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Steroid binding by antibodies and artificial receptors: Exploration of theoretical methods to determine the origins of binding affinities and specificities

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Abstract

Binding mode calculations for complexes between an artificial paracyclophane receptor and digoxins, cholic acids as well as cortisone steroids show encapsulation of different ring combinations. Docking experiments were performed between the 26-10 antibody and digoxins. Coordination affinity arises from hydrophobic desolvation and van der Waals interactions rather than from hydrogen bonds. The specificity and affinity arises mainly from shape complementarity. Computed binding free energies and Kohonen neural network computations both point to physicochemical and structural similarities of natural antibodies and artificial receptors.

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Authors and Affiliations

  1. Computer-Chemie-Centrum, Institut für Organische Chemie, Universität Erlangen-Nürnberg, Nägelsbachstrasse 25, D-91052, Erlangen, Germany

    Sandra Handschuh & Johann Gasteiger

  2. Department of Chemistry and Biochemistry, University of California Los Angeles, 405 Hilgard Avenue, Los Angeles, CA, 90095-1569, U.S.A.

    Bernd Goldfuss, Jiangang Chen & K.N. Houk

Authors
  1. Sandra Handschuh
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  2. Bernd Goldfuss
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  3. Jiangang Chen
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  4. Johann Gasteiger
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  5. K.N. Houk
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Handschuh, S., Goldfuss, B., Chen, J. et al. Steroid binding by antibodies and artificial receptors: Exploration of theoretical methods to determine the origins of binding affinities and specificities. J Comput Aided Mol Des 14, 611–629 (2000). https://doi.org/10.1023/A:1008188322239

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