Covalently Bonded and Coated Chiral Stationary Phases Derived from Polysaccharide Derivatives for Enantiomer Separation of N‐Fluorenylmethoxycarbonyl α‐Amino Acids with Fluorescence Detection

Abstract

Liquid chromatographic comparisons for enantiomer resolution of N‐fluorenylmethoxycarbonyl (FMOC) α‐amino acids with fluorescence detection were made on covalently bonded type chiral stationary phases (CSPs) (Chiralpak IA and Chiralpak IB) and coated type CSPs (Chiralpak AD and Chiralcel OD) derived from polysaccharide derivatives of the same chiral selectors. This is the first study reported of enantiomer resolution with fluorescence detection on covalently bonded type CSPs, Chiralpak IA and Chiralpak IB. In general, covalently bonded type CSPs (Chiralpak IA and Chiralpak IB) showed lower enantioseparation than coated type CSPs (Chiralpak AD and Chiralcel OD) for enantiomer resolution of these analytes, respectively. Owing to higher sensitivity and broader solvent compatibility in fluorescence detection on Chiralpak IA and Chiralpak IB than in UV detection, however, this analytical method is expected to enlarge their application of enantiomer resolution, such as an online HPLC monitoring of asymmetric synthesis.

Keywords:

• Enantiomer separation
• Chiralpak IA
• Chiralpak IB
• Fluorescence detection
• Chiral stationary phase

Acknowledgment

This study was supported by a grant (R‐01‐2002‐000‐00150‐0) from the Korea Science & Engineering Foundation.