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Direct TLC Enantioseparations of Four Neutral Aliphatic DL-Amino Acids Using Teicoplanin as Chiral Selector
Corresponding Author(s) : Chen Yuan
Asian Journal of Chemistry,
Vol. 27 No. 6 (2015): Vol 27 Issue 6
Abstract
TLC experiments were performed to resolve the enantiomers for four neutral aliphatic DL-a-amino acids, DL-alanine, DL-valine, DL-leucine and DL-isoleucine on silica gel plates using teicoplanin as chiral selector with same developing solvent n-butanol-methanol-water (5:0.5:1.2, v/v). The effects of constitute of developing solvents, the ratio of mobile phase, concentration of chiral selector and temperature on the enantioseparation had been studied. To our best of knowledge, this is the first report on thin layer chromatographic chiral resolution using teicoplanin as the chiral selector.
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- M. Del Bubba, L. Checchini and L. Lepri, Anal. Bioanal. Chem., 2, 533 (2013); doi:10.1007/s00216-012-6514-5.
- M. Sajewicz and T. Kowalska, Acta Chromatogr., 22, 499 (2010); doi:10.1556/AChrom.22.2010.4.1.
- R. Bhushan and J. Martens, Biomed. Chromatogr., 11, 280 (1997); doi:10.1002/(SICI)1099-0801(199709)11:5<280::AID-BMC697>3.0.CO;2-U.
- K. Günther and K. Möller, in eds.: J. Sherma and B. Fried, Handbook of Thin Layer Chromatography, Marcel Dekker, New York, edn 2, pp. 621-686 (1996).
- R. Bhushan and J. Martens, Biomed. Chromatogr., 15, 155 (2001); doi:10.1002/bmc.56.
- R. Bhushan and M. Arora, Biomed. Chromatogr., 15, 433 (2001); doi:10.1002/bmc.96.
- R. Bhushan, J. Martens and G.T. Thiongo, J. Pharm. Biomed. Anal., 21, 1143 (2000); doi:10.1016/S0731-7085(99)00203-4.
- R. Bhushan, G.P. Reddy and S. Joshi, J. Planar Chromatogr., 7, 126 (1994).
- K. Günther, J. Martens and M. Schickedanz, Angew. Chem. Int. Ed. Engl., 23, 506 (1984); doi:10.1002/anie.198405061.
- R. Bhushan and V. Parshad, J. Chromatogr. A, 736, 235 (1996); doi:10.1016/0021-9673(95)01330-X.
- R. Bhushan and G.T. Thiongo, J. Planar Chromatogr., 13, 33 (2000).
- L. Lepri, V. Coas and P. G. Desideri, J. Planar Chromatogr., 4, 338 (1991).
- D.W. Armstrong and Y. Zhou, J. Liq. Chromatogr., 17, 1695 (1994); doi:10.1080/10826079408013451.
- L. Lepri, V. Coas, P.G. Desideri and D. Santianni, Chromatographia, 36, 297 (1993); doi:10.1007/BF02263881.
- L. Lepri, V. Coas, P.G. Desideri and L. Pettini, J. Planar Chromatogr., 5, 364 (1992).
- A. Berthod, Y. Liu, C. Bagwill and D.W. Armstrong, J. Chromatogr. A, 731, 123 (1996); doi:10.1016/0021-9673(95)01198-6.
- D.W. Armstrong, Y. Tang, S. Chen, Y. Zhou, C. Bagwill and J.R. Chen, Anal. Chem., 66, 1473 (1994); doi:10.1021/ac00081a019.
- A. Péter, G. Török and D.W. Armstrong, J. Chromatogr. A, 793, 283 (1998); doi:10.1016/S0021-9673(97)00938-2.
- A. Péter, G. Török, D.W. Armstrong, G. Tóth and D. Tourwe, J. Chromatogr. A, 904, 1 (2000); doi:10.1016/S0021-9673(00)00917-1.
- G. Török, A. Péter, D.W. Armstrong, D. Tourwe, G. Tóth and J. Sapi, Chirality, 13, 648 (2001); doi:10.1002/chir.10004.
References
M. Del Bubba, L. Checchini and L. Lepri, Anal. Bioanal. Chem., 2, 533 (2013); doi:10.1007/s00216-012-6514-5.
M. Sajewicz and T. Kowalska, Acta Chromatogr., 22, 499 (2010); doi:10.1556/AChrom.22.2010.4.1.
R. Bhushan and J. Martens, Biomed. Chromatogr., 11, 280 (1997); doi:10.1002/(SICI)1099-0801(199709)11:5<280::AID-BMC697>3.0.CO;2-U.
K. Günther and K. Möller, in eds.: J. Sherma and B. Fried, Handbook of Thin Layer Chromatography, Marcel Dekker, New York, edn 2, pp. 621-686 (1996).
R. Bhushan and J. Martens, Biomed. Chromatogr., 15, 155 (2001); doi:10.1002/bmc.56.
R. Bhushan and M. Arora, Biomed. Chromatogr., 15, 433 (2001); doi:10.1002/bmc.96.
R. Bhushan, J. Martens and G.T. Thiongo, J. Pharm. Biomed. Anal., 21, 1143 (2000); doi:10.1016/S0731-7085(99)00203-4.
R. Bhushan, G.P. Reddy and S. Joshi, J. Planar Chromatogr., 7, 126 (1994).
K. Günther, J. Martens and M. Schickedanz, Angew. Chem. Int. Ed. Engl., 23, 506 (1984); doi:10.1002/anie.198405061.
R. Bhushan and V. Parshad, J. Chromatogr. A, 736, 235 (1996); doi:10.1016/0021-9673(95)01330-X.
R. Bhushan and G.T. Thiongo, J. Planar Chromatogr., 13, 33 (2000).
L. Lepri, V. Coas and P. G. Desideri, J. Planar Chromatogr., 4, 338 (1991).
D.W. Armstrong and Y. Zhou, J. Liq. Chromatogr., 17, 1695 (1994); doi:10.1080/10826079408013451.
L. Lepri, V. Coas, P.G. Desideri and D. Santianni, Chromatographia, 36, 297 (1993); doi:10.1007/BF02263881.
L. Lepri, V. Coas, P.G. Desideri and L. Pettini, J. Planar Chromatogr., 5, 364 (1992).
A. Berthod, Y. Liu, C. Bagwill and D.W. Armstrong, J. Chromatogr. A, 731, 123 (1996); doi:10.1016/0021-9673(95)01198-6.
D.W. Armstrong, Y. Tang, S. Chen, Y. Zhou, C. Bagwill and J.R. Chen, Anal. Chem., 66, 1473 (1994); doi:10.1021/ac00081a019.
A. Péter, G. Török and D.W. Armstrong, J. Chromatogr. A, 793, 283 (1998); doi:10.1016/S0021-9673(97)00938-2.
A. Péter, G. Török, D.W. Armstrong, G. Tóth and D. Tourwe, J. Chromatogr. A, 904, 1 (2000); doi:10.1016/S0021-9673(00)00917-1.
G. Török, A. Péter, D.W. Armstrong, D. Tourwe, G. Tóth and J. Sapi, Chirality, 13, 648 (2001); doi:10.1002/chir.10004.