Advertisement

Experientia

, Volume 36, Issue 10, pp 1203–1204 | Cite as

Unusually strong lipophilicity of ‘fat’ or ‘super’ amino-acids, including a new reference value for glycine

  • J. L. Fauchère
  • Kim Quang Do
  • P. Y. C. Jow
  • C. Hansch
Specialia

Summary

Lipophilic, steric, electronic, and enzyme resistance characteristics of carboranylalanine, adamantylalanine, neopentylglycine and tert-butylglycine are described. The first 2 amino-acids display lipophilicities 2 orders of magnitude higher than tryptophan.

Keywords

Enzyme Glycine Tryptophan Resistance Characteristic Enzyme Resistance 
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.

References

  1. 2.
    C. Hansch and A. Leo, in: Substituent Constants for Correlation Analysis in Chemistry and Biology, p. 13. J. Wiley and Sons, New York 1979.Google Scholar
  2. 3.
    V. Pliška and J.L Fauchère, in: Peptides, Structure and Biological Function, p. 249. Ed. E. Gross and J. Meienhofer. Pierce Chem. Co. 1979.Google Scholar
  3. 4.
    R. Klein, M. Moore and M. Smith, Biochim. biophys. Acta223, 420 (1971).Google Scholar
  4. 5.
    O. Leukart, M. Caviezel, A. Eberle, E. Escher, A. Tun-Kyi and R. Schwyzer Helv. chim. Acta59, 2184 (1976).CrossRefGoogle Scholar
  5. 6.
    K.Q. Do, P. Thanei, M. Caviezel and R. Schwyzer, Helv. chim. Acta62, 956 (1979).CrossRefGoogle Scholar
  6. 7.
    N. Izumiya, Shou-Cheng J. Fu, S.M. Birnbaum and J.P. Greenstein, J. biol. Chem.205, 221 (1953); E. Abderhalden, W. Faust and E. Haase, Z. physiol. Chem.228, 187 (1934).PubMedGoogle Scholar
  7. 8.
    J.L. Fauchère and C. Petermann, Helv. chim. Acta63, 824 (1980).CrossRefGoogle Scholar
  8. 9.
    J.L. Fauchère, C. Petermann and R. Schwyzer, in preparation.Google Scholar
  9. 10.
    R. Schwyzer, in: Peptides, Structure and Biological Function, p.997. Ed. E. Gross and J. Meienhofer. Pierce Chem. Co. 1979.Google Scholar
  10. 11.
    W. Fischli, O. Leukart and R. Schwyzer, Helv. chim. Acta60, 959 (1977).CrossRefPubMedGoogle Scholar
  11. 12.
    A. Eberle, O. Leukart, P. Schiller, J.L. Fauchère and R. Schwyzer, FEBS Lett.82, 325 (1977).CrossRefPubMedGoogle Scholar
  12. 13.
    J.L. Fauchère, O. Leukart, A. Eberle and R. Schwyzer, Helv. chim. Acta62, 1385 (1979).CrossRefGoogle Scholar
  13. 14.
    O. Leukart, E. Escher, D. Regoli and R. Schwyzer, Helv. chim. Acta62, 546 (1979).CrossRefGoogle Scholar
  14. 15.
    M. Rosenblatt, J.T. Potts, J.L. Fauchère and R. Schwyzer, in preparation.Google Scholar
  15. 16.
    R. Walter, J.L. Fauchère and R. Schwyzer, in preparation.Google Scholar

Copyright information

© Birkhäuser Verlag 1980

Authors and Affiliations

  • J. L. Fauchère
    • 1
    • 2
  • Kim Quang Do
    • 1
    • 2
  • P. Y. C. Jow
    • 1
    • 2
  • C. Hansch
    • 1
    • 2
  1. 1.Department of Molecular Biology and BiophysicsSwiss Federal Institute of Technology (ETH)Zürich(Switzerland)
  2. 2.Department of ChemistryPomona CollegeClaremontUSA

Personalised recommendations