KSBB Journal

The Korean Society for Biotechnology and Bioengineering (한국생물공학회)
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Enantiomer Separation of α-Amino Acid Esters as Nitrobenzoxadiazole Derivatives Using Chiral Columns

키랄 컬럼을 사용한 아미노산 에스테르의 니트로벤조옥사디아졸 유도체의 광학분리

  • Yun, Won Nam (College of Pharmacy, Chosun University) ;
  • Kim, Ji Yeon (Department of Food and Drug, Graduate School, Chosun University) ;
  • Lee, Wonjae (College of Pharmacy, Chosun University)
  • 윤원남 (조선대학교 약학대학 약학과) ;
  • 김지연 (조선대학교 대학원 식품의약학과) ;
  • 이원재 (조선대학교 약학대학 약학과)
  • Received : 2013.08.07
  • Accepted : 2013.11.21
  • Published : 2013.12.30
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Abstract

A new convenient derivatization method of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives for chiral resolution was introduced and the enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives was performed by normal HPLC using chiral columns based on polysaccharide derivatives. The NBD derivatives were readily prepared by stirring NBD-Cl and ${\alpha}$-amino acid methyl ester HCl with $NaHCO_3$ in ethanol. The performance of Chiralpak IA was superior to the other chiral stationary phases for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Owing to fluorescence detection as well as strong UV absorption, it is expected that the convenient analytical method developed in this study will be very useful for enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives on polysaccharide-derived chiral columns.

Keywords

References

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