Summary
Racemic α-alkyl-α-amino-acids are difficult solutes to resolve on chiral chromatographic phases derived from proline or pipecolic acid-polyacrylamide. The use of 3-carboxy-1,2,3,4-tetrahydroisoquinoline (porretine) as the chiral selector instead of the former α-amino-acids selectively resolves the α-alkyl-α-amino-acids.
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References
Reviews:V. A. Davankov in Ligand Exchange Chromatography,V. A. Davankov, J. D. Navratil, H. F. Walton eds., CRC Press, Boca Raton FL, pp. 67–162, 1988 and references therein
R. W. Souter, Chromatographic Separations of Stereoisomers, CRC Press, Boca Raton FL, 1985
M. Lienne, M. Caude, A. Tambute, R. Rosset, Analysis,15, 431 (1977).
V. A. Davankov, Y. A. Zolotarev, J. Chromatogr.,155, 285, 303 (1978).
P. L. Julian, W. J. Karpel, A. Magnani, E. W. Meyer, J. Am. Chem. Soc.,70, 180 (1948)
G. E. Hein, C. Nieman, J. Am. Chem. Soc.,84, 4487 (1962).
G. Gübitz, F. Juffmann, W. Jellenz, Chromatographia,16, 103 (1982).
G. Jeanneret, C. Soerensen, J. Porret, H. Su, Chromatographia,28, 337 (1989).
G. Jeanneret, J. Porret, K. Bernauer, work in progress.
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Jeanneret-Gris, G., Porret, J. & Bernauer, K. L-porretine (L-3-carboxy-1,2,3,4-tetrahydroisoquinoline) as chiral selector for the resolution of chiral α-amino-acids. Chromatographia 29, 449–452 (1990). https://doi.org/10.1007/BF02261393
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DOI: https://doi.org/10.1007/BF02261393