A1 Refereed original research article in a scientific journal
From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads To Spontaneous Aggregation
Authors: Saloranta T, Peuronen A, Dieterich JM, Ruokolainen J, Lahtinen M, Leino R
Publisher: AMER CHEMICAL SOC
Publication year: 2016
Journal: Crystal Growth and Design
Journal name in source: CRYSTAL GROWTH & DESIGN
Journal acronym: CRYST GROWTH DES
Volume: 16
Issue: 2
First page : 655
Last page: 661
Number of pages: 7
ISSN: 1528-7483
DOI: https://doi.org/10.1021/acs.cgd.5b01135
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.
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.