From mannose to small amphiphilic polyol: perfect linearity leads to spontaneous aggregation

Tiina Saloranta-Simell, Anssi Peuronen, Johannes M. Dieterich, Janne Ruokolainen, Manu Lahtinen, Reko Leino

Research output: Contribution to journalArticleScientificpeer-review

7 Citations (Scopus)

Abstract

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 languageUndefined/Unknown
Pages (from-to)655–661
Number of pages7
JournalCrystal Growth and Design
Volume16
Issue number2
DOIs
Publication statusPublished - 2016
MoE publication typeA1 Journal article-refereed

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