From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads To Spontaneous Aggregation

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• 作者：Tiina Saloranta ; Anssi Peuronen ; Johannes M. Dieterich ; Janne Ruokolainen ; Manu Lahtinen ; Reko Leino
• 刊名：Crystal Growth & Design
• 出版年：2016
• 出版时间：February 3, 2016
• 年：2016
• 卷：16
• 期：2
• 页码：655-661
• 全文大小：366K
• ISSN：1528-7505

文摘

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.