Journal of Molecular Evolution

, Volume 10, Issue 2, pp 161–166 | Cite as

Stereoselective crystallization induced by traces of dissolved optically active impurities

  • K. L. Kovács
Article

Summary

Isothermal crystallization of D,L-sodium-ammonium tartrate with traces of different impurities admixed shows that the added chiral contaminations produce a preferential crystallization of the tartrate isomer of same handedness. The critical lowest concentration of effective seeding agents is 0.1-0.5 %. 1 % optically active excess material induces 1.0-3.6 % optical purity in the deposited crystals. An analysis of the relevant data reported so far gives similar figures in different crystallization systems. The relation of the results to the suggested lattice energy difference between enantiomers is discussed.

Key words

Induced resolution Chiral influence Sodium-ammonium tartrate Origin of optical activity Stereoselective crystallization 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Bernal, J.D. (1967). The origin of life. London: Weidenfeld and NicolsonGoogle Scholar
  2. Bonner, W.A. (1972). Origins of molecular chirality. In: Exobiology, C. Ponnamperuma, ed., pp. 120–234. Amsterdam-London: North-HollandGoogle Scholar
  3. Harada, K. (1970). Naturwissenschaften57, 114Google Scholar
  4. Harada, K. (1972a). Bull Chem. Soc. Japan.45, 2859Google Scholar
  5. Harada, K. (1972b) Chem. Letters. 1057Google Scholar
  6. Harrison, L.G. (1974). J. Mol. Evol.4, 99Google Scholar
  7. Kipping, F.S., Pope, W.J. (1898). J. Chem. Soc.73, 606Google Scholar
  8. Kovács, K.L., Garay, A.S. (1975). Nature254, 538Google Scholar
  9. Kovács, K.L. (1977). Proc. 2nd ISSOL Mecting, Kyoto, JapanGoogle Scholar
  10. McKenzie, A. (1915). J. Chem. Soc.107, 440Google Scholar
  11. Northrop, J.H. (1957). Proc. Nat. Acad. Sci. U.S.43, 304Google Scholar
  12. Ostromisslenskii, I. (1908). Ber.41, 3035Google Scholar
  13. Pincock, R.E., Branshaw, R.P., Perkins, R.R. (1974). J. Mol. Evol.4, 67Google Scholar
  14. Secor, R.M. (1963). Chem. Rev.63, 297Google Scholar
  15. Thiemann, W. (1974a). Naturwissenschaften61, 476Google Scholar
  16. Theimann, W. (1974b). J. Mol. Evol.4, 85Google Scholar
  17. Thiemann, W., Darge, W. (1974). Origins of Life5, 263Google Scholar
  18. Thiemann, W., Wagener, K. (1970). Angew. Chem.82, 776Google Scholar
  19. Wald, G. (1957). Ann. N.Y. Acad. Sci.69, 369Google Scholar
  20. Yamagata, Y. (1966). J. Theoret. Biol.11, 495Google Scholar

Copyright information

© Springer-Verlag 1977

Authors and Affiliations

  • K. L. Kovács
    • 1
  1. 1.Institute of Biophysics, Biological Research CenterHungarian Academy of SciencesSzegedHungary

Personalised recommendations