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High-performance liquid chromatography separation of glycerol derivatives on a chiral stationary phase

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
We report herein the separation of enantiomers of glycerol derivatives on a cellulose-modified chiral column (Chiracel OD) in normal-phase mode. This method is suitable for monitoring the progress of the reaction and for determination of the enantiomeric purity of products. The lipase Novozyme 435-catalysed enantioselective hydrolysis of 1-O-benzyl-2,3-di-O-octanoyl-rac-glycerol has been shown to be an efficient method for preparation of 1-O-benzyl-2-O-octanoyl-sn-glycerol with high enantiomeric excess (ee > 95%).
Słowa kluczowe
Rocznik
Tom
Strony
173--182
Opis fizyczny
Bibliogr. 25 poz., rys., tab.
Twórcy
autor
  • Silesian University of Technology, Faculty of Chemistry, Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, 44-100 Gliwice, Krzywoustego 4, Poland
autor
  • Silesian University of Technology, Faculty of Chemistry, Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, 44-100 Gliwice, Krzywoustego 4, Poland
autor
  • Silesian University of Technology, Faculty of Chemistry, Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, 44-100 Gliwice, Krzywoustego 4, Poland
Bibliografia
  • [1] D.M. Lambert, Eur. J. Pharm. Sci. 11 Suppl., 2, 15 (2000)
  • [2] D.M. Lambert, G.K.E. Scriba, B. Gallez, J.H. Poupaert, and P. Dumont, Curr. Med. Chem., 1, 376 (1995)
  • [3] S. Allenmark, Chromatographic Enantioseparations, 2nd edn, E. Horwood, New York, 1991
  • [4] R.R. Webb, J.A. Wos, J.J. Bronson, and J.C. Martin, Tetrahedron Lett., 29, 5475 (1988)
  • [5] J.C. Briggs, A.H. Haines, R.J.K. Taylor, A.P. Dawson, I. Gibson, J. Hook, A. Lloyd, and S. Meiners, Carbohydr. Res., 234, 23 (1992)
  • [6] G. Subraminian., (Ed.), A Practical Approach to Chiral Separations by Liquid Chromatography, VCH, New York 1994
  • [7] A.M. Krstulovic (Ed.), Chiral Separations by HPLC, E. Horwood, Chichester, 1989
  • [8] V.A. Davankov, A.A. Kurganov, and A.S. Bochkov, Adv. Chromatogr., 22, 71 (1983)
  • [9] J. Bojarski, Wiad. Chem., 47, 279 (1993)
  • [10] J. Bojarski, Wiad. Chem., 47, 419 (1993)
  • [11] J.-H. Kim, Y. Nishida, H. Ohrui, and H. Meguro, J. Chromatogr. A, 709, 375 (1995)
  • [12] J.-H. Kim, Y. Nishida, H. Ohrui, and H. Meguro, J. Chromatogr. A, 693, 241 (1995)
  • [13] H. Okabe, Y. Itabashi, T. Ota, and A. Kuksis, J. Chromatogr. A, 829, 81 (1998)
  • [14] Y. Itabashi, A. Kukis, L. Marai, and T. Takagi, J. Lipid Res., 31, 1711 (1990)
  • [15] Y. Itabashi, J.J. Myher, and A. Kuksis, J. Chromatogr. A, 893, 261 (2000)
  • [16] T.A. Foglia and K. Maeda, Lipids, 27, 396 (1992)
  • [17] Y. Iwasaki, M. Yasui, T. Ishikawa, R. Irimescu, K. Hata, and T. Yamane, J. Chromatogr. A, 905, 111 (2001)
  • [18] D.W. Armstrong, Anal. Chem., 59, 84 (1987)
  • [19] E. Yashima, C. Yamamoto, and Y. Okamoto, Synlett, 344 (1998)
  • [20] E. Baer and V. Mahadevan, J. Am. Chem. Soc., 81, 2494 (1959)
  • [21] K. Faber, Biotransformations in Organic Chemistry, Springer, Berlin, 1997
  • [22] R. Sharma, Y. Chisti, and U.C. Banerjee, Biotechnol. Adv., 19, 627 (2001)
  • [23] E. Schoffers, A. Golebiowski, and C.R. Johnson, Tetrahedron, 52, 3769 (1996)
  • [24] Z.-F. Xie, Tetrahedron Asymmetry, 2, 733 (1991)
  • [25] F.J. Plou, M. Barandiarán, M. V. Calvo, A. Ballesteros, and E. Pastor, Enzyme Microb. Tech., 18, 66 (1996)
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BAT3-0028-0077
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