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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

12 Issues per year


IMPACT FACTOR 2016: 0.631

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1865-7117
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Volume 53, Issue 12 (Dec 1998)

Issues

Molecular Recognition Analyzed by Observing Intramolecular Interconversion with EPR Spectroscopy

Martin Jäger
  • Institut für Organische Chemie der Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen (Germany)
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/ Paul Schuler
  • Institut für Organische Chemie der Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen (Germany)
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/ Hartmut B. Stegmann
  • Institut für Organische Chemie der Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen (Germany)
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/ Antal Rockenbauer
  • Central Research Institute for Chemistry, Hungarian Academy of Sciences, H-1525 Budapest, P. O. Box 17 (Hungary)
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Published Online: 2014-06-02 | DOI: https://doi.org/10.1515/znb-1998-1215

Abstract

Molecular recognition between Rebek’s cleft R and 4-(2-benzimidazolyl)-aminomethyl-2,6-di-rm-butyl-phenol (Bi) is investigated by means of EPR spectroscopy. Their specific inter-molecular interactions are distinguished from non-specific interactions represented by mere protonation on addition of benzoic acid. Both interactions are related to intramolecular in­ terconversions at the C-atom of Bi*, where a two-jump mechanism is found for free and protonated Bi* and a two-site exchange for the complexed ligand. While NMR spectroscopy indicates the existence of 1:1 and 1:2 receptor-substrate complexes, the faster time scale of EPR spectroscopy allows to identify one 1 : 2 as well as three 1 : 1 associates and to elucidate their formation conditions. Based upon the corresponding hf parameters, binding modes and sites are proposed for the key-in-the-lock system.

Keywords: Rock-Key-Equilibria; Spin Labeling; Molecular Dynamics

About the article

Received: 1998-07-22

Published Online: 2014-06-02

Published in Print: 1998-12-01


Citation Information: Zeitschrift für Naturforschung B, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-1998-1215.

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