Selective Interaction of Dopamine with the Self-Assembled Fibrillar Network of a Molecular Hydrogel Revealed by STD-NMR.
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.
Departament de Química Inorgànica i Orgànica, Universitat Jaume I, Avenida Sos Baynat, s/n; 12071 Castellón (Spain).
María D
MD
Segarra-Maset
Departament de Química Inorgànica i Orgànica, Universitat Jaume I, Avenida Sos Baynat, s/n; 12071 Castellón (Spain). escuder@uji.es.
Beatriu
B
Escuder
Departament de Química Inorgànica i Orgànica, Universitat Jaume I, Avenida Sos Baynat, s/n; 12071 Castellón (Spain). miravet@uji.es.
Juan F
JF
Miravet
D002396:Catechols / Q000737:chemistry*; D004298:Dopamine / Q000737:chemistry*; D020136:Hydrogel, Polyethylene Glycol Dimethacrylate / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D008024:Ligands; D008279:Magnetic Resonance Imaging; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D011506:Proteins / Q000737:chemistry* / Q000378:metabolism; D013816:Thermodynamics; D014633:Valine / Q000737:chemistry*
D002396:Catechols; D008024:Ligands; D011506:Proteins; C031136:3-methylcatechol; D020136:Hydrogel, Polyethylene Glycol Dimethacrylate; D014633:Valine; D004298:Dopamine
NMR spectroscopy; hydrogels; molecular recognition; soft materials; supramolecular chemistry