Structural studies on natural sweeteners by NMR spectroscopy and computational methods

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dc.contributorGraduate Program in Chemistry.
dc.contributor.advisorVarnalı, Tereza.
dc.contributor.advisorBekiroğlu, Somer.
dc.contributor.authorOruç, Gizem.
dc.date.accessioned2023-03-16T11:00:20Z
dc.date.available2023-03-16T11:00:20Z
dc.date.issued2012.
dc.description.abstractIn the present day, sweet tasting molecules have attracted a lot of attention being subject of escalating sugar-related diseases. The molecular recognition of sweet tasting molecules are known to be highly dependent on their conformation, which is mostly determined by non-bonding interactions with surrounding water molecules and the sweet taste receptor. Yet, the interaction of chemoreception at the molecular level still remains undiscovered. This study aims to elucidate the hydrogen bonding properties of selected sweeteners by employing an unconventional NMR spectroscopy method. The computational studies are integrated with experiments, in order to focus on submolecular events that are assumed to be responsible for the sweet-taste recognition. Our results show distinct hydrogen bonding properties possessed by all the molecules examined. The terminal hydroxyl groups show preference to exchange protons with surrounding water molecules, while internal hydroxy protons tend to form hydrogen bonds. Experimentally observed diastereotopicity of sweet-tasting molecules shows the importance of geometry in the molecular recognition level.
dc.format.extent30 cm.
dc.format.pagesxvi, 106 leaves ;
dc.identifier.otherCHEM 2012 O78
dc.identifier.urihttps://digitalarchive.library.bogazici.edu.tr/handle/123456789/14276
dc.publisherThesis (M.S.)-Bogazici University. Institute for Graduate Studies in Science and Engineering, 2012.
dc.relationIncludes appendices.
dc.relationIncludes appendices.
dc.subject.lcshNuclear magnetic resonance spectroscopy.
dc.titleStructural studies on natural sweeteners by NMR spectroscopy and computational methods

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