Modification of proline stationary phase for chiral discrimination

ANYL 137

Wenjian Lao, Southern California Coastal Water Research Project, Costa Mesa, CA 92626 and Jay Gan, University of California, Riverside, CA.
Proline chiral stationary phase is a new class peptide chiral stationary phase. Many proline chiral stationary phases with different proline chain lengths and linkers were prepared and evaluated. However, the structure of proline itself and bidentate linkers as well as ionic type linkers have not been adequately investigated. In this study, chiral stationary phases with new linkers and proline analogues were prepared and evaluated. The alpha hydrogen atom on the chiral center of proline was found to play a crucial role in chiral discrimination. With ionic type linkers, the proline column still retained the chiral separation ability and was used as a convenient method for preparing proline columns. The column with bidentate linkers and even short proline chain lengths showed excellent performance of chiral separation when tested in the normal-phase, polar-organic and reversed-phase mode. This study identified the key variables of proline for chiral discrimination and produced a practically usable type of proline chiral stationary phase.
 

General Papers
7:00 PM-9:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster

Division of Analytical Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006