JD, Carr PW. Addition of methanol to the mobile phase in packed capillary column supercritical fluid chromatography. Retention mechanisms from linear solvation energy relationships. J Chromatogr 1996;753:291-298.
10. Cantrell GO, Stringham RW, Blackwell JA. Effect of various modifiers on selectivity in packed column subcritical and supercritical fluid chromatography. Anal Chem 1996;68:3645-3650.
11. Stringham RW, Weckwerth JD, Blackwell JA. Effect of mobile phase additives in packed column subcritical and supercritical fluid chromatography. Anal Chem 1997;69:409-415.
12. Blackwell JA, Stringham RW. Temperature effects on selectivity using carbon dioxide-based mobile phases on silica-based packed columns near the mixture critical point. Chromatographia 1997;44:521-528.
13. Blackwell JA, Stringham RW. Characterization of temperature dependent modifier effects in SFC using linear solvation energy relationships. Chromatographia 1997;46:301-308.
14. Blackwell JA, Stringham RW. Comparison of various bulk fluids and modifiers as near-critical mobile phases on a polymeric column using linear solvation energy relationships. J High Resolut Chromatogr 1997;20:631-637.
15. Biermanns P, Miller C, Lyon V, Wilson W. Chiral resolution of β-blockers by packed column supercritical fluid chromatography. LC-GC 1993;10:744-747.
16. Blackwell JA. Optimization of chiral resolution for isoxazoline-based IIb/IIIa antagonists using various mobile phase additives in subcritical fluid chromatography. Chirality 1998;10:338-342.
17. Yonker CR, Frye SL, Kalkwarf DR, Smith RD. Characterization of supercritical fluid solvents using solvatochromic shifts. J Phys Chem 1986;90:3022-3026.
18. Deye JF, Berger TA, Anderson AG. Nile red as a solvatochromic dye for measuring solvent strength in normal liquids and mixtures or normal liquids with supercritical and near critical fluids. Anal Chem 1990;62:615-622.
19. Ekart MP, Bennett KL, Eckert CA. Effects of specific interactions in supercritical fluid solutions. In: Kiran E, Brennecke JF, editors. Supercritical fluid engineering science. Washington, DC: American Chemical Society Press; 1993. p 228-234.
20. Dean JA, editor. Lange's handbook of chemistry. 13th ed. New York: McGraw-Hill; 1985.
21. a values for strong acids. Can J Chem 1978;56:2342-2354.
22. Bargmann-Leyder N, Sella C, Bauer D, Tambute A, Caude M. Supercritical fluid chromatographic separation of β-blockers on Chyrosine A: investigation of the chiral recognition mechanism using molecular modeling. Anal Chem 1995;67:952-958.