Molecular Recognition Analyzed by Observing Intramolecular Interconversion with EPR Spectroscopy

Martin Jäger, Paul Schuler, Hartmut B. Stegmann, A. Rockenbauer

Research output: Contribution to journalArticle

Abstract

Molecular recognition between Rebek's cleft R and 4-(2-benzimidazolyl)-aminomethyl-2,6-di-tert-butyl-phenol (Bi) is investigated by means of EPR spectroscopy. Their specific intermolecular interactions are distinguished from non-specific interactions represented by mere protonation on addition of benzoic acid. Both interactions are related to intramolecular interconversions at the Cα-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.

Original languageEnglish
Pages (from-to)1511-1519
Number of pages9
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume53
Issue number12
Publication statusPublished - Dec 1998

Fingerprint

Molecular recognition
Paramagnetic resonance
Spectroscopy
Benzoic Acid
Protonation
Phenol
Nuclear magnetic resonance spectroscopy
Ligands
Atoms
Substrates

Keywords

  • Molecular Dynamics
  • Rock-Key-Equilibria
  • Spin Labeling

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Molecular Recognition Analyzed by Observing Intramolecular Interconversion with EPR Spectroscopy. / Jäger, Martin; Schuler, Paul; Stegmann, Hartmut B.; Rockenbauer, A.

In: Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, Vol. 53, No. 12, 12.1998, p. 1511-1519.

Research output: Contribution to journalArticle

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