DOI QR코드

DOI QR Code

Enantioseparation on HPLC Chiral Stationary Phases

  • Hyun Myung-Ho (Department of Chemistry, Pusan National University) ;
  • Ryoo Jae-Jeong (Department of Chemistry, Pusan National University) ;
  • Min Chung-Sik (Department of Chemistry, Pusan National University) ;
  • William H. Pirkle (Department of Chemistry, University of Illinois)
  • 발행 : 1992.08.20

초록

The chromatographic separation of the stereoisomers of the N-(3,5-dinitrobenzoyl) derivatives of fifteen dipeptide methyl esters and nine dipeptide alkyl esters was investigated on three different chiral stationary phases derived from N-acylated ${\alpha}-arylalkylamines$. Two of these CSPs contain second stereogenic centers. These secondary stereogenic centers of CSPs were proposed to provide secondary effects in terms of chiral recognition. From the elution orders of the four dipeptide stereoisomers and the separation factors of the enantiomeric pairs of the N-(3,5-dinitrobenzoyl) derivatives of the dipeptide alkyl esters having different alkoxy substituents, it was proposed that the intercalation of the alkoxy substituents of dipeptide derivatives between the connecting arm of CSPs may control the magnitude of chiral separations of dipeptide derivatives.

키워드

참고문헌

  1. J. Med. Chem. v.23 M. Kawai;M. Chorev;J. Marin-Rose;M. Goodman
  2. J. Med. Chem. v.27 J. W. Tsang;B. Schmied;R. Nyfeler;M. Goodman
  3. Chromatographic Separation of Stereoisomers R. W. Souter
  4. J. Chromatogr. v.202 N. Oi;M. Horiba;H. Kitahara;H. Shimada
  5. J. Chromategr. v.186 S. Hara;A. Dobashi
  6. J. Chromatogr. v.476 P. Jadaud;I. W. Wainer
  7. J. Chromatogr. v.398 W. H. Pirkle;D. M. Alessi;M. H. Hyun;T. Pochapsky
  8. J. Liq. Chromatorgr. v.11 M. H. Hyun;I. -K. Baik;W. H. Pirkle
  9. J. Chromatogr. v.328 W. H. Pirkle;M. H. Hyun
  10. J. Chromatorgr. v.393 M. H. Hyun;W. H. Pirkle
  11. Tetrahedron Lett. G. Helmchen;H. Volter;W. Schuhle
  12. Youssef. Angw. Chem. Int. Ed. Engl. v.18 G. Helmchen;G. Nill;D. Flockerzi;W. Schuhle;M. S. K
  13. J. Am. Chem. Soc. v.108 W. H. Pirkle;T. C. Pochapsky;G. S. Mahler;D. E. Corey;D. S. Reno;D. M. Alessi
  14. Science v.229 S. K. Burley;G. A. Petsko
  15. Proteins. v.5 J. N. Herron;X. He;M. L. Mason;E. W. Voss;A. B. Edmundson
  16. J. Am. Chem. Soc. v.110 A. V. Muehldorf;D. Van Engen;J. C. Wainer;A. D. Hamilton
  17. Z. Naturforsch, B v.45 I. Z. Siemion
  18. J. Liq. Chromatogr. v.9 A. Dobashi;Y. Dobashi;S. Hara