Applied Magnetic Resonance

, Volume 35, Issue 1, pp 155–161 | Cite as

Determination of Enantiomeric Excess of Leucine by 13C CP-MAS Solid-State NMR

  • E. J. Tadeusiak
  • W. Ciesielski
  • S. Olejniczak
Article

Abstract.

The enantiomeric excess can be determined by many methods. One of them is nuclear magnetic resonance in solid state (SS-NMR). In this study we used the SS-NMR experiment of one-dimensional exchange spectroscopy by sideband alteration for determination of the enantiomeric excess of leucine. The density functional theory gauge-including atomic orbital calculations were used to assign all signals in 13C cross polarization magic-angle spinning spectra for two different molecules in the crystal lattice of L-leucine.

Keywords

Nuclear Magnetic Resonance Leucine Racemate Nuclear Magnetic Resonance Spectroscopy Enantiomeric Excess 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Fyfe, C.A.: Solid State NMR for Chemists. CFC Press, Guelph, Ontario (1983)Google Scholar
  2. Mehring, M.: Principles of High Resolution NMR in Solids. Springer, Berlin (1983)Google Scholar
  3. Yannoni, C.S.: Acc. Chem. Res. 15, 201 (1982)CrossRefGoogle Scholar
  4. Schaefer, J., Stejskal, E.O.: J. Am. Chem. Soc. 98, 1031 (1976)CrossRefGoogle Scholar
  5. Hill, H.D., Zens, A.P., Jacobus, J.: J. Am. Chem. Soc. 101, 7090–7091 (1979)CrossRefGoogle Scholar
  6. Bragg, W.L.: The Crystalline State. Bell and Sons, London (1955)Google Scholar
  7. Stout, G.H., Jensen, L.H.: X-Ray Structure Determination, p. 144. Macmillan, New York (1968)Google Scholar
  8. Andersen, K.V., Bilsøre, H., Jacobsen, J.: Magn. Reson. Chem. 28, S47–S51 (1990)CrossRefGoogle Scholar
  9. Frey, M.H., Opella, S.J.: J. Chem. Soc. Chem. Commun. 1980, 474 (1980)CrossRefGoogle Scholar
  10. Hollingsworth, M.D., Cyr, N.: J. Chem. Soc. Chem. Commun. 1990, 578 (1990)CrossRefGoogle Scholar
  11. Belton, P.S., Gil, A.M., Tanner, S.F.: Solid State Nucl. Magn. Reson. 1, 67–71 (1992)CrossRefGoogle Scholar
  12. Wei, Y., Lee, D.-K., McDermott, A.E., Ramamoorthy, A.: J. Magn. Reson. 158, 23 (2002)CrossRefADSGoogle Scholar
  13. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A. Jr., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, M., Hada, M., Ehara, K., Toyota, R., Fukuda, J., Hasegawa, M., Ishida, T., Nakajima, Y., Honda, H., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., Pople, J.A.: Gaussian 03, Revision C.02. Gaussian Inc., Wallingford, Conn. (2004)Google Scholar
  14. Schaftenaar, G., Noordik, J.H.: J. Comput. Aided Mol. Des. 14, 123–134 (2000)CrossRefGoogle Scholar
  15. Gorbitz, C.H., Dalhus, B.: Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 52, 1754 (1996)CrossRefGoogle Scholar
  16. Blasio, B., Pedone, C., Sirigu, A.: Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem. 31, 601 (1975)CrossRefGoogle Scholar
  17. Liu, F., Phung, D.W., Alderman, D.W., Grant, D.M.: J. Am. Chem. Soc. 118, 10629 (1996)CrossRefGoogle Scholar

Copyright information

© Springer-Verlag 2008

Authors and Affiliations

  • E. J. Tadeusiak
    • 1
  • W. Ciesielski
    • 1
  • S. Olejniczak
    • 1
  1. 1.Department of Structural Studies, Center of Molecular and Macromolecular StudiesPolish Academy of SciencesLodzPoland

Personalised recommendations