Cyclodextrin — A Paradigmatic Model

  • F. Cramer
Conference paper
Part of the Advances in Inclusion Science book series (AIS, volume 1)


Since Emil Fischer’s postulate of the ‘lock and key’ specificity of enzymes with respect to substrates one tries to understand this specificity in terms of stereochemistry, interaction of specific groups, weak interactions, hydrophobic binding or rates of reactions. Even with the knowledge of the complete three-dimensional structure of many enzymes, their extremely high specificity in most cases is hard to understand. In this situation cyclodextrins have served as extremely useful models for enzyme like interactions even in an early stage of cyclodextrin research. They form stereospecific complexes. They can be used in order to separate enantiomers. They show hydrophobic interactions. They provide an inner surface with dielectric properties different from the outside solution. They show off- and on-rates in complex formation similar to those of enzymes. They can accelerate certain chemical transfer reactions to a considerable extent. Therefore during the past 30 years they have served as models for enzyme specificity, enzymatic catalysis, weak interactions, cavities in solution. They offer an ideal set of models and therefore in themselves they are models for models: paradigmatic models.


Methyl Orange Inclusion Compound Mandelic Acid Paradigmatic Model Hydrocyanic Acid 
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.


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Literature cited

  1. (1).
    F. Schardinger: Z. Untersuchung Nahrungs U. Genußmittel 6 874 (1903)Google Scholar
  2. (2).
    K. Freudenberg, R. Jacobi: Liebigs Ann. Chem.518 102 (1935)CrossRefGoogle Scholar
  3. (3).
    K. Freudenberg, M. Meyer-Delius: Ber. 71 1596 (1938)Google Scholar
  4. (4).
    K. Freudenberg, E. Plankenhorn, H. Krauber; Liebigs Ann. Chem. 558/1 (1945)Google Scholar
  5. (5).
    K. Freudenberg, F. Cramer: Chem.Ber. 83 296 (1950)CrossRefGoogle Scholar
  6. (6).
    F. Cramer, H. Steinle: Liebigs Ann. Chem. 595 81 (1955)CrossRefGoogle Scholar
  7. (7).
    For the first extended summary: see F, Cramer, Einschlußverbindungen, Springer Verlag, Berlin, Göttingen, Heidelberg (1954)Google Scholar
  8. (8).
    M. Bender, M. Komiyama: Cyclodextrin Chemistry, Springer Verlag, Berlin, Heidelberg, New York (1978)CrossRefGoogle Scholar
  9. (9).
    F. Cramer: Chem.Ber. 84 851 (1951)CrossRefGoogle Scholar
  10. (10).
    F. Cramer, W. Saenger, H.-Ch. Spatz: J.Amer.Chem.Soc. 89 14 (1967)CrossRefGoogle Scholar
  11. (11).
    F. Cramer, W. Dietsche: Chem.Ber. 92 1739 (1959)CrossRefGoogle Scholar
  12. (12).
    A.M. Powell: J.Chem.Soc.London 1950 298, 300, 468Google Scholar
  13. (13).
    W. Schlenk Jr.: Fortschr.Chem.Forschung 2 92 (1951)CrossRefGoogle Scholar
  14. (14).
    F. Cramer, H. Hettler: Naturw. 54 625 (1967)CrossRefGoogle Scholar
  15. (15).
    F. Cramer: Chem.Ber. 86 1576 (1953)CrossRefGoogle Scholar
  16. (16).
    F. Cramer, W. Kampe: J.Amer.Chem.Soc. 87 1115 (1965)CrossRefGoogle Scholar
  17. (17).
    W. Kampe: Ph.D.Thesis, Heidelberg (1961)Google Scholar
  18. (18).
    N. Hennrich, F. Cramer: J.Amer.Chem.Soc. 87 1121 (1965)CrossRefGoogle Scholar
  19. (19).
    R. Breslow, M. Hammond, M. Lauer: J.Amer.Chem.Soc. 102 421 (1980)CrossRefGoogle Scholar
  20. (20).
    I. Tabushi, Y. Kuroda, K. Shimokawa: J.Amer.Chem.Soc. 101 4759 (1979)CrossRefGoogle Scholar
  21. (21).
    R. Breslow, P. Bovy, C.L. Hersh: J.Amer.Chem.Soc. 102 2115 (1980)CrossRefGoogle Scholar
  22. (22).
    I. Tabushi, Y. Kuroda, A. Mochizuki: J.Amer.Chem.Soc. 102 1152 (1980)CrossRefGoogle Scholar
  23. (23).
    F. Cramer, G. Mackensen: Chem.Ber. 103 2138 (1970)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 1982

Authors and Affiliations

  • F. Cramer
    • 1
  1. 1.Max-Planck-Institut für experimentelle MedizinGöttingenGermany

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