The Design of Chiral Separation Media Using Monodisperse Functionalized Macroporous Beads: Effects of Polymer Matrix, Tether, and Linkage Chemistry

Analytical Chemistry

Volumn 70, Issue 8, 1998, Pages 1629-1638

  Lewandowski, Kevin ^a   Murer, Peter ^a   Svec, Frantisek ^a   Fréchet, Jean M J ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 HYDROXYETHYL METHACRYLATE; CARBAMIC ACID DERIVATIVE; DRUG DERIVATIVE; METHACRYLIC ACID DERIVATIVE; MICROSPHERE; POLYMER; UREA; VALINE;

ARTICLE; CHEMISTRY; EMULSION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METHODOLOGY; STEREOISOMERISM;

CARBAMATES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; EMULSIONS; METHACRYLATES; MICROSPHERES; POLYMERS; STEREOISOMERISM; UREA; VALINE;

AMINO ACIDS; MONOMERS; POLYMERIZATION; POROUS MATERIALS; SEPARATION;

AMINOALKYL METHACRYLATES; CHIRAL SEPARATION MEDIA; ENANTIOSELECTIVITIES; HYDROXYETHYL METHACRYLATES; MONODISPERSED METHACRYLATES;

ORGANIC POLYMERS;

EID: 0032046729     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac971196x     Document Type: Article

References (45)

1. Ahuja, S., Ed. Chiral Separations: Applications and Technology; American Chemical Society: Washington, DC, 1997. Jinno, K. Chromatographic Separations Based on Molecular Recognition; Wiley-VCH: New York, 1997.
2. Ahuja, S., Ed. Chiral Separations: Applications and Technology; American Chemical Society: Washington, DC, 1997. Jinno, K. Chromatographic Separations Based on Molecular Recognition; Wiley-VCH: New York, 1997.
3. Francotte, E. In The Impact of Stereochemistry on Drug Development and Use; Aboul-Enein, H. Y., Wainer, I. W., Eds.; Wiley-VCH: New York, 1997; p 633.
4. Allenmark, S. Chromatographic Enantioseparation: Methods and Applications, 2nd ed.; Ellis Horwood: New York, 1991.
5. Ahuja, S., Ed. Chiral Separations by Liquid Chromatography, ACS Symposium Series 471; American Chemical Society: Washington, DC, 1991.
6. Siret, L.; Bargmann-Leyder, N.; Tabute, A.; Caude, M. Analusis 1992, 20, 427-435.
7. Pirkle, W. H.; Welch, C. J. J. Chromatogr. 1992, 589, 45-51.
8. Pirkle, W. H.; Liu, Y. J. Org. Chem. 1994, 59, 6911-6916.
9. Guillaume, M.; Sebille, B. Eur. Polym. J. 1996, 32, 19-26.
10. Schleimer, M.; Pirkle, W. H.; Schurig, V. J. Chromatogr. 1994, 679, 23-24.
11. Pirkle, W. H.; Readnour, R. S. Chromatographia 1991, 31, 129-132.
12. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
13. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
14. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
15. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
16. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
17. Svec, F.; Fréchet, J. M. J. Science 1996, 273, 205-211. Neue, U. D. HPLC Columns. Theory, Technology, and Practice; Wiley-VCH: New York, 1997. Lloyd, L. L. J. Chromatogr. 1991, 544, 201-217. Mikes, O.; Coupek, J. In HPLC of Biological Macromolecules: Methods and Applications; Gooding, K. M., Regnier, F. E., Eds.; Dekker: New York, 1990; pp 25-46. Unger, K. K., Ed. Packings and Stationary Phases in Chromatographic Techniques; Dekker New York, 1990. Tanaka, N.; Araki, M. Adv. Chromatogr. 1989, 30, 81-122.
18. Mosbach, K. Trends Biochem. Sci. 1994, 19, 9-14.
19. Hosoya, K.; Yoshizaku, K.; Tanaka, N.; Kimata, K.; Araki, T.; Fréchet, J. M. J. J. Chromatogr. 1994, 666, 449-455.
20. Liu, Y.; Svec, F.; Fréchet, J. M. J. Anal. Chem. 1997, 69, 61-65.
21. Houssin, R.; Bernier, J. L.; Henichart, J. P. Synthesis 1988, 259-261.
22. Lewandowski, K.; Svec, F.; Fréchet, J. M. J. Chem. Mater. 1998, 10, 385-391.
23. Pirkle, W. H.; Pochapsky, T. C. J. Chromatogr. 1986, 369, 175-177.
24. Arshady, R. J. Chromatogr. 1991, 586, 181-197.
25. Fréchet, J. M. J.; Eichler, H.; Ito, H.; Wilson, G. Polymer 1983, 24, 995-1000.
26. Ugelstad, J.; Kaggerud, K. H.; Hansen, F. K.; Berge, A. Makromol. Chem. 1979, 180, 737-744. Ugelstad, J.; Stenstad, P.; Kilaas, L.; Prestvik, W. S.; Rian, A.; Nustad, K.; Herje, R.; Berge, A. Macromol. Symp. 1996, 101, 491-500.
27. Ugelstad, J.; Kaggerud, K. H.; Hansen, F. K.; Berge, A. Makromol. Chem. 1979, 180, 737-744. Ugelstad, J.; Stenstad, P.; Kilaas, L.; Prestvik, W. S.; Rian, A.; Nustad, K.; Herje, R.; Berge, A. Macromol. Symp. 1996, 101, 491-500.
28. Cheng C. M.; Micale F. J.; Vanderhoff J. W.; El-Aasser M. S. J. Polym. Sci., Polym. Chem. 1992, 30, 235-244, 245-256.
29. Omi, S.; Taguchi, T.; Nagai, M.; Ma, G. H. J. Appl. Polym. Sci. 1997, 63, 931-942.
30. Wang, Q. C.; Hosoya, K.; Svec, F.; Fréchet, J. M. J. Anal. Chem. 1992, 64, 1232-1238.
31. Wang, Q. C.; Svec, F.; Fréchet, J. M. J. Polym. Bull. 1992, 28, 569-576.
32. Galia, M.; Svec, F.; Fréchet, J. M. J. J. Polm. Sci., Polym. Chem. 1994, 32, 2169-2175.
33. Lewandowski, K.: Svec, F.; Fréchet, J. M. J. J. Liq. Chromatogr. 1997, 20, 227-243.
34. Lewandowski, K.; Svec, F.: Fréchet, J. M. J. J. Appl. Polym. Sci. 1998, 67, 597-607.
35. Smigol, V.; Svec. F. J. Appl. Polym. Sci. 1992, 46, 1439-1448.
36. Smigol, V.; Svec, F.; Hosoya, K.; Wang, Q.; Fréchet, J. M. J. Angew. Makromol. Chem. 1992, 195, 151-164.
37. Ugelstad, J.; Mork, P. C.; Mfutakamba, H. R.; Soleimany, E.; Nordhuus, I.; Schmid, R.; Berge, A.; Ellingsen, T.; Aune, O.; Nustad, K. In Science and Technology of Polymer Colloids; Poehlein, G. W., Ottewill, R. H., Goodwin, J. W., Eds.; Nato ASI Series 67; Martinus Nijhoff: Boston, 1983; p 51.
38. Tanaka, N.; Kimata, K.; Mikawa, Y.; Hosoya, K.; Araki, T.; Ohtsu, Y.; Shiojima, Y.; Tsuboi, R.; Tsuchiya, H. J. Chromatogr. 1990, 535, 13-31.
39. Pirkle, W. H.; Murray, P. G. J. Chromatogr. 1993, 641, 11-19.
40. Turkova, J. Bioaffinity Chromatography; Elsevier: Amsterdam, 1993.
41. Pirkle, W. H.; Hyun, M. H. J. Chromatogr. 1985, 328, 1.
42. Bargmann-Leyder, N.; Truffert, J.-C.; Tambuté, A.; Caude, M. J. Chromatogr., A 1994, 666, 27.
43. Svec, F.; Hrudkov́a, H.; Horak, D., Kalal, J. Angew. Makromol. Chem. 1977, 63, 23-36.
44. Pirkle, W. H.; Hyun, M. H. J. Chromatogr. 1985, 322, 295.
45. CRC Handbook of Chemistry and Physics, 76th ed.; Lide, D. R., Ed.; CRC Press Inc: Boca Raton, FL, 1995-96; pp 6-159.