Chiral Stationary Phases and their Relationship with Enantiomer Structures in Enantioseparation Research of Analytical Laboratory

Authors

  • Shun Yao School of Chemical Engineering, Sichuan University, Chengdu 610065, P.R. China

DOI:

https://doi.org/10.29356/jmcs.v59i1.13

Keywords:

enantioseparation, enantiomer structures, CSPs, mandelic acid, prasugrel

Abstract

Chiral stationary phases (CSPs) and molecular structure of enantiomers are two independent but related aspects in enantioseparation, which are discussed on the basis of the experimental data from the previous study. Two enantioseparation experiments are performed to illustrate the relationship between enantiomer structures and chiral stationary phases, one is the resolution of mandelic acid derivatives and the other is about prasugrel. Thermodynamic mechanism and theoretical study with computational chemistry method is helpful to understand the interactions of enantiomer and CSPs.

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References

Zhang, T.; Nguyen, D.; Franco, P. J. Chromatogr. A. 2008, 1191, 214-222.

Luo, J.; Wang, Q. Y.; Zhang, Y. W.; Song, H.; Yao, S. American Lab. 2011, 43, 11-15.

Zhang, Y. W.; Yao, S.; Zeng, H.; Song, H. Curr. Pharm. Anal. 2010, 6, 114-130.

Beesley, T. E. LC GC Europe. 2011, 24, 270-276.

Pirkle, W. H.; House, D. W.; Finn, J. M. J. Chromatogr. 1980, 192, 143-158.

Sun, J.; Lan, X. Q.; Tang, X. H.; Xu, X.; Song, H. Chin. J. Anal. Chem. 2006, 34, 158-160.

Tang, Q.; Chen, X. Y.; Song, H. Chin. J. Anal. Chem. 2007, 35, 240-243.

Liang, Y. M.; Song, H.; Fu, C.; Zhen, W. L. Chin. J. Anal. Chem. 2003, 31, 1253-1255.

Tang, Q.; Song, H.; Fu, C.; Lei, Y. C.; Chen, X. Y. Chin. J. Anal. Chem. 2004, 32, 755-758.

Zhen, W. L.; Song, H.; Liang, Y. M.; Fu, C. Chin. J. Chromatogr. 2003, 21, 239-241.

Xu, X.; Song, H.; Sun, J.; Fu, C.; Shen, S. J. Chin. J. Anal. Lab. 2007, 26, 89-92.

Zhang, Y.W.; Yang, D.; Yao, S.; Cao, Y.; Song, H. J. Chromatogr. Sci. 2011, 49, 67-71.

Zhang, Y. W.; Song, H.; Lin, F.; Lv, G..; Yao, S. Chinese J. Instrumental Anal. 2010, 29, 739-742.

Du, T. T.; Li, L. J.; Song, H.; Zhang, Y. W.; Wang, X.; Luo, J. Chin. J. Anal. Lab. 2009, 28, 76-79.

Zhang, Y. W.; Yang, D.; Xie, Y. M.; Liu, Q. S.; Wang, X.; Song, H. Chinese J. Anal. Lab. 2009, 28, 72-75.

Li, J.F.; Du, T. T.; Lan, X.Q.; Zhang, Y. W.; Song, H. Chinese J. Anal. Chem. 2007, 35, 1195-1198.

Tang, X. H.; Yang, D.; Xie, Y. M.; Cao, Y.; Song, H. Chromatogr. 2009, 70, 365-369.

Xie, Y. M.; Luo, J.; Tang, X. H.; Yang, D.; Huo, X.F.; Liu, A. Chromatogr. 2009, 69, 1025-1029.

Zhang, Y. W.; Luo, J.; Zeng, H.; Yao S.; Chen, H.; Song H. Asian J. Chem. 2013, 25, 1353-1356.

Wang, Q. Y.; Zhang, Y. W.; Yang, D.; Wang, Y. M.; Song, H. J. China Pharm. 2009, 31, 2456-2458.

Francotte, E. J. Chromatogr. 1994, 666, 565-601.

Weng, W.; Yao, B. X.; Cheng, X. Q.; Cheng, Y. Z.; Lin, W. S.; Zeng, Q. L. Prog. Chem. 2006, 18, 1056-1064.

Berthod, A.; He, L.; Beesley, T. E. J. Chromatogr. A. 2004, 1060, 205-214.

O'Brien, T.; Crocker, L.; Thompson, T. R. K.; Toma, P. H.; Conlon, D. A.; Feibush, B.; Moeder, C.; Bicker, G.; Grinberg, N. Anal. Chem. 1997, 69, 1999-2007.

Ma, S.; Tsui, H. W.; Spinelli, E.; Busacca, C. A.; Franses, E. I.; Wang, N. H. L.; Wu, L.; Lee, H., Senanayake, C.; Yee, N.; Gonella, N.; Fandrick, K., Grinberg, N. J. Chromatogr. A. 2014, 1362, 119-128.

Pirkle, W. H.; Burke, J. A. J. Chromatogr. 1991, 557, 173-185.

Krug, R. R.; Hunter, W. G.; Grieger, R. A. J. Phys. Chem. 1976, 80, 2341-2351.

McMinn, W. A. M.; Al-Muhtaseb, A.H.; Magge, T. R. A. Food Res. Int. 2005, 35, 505-510.

Cao, Y.; Wang, X. L.; Yao, S.; Cheng, Q.; Song, H. J. Chem. Soc. Pakistan. 2012, 34, 102-106.

Lämmerhofer, M. J. Chromatogr. A. 2010, 1217, 814–856.

Daniel, J. C.; Emilio, J. E.; David, G.; Mark, S. S.; Andreas, J. G.; Maheshbhai, R. D.; James, R. W.; Deborah, J. L. J. Urology. 2014, 192, 1026-1034.

Berthod, A. Chiral Recognition in Separation Methods, Springer-Verlag, Berlin, 2010.

Berthod, A. Anal. Chem. 2006, 78, 2093-2099.

Hassan, Y. A.; Imran, A. Chiral Separations by Liquid Chromatography and Related Technologies, Marcel Dekker Inc., New York, 2003.

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Published

2017-10-12

Issue

Vol. 59 No. 1 (2015): Regular Issue

Section

Regular Articles

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