Advertisement

Chromatographia

, 61:213 | Cite as

Rapid Chiral Separation by Flow-Through Chromatography with a Biporous Stationary Phase

  • Yuan Li
  • Qing-Hong Shi
  • Yan SunEmail author
Article

Abstract

Enantiomer separation is an area of increasing importance in chemistry and in the pharmaceutical industry. Although liquid chromatography is one of the most practical processes for chiral resolution, the high mass-transfer resistance of most commercially available packings makes chiral resolution time-consuming. In this work, a novel chiral stationary phase (CSP) with wide pores was prepared by coupling bovine serum albumin to a biporous resin with triazine as a linker. The rigid biporous medium was fabricated by radical suspension copolymerization with solid granules and solvents as porogenic agents. Studies by scanning electron microscopy and mercury intrusion porosimetry revealed the matrix contained two types of pore—micropores smaller than 180 nm and macropores of 500–7300 nm. Because the macropores provide convective flow channels for the mobile phase, the chromatographic process can be operated at high flow rate with low back-pressure. The biporous CSP was applied to the resolution of d, l-tryptophan (Trp). When the flow velocity was as high as 1800 cm h−1, d, l-Trp could still be separated. By comparison of the resolution of d, l-Trp on this CSP at high flow velocities with that predicted theoretically for conventional supports we concluded that the increased flow velocity had little effect on the resolution of enantiomers with biporous packings. The results indicate that the protein biporous CSP is promising for high-speed resolution of enantiomers.

Keywords

Column liquid chromatography Flow-through chromatography Chiral stationary phase Enantiomer resolution Bovine serum albumin d,l-Tryptophan 

Notes

Acknowledgments.

The authors are grateful for the financial support provided by the Natural Science Foundation of China (grant No. 20276051).

References

  1. Lai XH, Ng SC (2004) J Chromatogr A 1031:135–142Google Scholar
  2. Garcés J, Franco P, Oliveros L (2003) Tetrahedron Asymmetry 14:1179–1185Google Scholar
  3. Hefnawy MM, Aboul-Enein HY (2004) J Pharm Biomed Anal 35:535–543Google Scholar
  4. Lu Y, Li CX, Liu XH, Huang WQ (2002) J Chromatogr A 950:89–97Google Scholar
  5. Park JH, Ryu JK, Park JK (2001) Chromatographia 53:405–408Google Scholar
  6. Millot MC, Taleb NL, Sebille B (2002) J Chromatogr B 768:157–166Google Scholar
  7. Sadakane Y, Matsunaga H, Nakagomi K (2002) Biochem Biophys Res Commun 295: 587–590Google Scholar
  8. Hjertén S, Li YM, Liao JL, Mohammad J, Nakazato K, Pettersson G (1992) Nature 356:810Google Scholar
  9. Lubda D, Lindner W (2004) J Chromatogr A 1036:135–143Google Scholar
  10. Afeyan NB, Gordon NF, Mazsaroff I, Varady L, Fulton SP, Yang YB, Regnier FE (1990) J Chromatogr 519:1–29Google Scholar
  11. Collins WE (1997) Sep Purif Methods 26:215–253CrossRefGoogle Scholar
  12. García MC, Torre M (2000) J Chromatogr A 880:169–187Google Scholar
  13. Gustavsson PE, Larsson PO (1996) J Chromatogr A 734:231–240Google Scholar
  14. Palsson E, Smeds AL, Petersson A, Larsson PO (1999) J Chromatogr A 840:39–50Google Scholar
  15. Shi Y, Sun Y (2003) Chromatographia 57:29–35Google Scholar

Copyright information

© Friedr. Vieweg&Sohn/GWV Fachverlage GmbH 2005

Authors and Affiliations

  1. 1.Department of Biochemical Engineering, School of Chemical Engineering and TechnologyTianjin UniversityTianjinChina

Personalised recommendations