Terminally unsaturated and diastereochemically pure polyol derived from d-mannose shows spontaneous aggregation behavior in water solution. In order to study and clarify this unforeseen phenomenon, a conformational study based on NMR spectroscopy combined with ab initio structure analysis using the COSMO-solvation model was pursued. The results, together with X-ray diffraction studies, suggest a low energy linear conformation for this particular substrate both in solid states and in solution. For such small-sized acyclic carbohydrate derivatives, the linear conformation appears to be a key prerequisite for the unusual molecular self-assembly reported herein.
- Nuclear magnetic resonance spectroscopy
- X ray diffraction
- Self assembly
Dieterich, J. M. (Contributor), Lahtinen, M. (Contributor), Leino, R. (Contributor), Peuronen, A. (Contributor), Ruokolainen, J. (Creator) & Saloranta, T. (Contributor), Cambridge Crystallographic Data Centre , 1 Jan 2016