[논문]Chiral Separation of Tryptophan Enantiomers by Liquid Chromatography with BSA-Silica Stationary Phase

Kim Kwonil; Lee Kisay

doi:10.1007/bf02932347

Chiral Separation of Tryptophan Enantiomers by Liquid Chromatography with BSA-Silica Stationary Phase 원문보기

Biotechnology and bioprocess engineering : Bbe, v.5 no.1, 2000년, pp.17 - 22

Kim Kwonil (Dept. of Environmental Engineering and Biotechnology, Myongji University) , Lee Kisay (Dept. of Environmental Engineering and Biotechnology, Myongji University)

Abstract ▼ AI-Helper

The separation of tryptophan enantiomers was carried out with medium-pressure liquid chromatography using BSA (bovine serum albumin)-bonded silica as a chiral stationary phase. The influence of various experimental factors such as pH and ionic strength of mobile phase, separation temperature, and the presence of organic additives on the resolution was studied. In order to expand this system to preparative scale, the loadability of sample and the stability of stationary phase for repeated use were also examined. The separation of tryptophan enantiomers was successful with this system. The data indicated that a higher separation factor (a) was obtained at a higher pH and lower temperature and ionic strength in mobile phase. Addition of organic additives (acetonitrile and 2-propanol) in mobile phase contributed to reduce the retention time of L-tryptophan. About $30\%$ of the separation factor was reduced after 80 days of repeated use.

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가설 설정

Although the CSPs with BSA and AGF have been successful in resolving a wide number of chiral com pounds of pharmacological interest, their applications have been limited to analytical tools like CE and small scale HPLC [12-14]. In this study we investigated the potential of using BSA-silica CSP for the separation of tryptophan enantiomers, on preparative scale under medium-pressure conditions. As a "preparative" stage, any separation of enantiomers for further use is considered.
As a "preparative" stage, any separation of enantiomers for further use is considered. The roles of various experimental factors such as pH and ionic strength of mobile phase, separation tem- perature? and the presence of organic additives were considered. Loadability of the analyte sample and the stability of BSA-silica CSP for repeated use were also discussed.

제안 방법

The chromatographic system used in this study is a kind of small scale preparative LC under me dium pressure in terms of columnar dimension (1 cm in diameter) and applied pressure (less than 100 psi). In order to investigate the potential for developing the BSA-silica stationary phase to preparative chiral separation, a loadability test was carried out. Loadability, or loading capacity; is the maximum loading concentration in which the complete resolution of enantiomers is achievable.

이론/모형

Covalently bonded BSA-silica CSP was prepared according to Larsson's procedure [15] with some modifi cations. Twenty grams of silica was dried for 4 h at 90℃ to remove moisture.

후속연구

It is known that the capability of chiral recognition (stereoselectivity) of chiral selector is based on the combined results of multiple interactions, such as hydrogen bonding, electrostatic interaction, ti-ti interaction, dipole and hydrophobic interactions; and cavity inclusion between protein and analytes [7, 8]. Therefore, the explanation for the resolving power of the protein based chiral stationary phase concerning the viewpoint of the structures of protein and analyte molecules is 게3 extremely complex subject which requires further study. A B SA-type chiral selector is known to be useful for the resolution of anionic racemic analytes with one or two benzene rings [13, 14].

참고문헌 (20)

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DOI : 10.1007/BF02932347 [무료]
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