4.6 Article

Selective Interaction of Dopamine with the Self-Assembled Fibrillar Network of a Molecular Hydrogel Revealed by STD-NMR

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 40, Pages 13925-13929

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201502018

Keywords

hydrogels; molecular recognition; NMR spectroscopy; soft materials; supramolecular chemistry

Funding

  1. Ministry of Science and Innovation of Spain [CTQ2012-37735]
  2. Universitat Jaume I [P1.1B2012-25, P1.1B2013-57]

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A molecular hydrogel formed by a derivative of L-valine with pendant isonicotinoyl moieties interacts selectively with protonated dopamine in the presence of related compounds such as 3-methylcatechol, and protonated or neutral phenethylamine. A two-point interaction with the gel fibers is postulated to explain the results. The conclusions are obtained from nuclear magnetic resonance saturation transfer experiments (STD-NMR), illustrating how this technique is perfectly suited to monitor the interaction of substrates with the fibrillar network of a molecular gel.

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