KSBB Journal

The Korean Society for Biotechnology and Bioengineering (한국생물공학회)
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Liquid Chromatographic Resolution of α-Amino Acid Esters as Benzophenone Imine Derivatives

아미노산 에스테르의 벤조피논 이민 유도체의 액체 크로마토그래피의 광학분리

  • 윤원남 (조선대학교 약학대학 약학과) ;
  • 서문준 (조선대학교 약학대학 약학과) ;
  • 황호 (조선대학교 약학대학 약학과) ;
  • 이원재 (조선대학교 약학대학 약학과)
  • Received : 2012.05.23
  • Accepted : 2012.06.08
  • Published : 2012.06.30
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Abstract

A convenient liquid chromatographic enantiomer separation of several ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives on covalently immobilized chiral stationary phases (CSPs) derived from polysaccharide derivatives was developed. The benzophenone imine derivatives of ${\alpha}$-amino acid esters were readily prepared by stirring benzophenone imine and the ${\alpha}$-amino acid ester hydrochloride salts in 2-propanol. The chromatographic conditions used on all CSPs were 0.5% or 5% 2-propanol/hexane (V/V) as the mobile phases at 1 mL/min of flow rate and UV 254 nm detection. The performance of Chiralpak IC among all CSPs was superior to that of the other CSPs for resolution of benzophenone imine derivatives of ${\alpha}$-amino acid esters. It is expected that the developed analytical method will be useful for enantiomer resolution of other ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives.

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References

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