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

Research output: Contribution to journalArticleScientificpeer-review


  • Tiina Saloranta
  • Anssi Peuronen
  • Johannes M. Dieterich
  • Janne Ruokolainen

  • Manu Lahtinen
  • Reko Leino

Research units

  • Åbo Akademi University
  • University of Jyväskylä
  • University of Göttingen


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.


Original languageEnglish
Pages (from-to)655-661
Number of pages7
JournalCrystal Growth and Design
Issue number2
Publication statusPublished - 3 Feb 2016
MoE publication typeA1 Journal article-refereed

    Research areas

  • Nuclear magnetic resonance spectroscopy, X ray diffraction, Self assembly

ID: 1590521